A group of 1,2-benzenediols that contain the general formula R-C6H5O2.
Catalyzes the oxidation of catechol to 2-hydroxymuconate semialdehyde in the carbazole and BENZOATE degradation via HYDROXYLATION pathways. It also catalyzes the conversion of 3-methylcatechol to cis, cis-2-hydroxy-6-oxohept-2,4-dienoate in the TOLUENE and XYLENE degradation pathway. This enzyme was formerly characterized as EC 1.13.1.2.
2- or 4-Hydroxyestrogens. Substances that are physiologically active in mammals, especially in the control of gonadotropin secretion. Physiological activity can be ascribed to either an estrogenic action or interaction with the catecholaminergic system.
An enzyme that catalyzes the oxidation of catechol to muconic acid with the use of Fe3+ as a cofactor. This enzyme was formerly characterized as EC 1.13.1.1 and EC 1.99.2.2.
Enzyme that catalyzes the movement of a methyl group from S-adenosylmethionone to a catechol or a catecholamine.
Non-heme iron-containing enzymes that incorporate two atoms of OXYGEN into the substrate. They are important in biosynthesis of FLAVONOIDS; GIBBERELLINS; and HYOSCYAMINE; and for degradation of AROMATIC HYDROCARBONS.
Oxidases that specifically introduce DIOXYGEN-derived oxygen atoms into a variety of organic molecules.
An enzyme of the oxidoreductase class that catalyzes the reaction between catechol and oxygen to yield benzoquinone and water. It is a complex of copper-containing proteins that acts also on a variety of substituted catechols. EC 1.10.3.1.
An antiseptic and disinfectant aromatic alcohol.
Benzoate derivatives substituted by one or more hydroxy groups in any position on the benzene ring.
Mold and yeast inhibitor. Used as a fungistatic agent for foods, especially cheeses.
An estrogenic steroid produced by HORSES. It has a total of five double bonds in the A- and B-ring. High concentration of equilenin is found in the URINE of pregnant mares.
A genus of gram-negative, aerobic, rod-shaped bacteria widely distributed in nature. Some species are pathogenic for humans, animals, and plants.
Derivatives of BENZOIC ACID. Included under this heading are a broad variety of acid forms, salts, esters, and amides that contain the carboxybenzene structure.
Elimination of ENVIRONMENTAL POLLUTANTS; PESTICIDES and other waste using living organisms, usually involving intervention of environmental or sanitation engineers.
A species of gram-negative, aerobic bacteria isolated from soil and water as well as clinical specimens. Occasionally it is an opportunistic pathogen.
Toxic, volatile, flammable liquid hydrocarbon byproduct of coal distillation. It is used as an industrial solvent in paints, varnishes, lacquer thinners, gasoline, etc. Benzene causes central nervous system damage acutely and bone marrow damage chronically and is carcinogenic. It was formerly used as parasiticide.
A trihydroxybenzene or dihydroxy phenol that can be prepared by heating GALLIC ACID.
Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid.
Derivatives of adipic acid. Included under this heading are a broad variety of acid forms, salts, esters, and amides that contain a 1,6-carboxy terminated aliphatic structure.
Estrone derivatives substituted with one or more hydroxyl groups in any position. They are important metabolites of estrone and other estrogens.
A widely used industrial solvent.
Benzoic acid or benzoic acid esters substituted with one or more chlorine atoms.
A genus of coccoid bacteria in the family PLANOCOCCACEAE. They are widely distributed in various habitats including sea water, freshwater ponds, cyanobacterial mats, and in marine animals.
A genus of gram-negative bacteria of the family MORAXELLACEAE, found in soil and water and of uncertain pathogenicity.
A genus of gram-negative, aerobic, motile bacteria that occur in water and soil. Some are common inhabitants of the intestinal tract of vertebrates. These bacteria occasionally cause opportunistic infections in humans.
A bacterial genus of the order ACTINOMYCETALES.
Widely distributed enzymes that carry out oxidation-reduction reactions in which one atom of the oxygen molecule is incorporated into the organic substrate; the other oxygen atom is reduced and combined with hydrogen ions to form water. They are also known as monooxygenases or hydroxylases. These reactions require two substrates as reductants for each of the two oxygen atoms. There are different classes of monooxygenases depending on the type of hydrogen-providing cosubstrate (COENZYMES) required in the mixed-function oxidation.
Low-molecular-weight compounds produced by microorganisms that aid in the transport and sequestration of ferric iron. (The Encyclopedia of Molecular Biology, 1994)
Hydrocarbon rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.
An enzyme of the oxidoreductase class that catalyzes the reaction between L-tyrosine, L-dopa, and oxygen to yield L-dopa, dopaquinone, and water. It is a copper protein that acts also on catechols, catalyzing some of the same reactions as CATECHOL OXIDASE. EC 1.14.18.1.
A species of gram-negative bacteria in the genus PSEUDOMONAS, which is found in SOIL and WATER.
A chemical reaction in which an electron is transferred from one molecule to another. The electron-donating molecule is the reducing agent or reductant; the electron-accepting molecule is the oxidizing agent or oxidant. Reducing and oxidizing agents function as conjugate reductant-oxidant pairs or redox pairs (Lehninger, Principles of Biochemistry, 1982, p471).
Pigment obtained by the oxidation of epinephrine.
Salts and esters of gentisic acid.
The salts or esters of salicylic acids, or salicylate esters of an organic acid. Some of these have analgesic, antipyretic, and anti-inflammatory activities by inhibiting prostaglandin synthesis.
A methylated metabolite of norepinephrine that is excreted in the urine and found in certain tissues. It is a marker for tumors.
A genus in the family BURKHOLDERIACEAE, comprised of many species. They are associated with a variety of infections including MENINGITIS; PERITONITIS; and URINARY TRACT INFECTIONS.
Placing of a hydroxyl group on a compound in a position where one did not exist before. (Stedman, 26th ed)
A general class of ortho-dihydroxyphenylalkylamines derived from tyrosine.
A family of isomeric, colorless aromatic hydrocarbon liquids, that contain the general formula C6H4(CH3)2. They are produced by the destructive distillation of coal or by the catalytic reforming of petroleum naphthenic fractions. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
A group of gram-negative bacteria consisting of rod- and coccus-shaped cells. They are both aerobic (able to grow under an air atmosphere) and microaerophilic (grow better in low concentrations of oxygen) under nitrogen-fixing conditions but, when supplied with a source of fixed nitrogen, they grow as aerobes.
A characteristic feature of enzyme activity in relation to the kind of substrate on which the enzyme or catalytic molecule reacts.
Methyl, propyl, butyl, and ethyl esters of p-hydroxybenzoic acid. They have been approved by the FDA as antimicrobial agents for foods and pharmaceuticals. (From Hawley's Condensed Chemical Dictionary, 11th ed, p872)
The functional hereditary units of BACTERIA.

Action of 3 tyrphostin derivatives on casein kinase II from rat liver. (1/1002)

AIM: To study the action of tyrphostin on casein kinase (CK) II. METHODS: CK II was partially purified from rat livers by sequential DE52 and heparin-Sepharose chromatography. CK II activity was assayed by incubating CK II with dephosphorylated casein and [gamma-32P]ATP. RESULTS: AG34 inhibited the activity of CK II with IC50 33 (27-41) mumol.L-1. Both AG372 (121 mumol.L-1) and AG1112 (150 mumol.L-1) displayed inhibitory effects on the activity of CK II. Kinetic studies of AG34 on CK II showed that it was noncompetitive with casein and ATP. CONCLUSION: AG34, AG372, and AG1112 were potent inhibitors of CK II, and the inhibitory action of AG34 was noncompetitive with casein and ATP.  (+info)

Inhibition of glutathione synthesis with propargylglycine enhances N-acetylmethionine protection and methylation in bromobenzene-treated Syrian hamsters. (2/1002)

The finding that liver necrosis caused by the environmental glutathione (GSH)-depleting chemical, bromobenzene (BB) is associated with marked impairment in O- and S-methylation of BB metabolites in Syrian hamsters raises questions concerning the role of methyl deficiency in BB toxicity. N-Acetylmethionine (NAM) has proven to be an effective antidote against BB toxicity when given after liver GSH has been depleted extensively. The mechanism of protection by NAM may occur via a replacement of methyl donor and/or via an increase of GSH synthesis. If replacement of the methyl donor is an important process, then blocking the resynthesis of GSH in the methyl-repleted hamsters should not decrease NAM protection. This hypothesis was examined in this study. Propargylglycine (PPG), an irreversible inhibitor of cystathionase, was used to inhibit the utilization of NAM for GSH resynthesis. Two groups of hamsters were pretreated with an intraperitoneal (ip) dose of PPG (30 mg/kg) or saline 24 h before BB administration (800 mg/kg, ip). At 5 h after BB treatment, an ip dose of NAM (1200 mg/kg) was given. Light microscopic examinations of liver sections obtained 24 h after BB treatment indicated that NAM provided better protection (P < 0.05) in the PPG + BB + NAM group than in the BB + NAM group. Liver GSH content, however, was lower in the PPG + BB + NAM group than in the BB + NAM group. The Syrian hamster has a limited capability to N-deacetylated NAM. The substitution of NAM with methionine (Met; 450 mg/kg) resulted in a higher level of GSH in the BB + Met group than in the BB + NAM group (P < 0.05). The enhanced protection by PPG in the PPG + BB + NAM group was accompanied by higher (P < 0.05) urinary excretions of specificO- and S-methylated bromothiocatechols than in the BB + NAM group. The results suggest that NAM protection occurs primarily via a replacement of the methyl donor and that methyl deficiency occurring in response to GSH repletion plays a potential role in BB toxicity.  (+info)

Adenosylcobalamin-mediated methyl transfer by toluate cis-dihydrodiol dehydrogenase of the TOL plasmid pWW0. (3/1002)

We identified and characterized a methyl transfer activity of the toluate cis-dihydrodiol (4-methyl-3,5-cyclohexadiene-cis-1, 2-diol-1-carboxylic acid) dehydrogenase of the TOL plasmid pWW0 towards toluene cis-dihydrodiol (3-methyl-4,5-cyclohexadiene-cis-1, 2-diol). When the purified enzyme from the recombinant Escherichia coli containing the xylL gene was incubated with toluene cis-dihydrodiol in the presence of NAD+, the end products differed depending on the presence of adenosylcobalamin (coenzyme B12). The enzyme yielded catechol in the presence of adenosylcobalamin, while it gave 3-methylcatechol in the absence of the cofactor. Adenosylcobalamin was transformed to methylcobalamin as a result of the enzyme reaction, which indicates that the methyl group of the substrate was transferred to adenosylcobalamin. Other derivatives of the cobalamin such as aquo (hydroxy)- and cyanocobalamin did not mediate the methyl transfer reaction. The dehydrogenation and methyl transfer reactions were assumed to occur concomitantly, and the methyl transfer reaction seemed to depend on the dehydrogenation. To our knowledge, the enzyme is the first dehydrogenase that shows a methyl transfer activity as well.  (+info)

Cytochrome P-450 3A and 2D6 catalyze ortho hydroxylation of 4-hydroxytamoxifen and 3-hydroxytamoxifen (droloxifene) yielding tamoxifen catechol: involvement of catechols in covalent binding to hepatic proteins. (4/1002)

Earlier study suggested that 3,4-dihydroxytamoxifen (tam catechol), a tamoxifen metabolite, is proximate to the reactive intermediate that binds covalently to proteins and possibly to DNA (). The current study demonstrates that rat and human hepatic cytochrome P-450s (CYPs) catalyze tam catechol formation from tamoxifen (tam), 3-hydroxy-tam (Droloxifene), and 4-hydroxy-tam (4-OH-tam). Higher levels of catechol were formed from 4-OH-tam and 3-hydroxy-tam than from tam. Evidence that human hepatic CYP3A4 and 2D6 catalyze the formation of tam catechol from 4-OH-tam and supportive data that the catechol is proximate to the reactive intermediate, was obtained: 1) There was a good correlation (r = 0.82; p +info)

Effect of catecholamic acid on detoxication and distribution of NiCl2 in mice and rats. (5/1002)

AIM: To study the effect of catecholamic acid (CBMIDA) on detoxication of NiCl2. METHODS: Mice and rats were injected s.c. or i.m. CBMIDA immediately after i.p. NiCl2. Each mouse was injected i.p. CBMIDA after i.v. 63NiCl2 185 kBq, and radioactivities of various tissues were measured with liquid scintillation counter at 24 h. The localization of 63Ni was shown by the whole-body autoradiography. RESULTS: CBMIDA s.c. 0.5-1.5 g.kg-1 markedly reduced the mortality from acute poisoning of i.p. NiCl2 500 mg.kg-1. After i.p. NiCl2 in mice, the LD50 was 82.7 mg.kg-1. Mice were injected s.c. CBMIDA 1.5 or 2.5 g.kg-1 after Ni poisoning, the LD50 of NiCl2 were raised to 789 or 820 mg.kg-1, respectively. The LD50 of NiCl2 was 39 mg.kg-1 in rat. If CBMIDA was injected i.m. 0.5 g.kg-1 after i.p. NiCl2, the LD50 was 332 mg.kg-1. CBMIDA 1.5 g.kg-1 i.m. after i.v. 63NiCl2, decreased the contents of 63Ni in blood and lung of mice vs control mice at 24 h. The contents of 63Ni in brain, heart, spleen, and kidney were similar to those of the control mice. The content of 63Ni in bone was more than the control. The excretions of 63Ni through urine and feces were not increased by CBMIDA at 24 h. The whole-body autoradiography showed that the radioactivity was highly localized in the kidney, lung, and Harder's gland. There was a moderate level of 63Ni in the liver, bone, skin, and blood. A pronounced accumulation occurred in the bone. There was a marked reduction of 63Ni in the lung, skin, liver, and blood after i.p. CBMIDA. CONCLUSION: The CBMIDA markedly raised the survival rate of nickel-poisoned mice and rats, and decreased 63Ni levels in lung and blood.  (+info)

Cloning of a gene encoding hydroxyquinol 1,2-dioxygenase that catalyzes both intradiol and extradiol ring cleavage of catechol. (6/1002)

Two Escherichia coli transformants with catechol 1,2-dioxygenase activity were selected from a gene library of the benzamide-assimilating bacterium Arthrobacter species strain BA-5-17, which produces four catechol 1,2-dioxygenase isozymes. A DNA fragment isolated from one transformant contained a complete open reading frame (ORF). The deduced amino acid sequence of the ORF shared high identity with hydroxyquinol 1,2-dioxygenase. An enzyme expressed by the ORF was purified to homogeneity and characterized. When hydroxyquinol was used as a substrate, the purified enzyme showed 6.8-fold activity of that for catechol. On the basis of the sequence identity and substrate specificity of the enzyme, we concluded that the ORF encoded hydroxyquinol 1,2-dioxygenase. When catechol was used as a substrate, cis,cis-muconic acid and 2-hydroxymuconic 6-semialdehyde, which were products by the intradiol and extradiol ring cleavage activities, respectively, were produced. These results showed that the hydroxyquinol 1,2-dioxygenase reported here was a novel dioxygenase that catalyzed both the intradiol and extradiol cleavage of catechol.  (+info)

Interactions of 6-gingerol and ellagic acid with the cardiac sarcoplasmic reticulum Ca2+-ATPase. (7/1002)

The inotropic/lusitropic effects of beta-adrenergic agonists on the heart are mediated largely by protein kinase A (PKA)-catalyzed phosphorylation of phospholamban, the natural protein regulator of the Ca2+ pump present in sarcoplasmic reticulum (SR) membranes. Gingerol, a plant derivative, is known to produce similar effects when tested in isolated cardiac muscle. The purpose of the present study was to compare the effects of gingerol and another plant derivative, ellagic acid, on the kinetics of the SR Ca2+ pump with those of PKA-catalyzed phospholamban phosphorylation to elucidate their mechanisms of Ca2+ pump regulation. As previously demonstrated for PKA, 50 microM gingerol or ellagic acid increased Vmax(Ca) of Ca2+ uptake and Ca2+-ATPase activity assayed at millimolar ATP concentrations in light cardiac SR vesicles. Unlike PKA, which decreases Km(Ca), neither compound had a significant effect on Km(Ca) in unphosphorylated vesicles. However, gingerol increased Km(Ca) in phosphorylated vesicles, in which Ca2+ uptake was significantly increased further at saturating Ca2+ and remained unchanged at subsaturating Ca2+. An inhibition of Ca2+ uptake by gingerol at micromolar MgATP concentrations was overcome with increasing MgATP concentrations. The stimulation of Ca2+ uptake attributable to gingerol in unphosphorylated microsomes at saturating Ca2+ was 30% to 40% when assayed at 0.05 to 2 mM MgATP and only about 12% in phosphorylated microsomes as well as in rabbit fast skeletal muscle light SR. The present results support the view that an ATP-dependent increase in Vmax(Ca) of the SR Ca2+ pump plays an important role in mediating cardiac contractile responses to gingerol and phospholamban-dependent beta-adrenergic stimulation.  (+info)

A potential mechanism underlying the increased susceptibility of individuals with a polymorphism in NAD(P)H:quinone oxidoreductase 1 (NQO1) to benzene toxicity. (8/1002)

NAD(P)H:quinone oxidoreductase 1 (NQO1) is a two-electron reductase that detoxifies quinones derived from the oxidation of phenolic metabolites of benzene. A polymorphism in NQO1, a C609T substitution, has been identified, and individuals homozygous for this change (T/T) have no detectable NQO1. Exposed workers with a T/T genotype have an increased risk of benzene hematotoxicity. This finding suggests NQO1 is protective against benzene toxicity, which is difficult to reconcile with the lack of detectable NQO1 in human bone marrow. The human promyeloblastic cell line, KG-1a, was used to investigate the ability of the benzene metabolite hydroquinone (HQ) to induce NQO1. A concentration-dependent induction of NQO1 protein and activity was observed in KG-1a cells cultured with HQ. Multiple detoxification systems, including NQO1 and glutathione protect against benzene metabolite-induced toxicity. Indeed, exposure to a noncytotoxic concentration of HQ induced both NQO1 and soluble thiols and protected against HQ-induced apoptosis. NQO1 protein and activity increased in wild-type human bone marrow cells (C/C) exposed to HQ, whereas no NQO1 was induced by HQ in bone marrow cells with the T/T genotype. Intermediate induction of NQO1 by HQ was observed in heterozygous bone marrow cells (C/T). NQO1 also was induced by HQ in wild-type (C/C) human bone marrow CD34(+) progenitor cells. Our data suggest that failure to induce functional NQO1 may contribute to the increased risk of benzene poisoning in individuals homozygous for the NQO1 C609T substitution (T/T).  (+info)

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TY - JOUR. T1 - Optimal conjugation of catechol group onto hyaluronic acid in coronary stent substrate coating for the prevention of restenosis. AU - Lih, Eugene. AU - Choi, Seul Gi. AU - Ahn, Dong June. AU - Joung, Yoon Ki. AU - Han, Dong Keun. PY - 2016/2/13. Y1 - 2016/2/13. N2 - Although endovascular stenting has been used as an interventional therapy to treat cardio- and cerebro-vascular diseases, it is associated with recurrent vascular diseases following stent thrombosis and in-stent restenosis. In this study, a metallic stent was coated with dopamine-conjugated hyaluronic acid with different ratios of catechol group to improve hemocompatibility and re-endothelialization. Especially, we were interested in how much amount of catechol group is appropriate for the above-mentioned purposes. Therefore, a series of dopamine-conjugated hyaluronic acid conjugates with different ratios of catechol group were synthesized via a carbodiimide coupling reaction. Dopamine-conjugated hyaluronic acid ...
The complex interactions of oxidizable organic ligands with soil Mn(III,IV) (hydr)oxide minerals have received little study by in situspectroscopic techniques.We used a combination of an in situ electron paramagnetic resonance stopped-flow (EPR-SF) spectroscopic technique and stirred-batch studies to measure the reductive dissolution kinetics of birnessite (δ-MnO2), a common Mn mineral in soils, by catechol (1,2-dihydroxybenzene). The reaction was rapid, independent of pH, and essentially complete within seconds under conditions of excess catechol at pH 4 to 6. The overall empirical second-order rate equation describing the reductive dissolution rate was d[Mn(II)]/dt = k[CAT]1.0[SA]1.0 where k = 4 (±0.5) (10-3 L m-2 s-1 and [CAT] and [SA] are the initial concentrations in molarity and meters square per liter. In the process, catechol was oxidized to the two-electron o-quinone product. The energy of activation (Ea) for the reaction was 59 (±7) kJ mol-1 and the activation entropy (S‡) was- -78±22 J
para-Nitrophenol (PNP) is a highly toxic compound with threats to mammalian health. The pnpE-encoded γ-hydroxymuconic semialdehyde dehydrogenase catalyzes the reduction of γ-hydroxymuconic semialdehyde to maleylacetate in Pseudomonas sp. strain WBC-3, playing a key role in the catabolism of PNP to Krebs cycle intermediates. However, the catalyzing mechanism by PnpE has not been well understood. Here we report the crystal structures of the apo and NAD bound PnpE. In the PnpE-NAD complex structure, NAD is situated in a cleft of PnpE. The cofactor binding site is composed of two pockets. The adenosine and the first ribose group of NAD bind in one pocket and the nicotinamide ring in the other. Six amino acids have interactions with the cofactor. They are C281, E247, Q210, W148, I146 and K172. Highly conserved residues C281 and E247 were identified to be critical for its catalytic activity. In addition, flexible docking studies of the enzyme-substrate system were performed to predict the interactions
Spectrophotometric determination of tin in copper-based alloys using Pyrocatechol Violet Spinola Costa, A.; Teixeira, L. S. G.; Ferreira, S. L. C. ...
To address the decontamination of (1) toxic organic compounds such as naphthene and catechol found in the tailings ponds, natural pathways that can break down the toxic chemicals can be utilized. The toxic organic compounds can be broken down into molecules that are metabolizable by all organisms, such as 2-hydroxymuconic semialdehyde (2-HMS)3. Catechol is a prime candidate to function as a hub for the funneling and subsequent degradation of other toxic compounds found in abundance, such as naphthene, anthracene, and fluorene into 2-HMS (Figure 1)3,4,5. Catechol 2,3-dioxygenase (xylE) is found in Pseudomonas putida and hydrolyzes catechol into 2-HMS, which can enter the citric acid cycle6. In 2010, the Lethbridge iGEM team confirmed that xylE when introduce to E. coli hydrolyzes catechol to 2-HMS demonstrating and that this critical step can successfully be performed to convert toxic chemicals to metabolic intermediates7. XylE is inefficient on its own, especially in vitro, due to instability ...
1. The ring-fission of cis- and trans-acenaphthene-1,2-diol by rat liver microsomes was studied. 2. 1,8-Naphthalic acid was detected and isolated after microsomal incubations of the diols. 3. The accompanying reduction of NAD+ was followed spectrophotometrically. 4. The optimum pH for the microsomal reaction was 9·4 for the oxidation of the cis-diol and 9·8 for that of the trans-diol. 5. p-Chloromercuribenzoate and 2,4-dichlorophenol inhibited the reaction. 6. Possible mechanisms for the microsomal ring-fission, involving 1,8-naphthalic aldehyde, are discussed.. ...
When mussels wish to settle down on an underwater surface, they secrete mixtures of adhesive proteins that often contain high concentrations of a rare amino acid called Dopa (3,4-dihydroxyphenylalanine). Catechol groups on Dopa play a major role in underwater adhesion. The new work reveals that in addition to Dopa, many mussel adhesion proteins contain positively-charged lysine residues nearby to aid sticking. The lysines replace layers of salt-derived cations found on surfaces submerged in seawater. By kicking off the cations, the lysines prime the underwater surface so that catechol groups can then help the mussel adhere.. ...
In order to determine which enzymes would most benefit from metabolic channeling in the catechol degradation pathway, we used a cellular simulation tool, developed in our lab, called Cell++. It allows us to place enzymes of choice in a compartment within a cellular environment and calculates the effect of localization on metabolite concentrations in a user-defined biochemical pathway (Sanford et al. 2006). We gathered kinetic data of the five enzymes in the degradation pathway and investigated the effects of localizing pairs of sequential enzymes (i.e. catechol 1, 2-dioxygenase and muconate cycloisomeras) on metabolite concentrations. Four co-localization simulations were performed in Cell++ along with a control simulation where no enzymes were co-localized. The initial metabolite in the simulation environment, catechol, was added into the simulation environment and the simulation environment was run for 10,000 iterations to observe the effect on catechol degradation in each simulation. The ...
In order to determine which enzymes would most benefit from metabolic channeling in the catechol degradation pathway, we used a cellular simulation tool, developed in our lab, called Cell++. It allows us to place enzymes of choice in a compartment within a cellular environment and calculates the effect of localization on metabolite concentrations in a user-defined biochemical pathway (Sanford et al. 2006). We gathered kinetic data of the five enzymes in the degradation pathway and investigated the effects of localizing pairs of sequential enzymes (i.e. catechol 1, 2-dioxygenase and muconate cycloisomeras) on metabolite concentrations. Four co-localization simulations were performed in Cell++ along with a control simulation where no enzymes were co-localized. The initial metabolite in the simulation environment, catechol, was added into the simulation environment and the simulation environment was run for 10,000 iterations to observe the effect on catechol degradation in each simulation. The ...
Clinivex is a high quality reference standard supplier of Bis(O-(N-benzyl-N-(1,1-dimethylethoxy)carbonyl-ethylamine)) Catechol, CAS no - 1391054-05-9. View more information regarding Bis(O-(N-benzyl-N-(1,1-dimethylethoxy)carbonyl-ethylamine)) Catechol, in
This section needs work. Why are we degrading catechol? What part did we use? What is the number?. Catechol is another toxic compound found in tailings ponds that is a by-product of polyaromatic hydrocarbon metabolism (Vaillancourt et al., 2006, Schweigert et al., 2001)). The chemical properties of catechol allow it to react with biomolecules like DNA, proteins and membranes (Schweigert et al., 2001). These interactions can cause serious damage including DNA breakage, enzyme inactivation and membrane uncoupling (Schweigert et al., 2001). Catechol is characterized as having a benzene ring with two hydroxyl groups emanating from adjacent carbons. It can be converted to 2-hydroxymuconic acid by the enzyme catechol 2,3-dioxygenase, encoded by the xylE gene on the Tol plasmid of Pseudomonas putida (Nakai et al., 1983). This product can then be further metabolized to pyruvate and acetaldehyde; products which can then be routed into the fatty acid biosynthesis pathway and converted to alkanes with the ...
The gene cluster, coding for the chlorocatechol sp. of hereditary, biochemical, and ecological areas of the connections of several chloroaromatic substances with microorganisms in the biosphere within a broad work to comprehend the fate of the chemicals in the surroundings also to develop book bioremediation strategies (22, 33, 37). Among the principles to emerge out of this body of function is the department of biodegradative routes into higher and lower pathways that are linked with the central intermediate chlorocatechol (38). Hereditary research of chlorocatechol sp. stress P51 and sp. stress PS12: an entire mineralization pathway seems to have advanced through transposon-mediated recruitment of toluene or benzene dioxygenase and dihydrodiol dehydrogenase genes following to a gene cluster coding for an gene cluster, hereafter known as the gene cluster) in the trichlorobenzene-degrading stress sp. stress P51 (41) within a Tnchlorocatechol catabolic genes are organized within an operon and ...
The reversible boronate formation between electrochemically active substituted catechols and a fluorescent boronic acid was studied in methanol.
After verifying that we could in fact degrade catechol into 2-hydroxymuconate semialdehyde using our xylE construct (BBa_J33204), we wondered if we could take this any further. What if we could convert this by-product page into hydrocarbons too? As catechol is the breakdown product of a number of different degradation pathways in bacteria, this could be particularly useful.. As 2-hydroxymuconate semialdehyde can be further metabolized to pyruvate and acetaldehyde (Harayama S et al., 1987), it seemed possible that these products could be routed into the fatty acid biosynthesis pathway and converted to alkanes using the PetroBrick or the OleT enzyme. Given that the Catechol 2,3-dioxygenase reaction is extracellular, it creates a possible scenario in which cells with the xylE construct could be co-cultured with Petrobrick-containing cells to cooperatively metabolise catechol into hydrocarbons. In order to test this, we followed this protocol, where we co-cultured cells expressing our xylE construct ...
Read In situ surface modification of colloidal TiO2 nanoparticles with catechol, Research on Chemical Intermediates on DeepDyve, the largest online rental service for scholarly research with thousands of academic publications available at your fingertips.
229. Does labetolol provide sufficient alpha blockade to use in high catechol states? / Dose and use of esmolol / Contraindications to esmolol / Dose of ...
Public health and environmental protection concerns provoked by phenolic compounds pollution impose the development of sensitive, rapid and cost effective methods for in situ phenols monitoring. Given that biosensors based techniques could face these challenges, a variety of such devices was suggested and applied for phenolic compounds quantification. Their majority are based on the polyphenol oxidase (PPO) catalyzed phenols oxidation to catechol and then, to quinones, coupled with the registration of the quinones reduction current. Nevertheless, quinoid products polymerization involving electrode passivation corrupts the biosensors operational stability. Thus, to avoid this drawback, in this work is proposed another approach for phenolic compounds quantification based on the electrochemical detection of the oxygen depletion during PPO catalyzed catechol oxidation using a Clark type electrode with a disposable active enzyme membrane. The oxygen probe was modified in comparison to the commercial ...
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Catalyzes the retro-aldol cleavage of 4-hydroxy-2-oxopentanoate to pyruvate and acetaldehyde. Is involved in the meta-cleavage pathway for the degradation of 3-phenylpropanoate.
Bioactive Flavonoids and Catechols as Hif1 and Nrf2 Protein Stabilizers - Implications for Parkinsons Disease APA citation (Click to edit): Smirnova, N. A., Kaidery, N. A., Hushpulian, D. M., Rakhman, I. I., Poloznikov, A. A., Tishkov, V. I., ... and Gazaryan, I. G. (2016). Bioactive Flavonoids and Catechols as Hif1 and Nrf2 Protein Stabilizers - Implications for Parkinsons Disease. Aging and Disease, 7(6), 745. doi: 10.14336/AD.2016.0505 DOI (Click to edit): 10.14336/AD.2016.0505 ...
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Solubility in water: 430g/L (20°C). Other solubilities: soluble in alcohol, benzene, chloroform, ether, and pyridine and aqueous solutions ...
Raw Material India (RMI) is a new startup - an online platform Only For Industrial Raw Materials of all types. This is Indias First-Of-Its-Kind Exclusive B2B Raw Materials website.. ...
Affiliation:Professor,Shiga University of Medical Science,医学部,教授, Research Field:General medical chemistry, Keywords:カテコ-ル2,3ー二原子酸素添加酵素,酸素添加酵素,日中間学術交流,Oxygenase,Catechol 2, 3-dioxygenase,生体代謝調節,2, 3-dioxygenase,3, 5-dichlorocatechol,アミノ酸配列,Charge transfer complex, # of Research Projects:5, # of Research Products:0
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TY - JOUR. T1 - L-DOPA biotransformation. T2 - Correlations of dosage, erythrocyte catechol O-methyltransferase and platelet SULT1A3 activities with metabolic pathways in Parkinsonian patients. AU - Dousa, M. K.. AU - Weinshilboum, Richard M. AU - Muenter, M. D.. AU - Offord, K. P.. AU - Decker, P. A.. AU - Tyce, G. M.. PY - 2003/8/1. Y1 - 2003/8/1. N2 - The objectives of this study were to determine (1) the effects of dose and drug absorption on pathways of biotransformation of L-DOPA in Parkinsonian patients treated with Sinemet, and (2) the extent to which genetically-determined variations in the activities of erythrocyte catechol O-methyltransferase and/or platelet phenol sulfotransferase might be reflected in individual differences in L-DOPA metabolism. In the 19 patients studied, there were negative correlations between dosage or absorption and extent of O-methylation and of sulfation of L-DOPA or its metabolites. Levels of activity for erythrocyte COMT were also reflected in individual ...
Catechols are known to coordinate divalent metal ions by virtue of their acidic ortho-hydroxyl groups. A recent HTS screening campaign to develop inhibitors against Pfm18AAP, a potential drug target for the treatment of malaria, identified a number of catechol-containing inhibitory molecules (Schoenen et al., 2010). In fact, the best-in-class probe identified in that screen, ML369 (Supplemental Fig. 5A), features a catechol moiety linked to a piperidine-tetrahydroquinoline ring system. Catechols have also been identified as inhibitors of methionine aminopeptidase, which, like DNPEP, also contains a binuclear zinc center. A structure of E. coli methionine aminopeptidase in complex with a catechol-containing compound revealed the mode of interaction of the catechol ring with the binuclear zinc center (Wang et al., 2008). In this structure, one of the hydroxyl groups of the catechol replaced water as a bridging ligand, whereas the other interacted with one of the zinc ions enforced by the active ...
Looking for online definition of catechol in the Medical Dictionary? catechol explanation free. What is catechol? Meaning of catechol medical term. What does catechol mean?
Natural catechol, quinone and quinone methide diterpenes with abietane (15-deoxyfuerstione, taxodione) and totarane (dispermone, 12,13-dihydroxy-8,11,13-totaratriene-6-one), and podocarpane (nimbidiol, deoxynimbidiol) skeletons were synthesized using ortho-oxidation of phenol with meta-chlorobenzoyl peroxide. Minimum inhibitory activities of these diterpenes and previously synthesized natural diterpenes were measured against methicillin-resistant Staphylococcus aureus (MRSA) and Propionibacterium acnes, which cause serious skin infection associated with acne. Abietaquinone methide and 8,11,13-totaratriene-12,13-diol showed potent activities against S. aureus (MRSA) and P. acnes, and no serious toxicity by oral dose to mice.
Accepted name: catechol 2,3-dioxygenase. Reaction: catechol + O2 = 2-hydroxymuconate-6-semialdehyde. For diagram of reaction click here.. Glossary: 2-hydroxymuconate-6-semialdehyde = (2Z,4E)-2-hydroxy-6-oxohexa-2,4-dienoate. Other name(s): 2,3-pyrocatechase; catechol 2,3-oxygenase; catechol oxygenase; metapyrocatechase; pyrocatechol 2,3-dioxygenase; xylE (gene name). Systematic name: catechol:oxygen 2,3-oxidoreductase (decyclizing). Comments: Requires FeII. The enzyme initiates the meta-cleavage pathway of catechol degradation.. Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, PDB, UM-BBD, CAS registry number: 9029-46-3. References:. 1. Hayaishi, O. Direct oxygenation by O2, oxygenases. In: Boyer, P.D., Lardy, H. and Myrbäck, K. (Eds), The Enzymes, 2nd edn, vol. 8, Academic Press, New York, 1963, pp. 353-371.. 2. Kojima, Y., Itada, N. and Hayaishi, O. Metapyrocatechase: a new catechol-cleaving enzyme. J. Biol. Chem. 236 (1961) 2223-2228. [PMID: 13757654]. 3. Nozaki, M., Kagamiyama, H. ...
Metabolites of entacapone, (E)-2-cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl) propenamide, a potent inhibitor of catechol-O-methyltransferase, were isolated from dog urine. After hydrolysis of glucuronides and sulfates, 5 metabolites were identified in addition to unchanged entacapone by HPLC w …
Conjugation of a structurally diverse set of 53 catechol compounds was studied in vitro using six recombinant human sulfotransferases (SULTs), five UDP-glucuronosyltransferases (UGT) and the soluble form of catechol O-methyltransferase (S-COMT) as catalyst. The catechol set comprised endogenous compounds, such as catecholamines and catecholestrogens, drugs, natural plant constituents, and other catechols with diverse substituent properties and substitution patterns. Most of the catechols studied were substrates of S-COMT and four SULT isoforms (1A1, 1A2, 1A3, and 1B1), but the rates of conjugation varied considerably, depending on the substrate structure and the enzyme form. SULT1E1 sulfated fewer catechols. Only low activities were observed for SULT1C2. UGT1A9 glucuronidated catechols representing various structural classes, and almost half of the studied compounds were glucuronidated at a high rate. The other UGT enzymes (1A1, 1A6, 2B7, and 2B15) showed narrower substrate specificity for ...
An activated carbon, CarbochemTM-PS230, was modified by chemical and thermal treatment in flow of H2, in order to evaluate the influence of the activated carbon chemical characteristics in the adsorption of the catechol. The catechol adsorption in aqueous solution was studied along with the effect of the pH solution in the adsorption process of modified activated carbons and the variation of immersion enthalpy of activated carbons in the aqueous solutions of catechol. The interaction solid-solution is characterized by adsorption isotherms analysis, at 298 K and pH 7, 9 and 11 in order to evaluate the adsorption value above and below that of the catechol pKa. The adsorption capacity of carbons increases when the solution pH decreases. The retained amount increases slightly in the reduced carbon to maximum adsorption pH and diminishes in the oxidized carbon. Similar conclusions are obtained from the immersion enthalpies, whose values increase with the solute quantity retained. In granular activated carbon
That said, it might. We did a little research…. Ginger Phytochemistry:. The chemical constituents of ginger (and ginger supplements) have been known for some years [2][3]. 6-shogaol is one of the 4 main pungent constituents of ginger [4] (the others are 6-gingerol, 8-gingerol and 10-gingerol. Shogaols are chemically similar to gingerols - being the dehydrated form thereof. Interestingly, Shogaols are found in only small quantities in the fresh root and are mainly found in the dried and thermally treated roots; with 6-shogaol becoming the most abundant of these constituents when ginger is dried or cooked. [5] There are smaller amounts of other gingerols, shogaols and many further compounds in ginger; these are largely untested but may contribute significantly to the health benefits of the whole root.. Bioavailability Of 6-Shogaol:. As it happens, a 2010 study has investigated the bioavailability of 6-shogaol. [4] Their notes reported first of all that prior to that study, few studies had ...
Abstract. The sinks of hydrocarbons in the atmosphere are usually described by oxidation reactions in the gas and aqueous (cloud) phases. Previous lab studies suggest that in addition to chemical processes, biodegradation by bacteria might also contribute to the loss of organics in clouds; however, due to the lack of comprehensive data sets on such biodegradation processes, they are not commonly included in atmospheric models. In the current study, we measured the biodegradation rates of phenol and catechol, which are known pollutants, by one of the most active strains selected during our previous screening in clouds (Rhodococcus enclensis). For catechol, biodegradation transformation is about ten times faster than for phenol. The experimentally derived biodegradation rates are included in a multiphase box model to compare the chemical loss rates of phenol and catechol in both the gas and aqueous phases to their biodegradation rate in the aqueous phase under atmospheric conditions. Model results ...
ortho-Quinones are produced in vivo through the oxidation of catecholic substrates by enzymes such as tyrosinase or by transition metal ions. Neuromelanin, a dark pigment present in the substantia nigra and locus coeruleus of the brain, is produced from dopamine (DA) and norepinephrine (NE) via an interaction with cysteine, but it also incorporates their alcoholic and acidic metabolites. In this study we examined the metabolic fate of ortho-quinones derived from the catecholamine metabolites, 3,4-dihydroxyphenylethanol (DOPE), 3,4-dihydroxyphenylethylene glycol (DOPEG), 3,4-dihydroxyphenylacetic acid (DOPAC) and 3,4-dihydroxyphenylmandelic acid (DOMA). The oxidation of catecholic substrates by mushroom tyrosinase was followed by UV-visible spectrophotometry. HPLC analysis after reduction with NaBH4 or ascorbic acid enabled measurement of the half-lives of ortho-quinones and the identification of their reaction products. Spectrophotometric examination showed that the ortho-quinones initially formed
화장품 산업은 인류의 오랜 꿈 가운데 하나인 미(美)에 대한 욕망을 바탕으로 지금까지 꾸준히 발전해 왔다. 특히 21세기에 들어서 고령인구의 증가로 인한 소비자층의 확대와 환경, 화장품 원료의 안전성에 대한 관심 급증으로 인해 현재 노화예방 효능이 우수하면서도 안전한 천연 유래 화장품 원료 개발이 시급한 실정이다.. 6-Shogaol은 생강(Zingiber officinale)의 매운맛을 내게 해주는 주성분 중 하나로 신선한 생강에 가장 많이 들어있는 gingerols의 가수분해산물이다. 최근 6-shogaol이 gingerol보다 항염증, 항산화, 항암 효과가 더 뛰어나다는 연구보고가 잇따르고 있으나 이와 관련한 대부분의 연구는 식품이나 의·약학, 생명과학 분야에 국한되어 있다. 현재 향장 분야에서의 6-shogaol에 대한 연구는 극히 미미하며, 특히 인간진피섬유아세포에서의 6-shogaol에 대한 ...
Patients should be instructed to take entacapone tablets only as prescribed. Patients should be informed that hallucinations can occur. Patients should be advised that they may develop postural (orthostatic) hypotension with or without symptoms such as dizziness, nausea, syncope, and sweating. Hypotension may occur more frequently during initial therapy. Accordingly, patients should be cautioned against rising rapidly after sitting or lying down, especially if they have been doing so for prolonged periods, and especially at the initiation of treatment with entacapone tablets. Patients should be advised that they should neither drive a car nor operate other complex machinery until they have gained sufficient experience on entacapone tablets to gauge whether or not it affects their mental and/or motor performance adversely. Because of the possible additive sedative effects, caution should be used when patients are taking other CNS depressants in combination with entacapone tablets. Patients should ...
Entacapone is a catechol -o methyl trasnferase inhibitor. Entacapone is useful as an adjunct in patient currently on carbidopa and levodopa therapy. Entacapone will synergies the levodopa and carbidopa anti parkinsonian effects.
Surface-enhanced Raman spectroscopy (SERS) and partial least squares (PLS) regression have been applied for the quantification of entacapone isomers ,i,E,/i, and ,i,Z,/i, in solution. Nine mixtures of isomers ,i,Z,/i, and ,i,E,/i, in ethanol ranging from 0% to 100% w/w were analyzed, for a total entacapone concentration of 1 × 10,sup,−3,/sup, mol L,sup,−1,/sup,. Upon deposition onto commercially available Klarite,b,®,/b, gold plates, highly intense and reproducible SERS spectra were obtained from the entacapone isomers. Based on the spectral measurements, a two-component PLS model for correlation of predicted and real content of the isomers mixtures was developed. Root-mean-square error of the predicted composition was found to be 8% of isomer ,i,Z,/i, in the isomers mixture, corresponding to the absolute concentration of 8 × 10,sup,−5,/sup, mol L,sup,−1,/sup, of isomer ,i,Z,/i, in solution.. PDF Article ...
Free hydroxyl radicals (free ·OH), singlet oxygen (1O2), or ·OH produced by DNA-copper-hydroperoxo complexes are possible DNA-damaging reactive oxygen species (ROS) in the reaction system containing copper, catechol, and DNA. para-Chlorobenzoic acid (pCBA) degradation studies revealed that CuCl2 mixed with catechol produced free ·OH. In the presence of DNA, however, inhibition of the pCBA degradation suggested that another ROS is responsible for the DNA degradation. Of a series of ROS scavengers investigated, only KI, NaN3, and Na-formate-all of the salts tested-strongly inhibited the DNA degradation, suggesting that the ionic strength rather than the reactivity of the individual scavengers could be responsible for the observed inhibition. The ionic strength effect was confirmed by increasing the concentration of phosphate buffer, which is a poor ·OH scavenger, and was interpreted as the result of destabilization of DNA-copper-hydroperoxo complexes. Piperidine-labile site patterns in DNA ...
The possible cancer-preventive activity of ginger is receiving a great deal of attention. Information on the metabolism of ginger components such as [6]-shogaol is important for understanding the biological effects of ginger. The mouse and cancer cells are frequently used as experimental models to study the cancer-preventive effects of ginger and its bioactive components. Our results indicate that [6]-shogaol is extensively metabolized in mice and in cancer cells. In the present study, 13 metabolites were identified, with 12 in mice and 4 in cancer cells (Fig. 1).. Reduction of xenobiotic carbonyls is a significant metabolic route to produce more hydrophilic and often less toxic compounds, which can be substrates for phase II conjugation by UDP-glucuronosyltransferases or sulfotransferases, leading ultimately to excretion of the products (Oppermann, 2007). In this investigation, reduced metabolites were formed in which M11 is the double-bond-reduced metabolite of [6]-shogaol, and M9 and M6 are ...
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The present invention relates to 4-pyridinone compound as catechol -O- methyltransferase (COMT) inhibitors and are useful in the treatment or prevention of COMT enzyme is involved in neurological and psychiatric disorders and diseases. The present invention also relates to the use of these compounds comprises pharmaceutical compositions of these compounds and compositions in the prevention or disease involving COMT treatment.
[6]-Gingerol ≥98% (HPLC); CAS Number: 23513-14-6; Synonym: 3-Decanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-, 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone, 6-Gingerol; Linear Formula: C17H26O4; find Sigma-Aldrich-G1046 MSDS, related peer-reviewed papers, technical documents, similar products & more at Sigma-Aldrich.
Fingerprint Dive into the research topics of Cytochrome P450 isoforms catalyze formation of catechol estrogen quinones that react with DNA. Together they form a unique fingerprint. ...
Product Name: BUTYL CARBITOL(TM) SOLVENT Revision Date: 2011/03/29 Page 3 of 10 EC-No. Learn more about Diethylene glycol monobutyl ether. 4-tert-Butylcatechol (TBC) is an organic chemical compound which is a derivative of catechol. 203-961-6 FORMULA C4H9(OCH 2CH 2)2OH MOL WT. BUTYL CARBITOL PRODUCT IDENTIFICATION CAS NO. This SDS, and the associated product, is intended for use only by technically qualified persons, and at their own discretion and risk. We enable science by offering product choice, services, process excellence and our people make it happen. Donâ t use Butyl Cellosolve Butyl Cellosolve (CAS #111-76-2 also known as Butyl Cellusolve, Butoxyethanol, Butyl Glycol and Ethylene Glycol Monobutyl Ether) is a toxic agent used in many industrial and domestic cleaners â many of â ¦ Synonyms: Butyl Carbitol, Glycol Ether DB, Butyl Di Glycol 2. Butyl diglycol or Diethylene glycol mono butyl ether or Butyl carbitol Manufacturers, with SDS GHS MSDS Sheet Muby Chemicals of Mubychem Group, ...
This work demonstrates the ring-cleavage pathways of catechol on Pseudomonas cepacia ATCC 29351, formed upon its growth on salicylate and benzoate, each as a sole carbon source. When grown on salicyla
Because of the antimicrobial resistance crisis, lectins are considered novel drug targets. Pseudomonas aeruginosa utilizes LecA and LecB in the infection process. Inhibition of both lectins with carbohydrate‐derived molecules can reduce biofilm formation to restore antimicrobial susceptibility. Here, we focused on non‐carbohydrate inhibitors for LecA to explore new avenues for lectin inhibition. From a screening cascade we obtained one experimentally confirmed hit, a catechol, belonging to the well‐known PAINS compounds. Rigorous analyses validated electron‐deficient catechols as millimolar LecA inhibitors. The first co‐crystal structure of a non‐carbohydrate inhibitor in complex with a bacterial lectin clearly demonstrates the catechol mimicking the binding of natural glycosides with LecA. Importantly, catechol 3 is the first non‐carbohydrate lectin ligand that binds bacterial and mammalian calcium(II)‐binding lectins, giving rise to this fundamentally new class of ...
A catechol signal recorded with in vivo voltammetry within the rat rostral ventrolateral medulla (RVLM) was taken as an index of the activity of RVLM adrenergic neurons and related to the level of arterial PCO2, under halothane anesthesia. Reversible
Resorcinum, Resorcin, (Meta-dioxy-benzol), C6H4(OH)2-is a diatomic phenol, and one of the three isomeric substances formed by substituting two atoms of hydroxyl for two of hydrogen in Benzene (Benzol), as the substitution of one produces Carbolic Acid. The relative positions of the hydroxyl atoms in the ring are for Resorcin 1 and 3, for Pyrocatechin 1 and 2, and for Hydroquinone 1 and 4, the two latter having the respective prefixes Ortho, and Para, with the composition name Dioxy-benzol, and the same formula as the first. Resorcin occurs in colorless, rhombic Prisms or plates of neutral reaction, soluble in water, also in alcohol, ether, etc. Dose, gr. v-xv; as an antipyretic ʒss-j not repeated for several hours, or gr. v every 2 hours.. *Hydroquinone occurs in plates of sweetish taste, and is about four times stronger than Resorcin, having the same action and uses.. *Pyrocatechin also occurs in plates or crystals, is three times stronger than Resorcin, but otherwise the same; is ...
The stability of the complex formed by one molecule of 1,2-dihydroxybenzene and one molecule of zinc acetate in solutions with different permittivity and temperature was investigated by means of spectroscopic and chromatographic methods. The Becke hybrid three-parameter nonlocal exchange functional combined with the Lee-Yang-Parr dynamic correlation functional method (B3LYP/6-31G(d)) and the isodensity polarized continuum model (IPCM) were used in the calculations. It was assumed that the formation of the complex takes place by a reaction between ions of opposite charges. It was also proposed an equation to explain the changes of the constant of the complexation equilibrium with the permittivity of the reaction medium. The calculations allowed us to prove that the increase of the hydrogen-bond donor ability of the solvents favours a higher thermodynamic stability of the reactants with respect to the complex and, as a result, a decrease of the corresponding equilibrium constants. The non-planar ...
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When (6)-shogaol (0.5 mg/kg, i.v.) was administered to rats, blood pressure showed a tri-phasic response which was comprised of a rapid fall, followed by a rise and a delayed fall. The rapid fall, which followed immediately after injection of (6)-shogaol, disappeared with the use of atropine and vag …
PubMed comprises more than 30 million citations for biomedical literature from MEDLINE, life science journals, and online books. Citations may include links to full-text content from PubMed Central and publisher web sites.
Xenobiotics biodegradation Aromatics degradation M00569 Catechol meta-cleavage, catechol => acetyl-CoA / 4-methylcatechol => propanoyl-CoA [PATH:T31030_00362 T31030_00622 T31030_01220 T31030_01100 T31030_01120 ...
Burkholderia sp. RP007 aromatic 1,2-dioxygenase beta subunit (phnY),chloroplast-type ferredoxin (phnT2), catechol 2,3-dioxygenase (phnE2), and(phnX) genes, complete cds; and 2-hydroxymuconic semialdehyde dehydrogenase(phnG2) gene, partial ...
The inhibition of soluble catechol-O-methyltransferase (S-COMT) in red blood cells (RBCs) by entacapone, and the pharmacokinetics of entacapone after singl
The Golm Metabolome Database (GMD) facilitates the search for and dissemination of mass spectra from biologically active metabolites quantified using GC-MS.
The Golm Metabolome Database (GMD) facilitates the search for and dissemination of mass spectra from biologically active metabolites quantified using GC-MS.
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Catecholamines and their metabolites have been separated isocratically by reverse-phase chromatography with aqueous (no organic solvent admixed) eluents. Unlike ion-exchange or ion-pair chromatography, mixtures of both acidic and basic substances can be separated in a single chromatographic run, because the retention is governed by hydrophobic interactions between the nonpolar moiety of the solute molecules and the octadecyl-silica stationary phase. The relative retention values strongly depend on the pH of the eluent, which governs the degree of dissociation of ionogenic solutes. The reproducibility of the results and the stability and efficiency of the chromatographic systems make this approach particularly attractive for use in clinical analysis.. ...
Natalya A. Smirnova, Navneet Ammal Kaidery, Dmitry M. Hushpulian, Ilay I. Rakhman, Andrey A. Poloznikov, Vladimir I. Tishkov, Saravanan S. Karuppagounder, Irina N. Gaisina, Anton Pekcec, Klaus Van Leyen, Sergey V. Kazakov, Lichuan Yang, Bobby Thomas, Rajiv R. Ratan, Irina G. Gazaryan ...
Rabbits made tolerant to narcotic and lethal doses of l-norepinephrine (3.2 mg/kg intravenous) were infused with dl-norepinephrine-H3 at a rate of 50 µc/kg min-1 for 20 minutes. Concentrations of norepinephrine-H3 in plasma obtained during infusion and for 40 minutes thereafter were similar for the tolerant group, controls and a group treated 24 hours earlier with reserpine (1 mg/kg). Except for reduced concentrations in the heart, uptake of norepinephrine-H3 in organs of tolerant animals was found similar to the controls. In the groups treated with reserpine, norepinephrine-H3 binding was less in all organs but the kidney.. Only about half the normal catechol concentrations were found in hearts of tolerant animals, yet both spleen and kidney were found to contain several times the control amount. Although reserpine markedly diminished the catechol content of the heart, no significant decrease occurred in spleen or kidney.. Mean concentrations of unchanged norepinephrine-H3 in the urines of ...
Nonsteady-state kinetics was used for the detn. of the reaction mechanism of a heterogeneous catalytic reaction, and the characteristic shape of the time evolution curves of the concns. at the outlet of the reactor was assocd. with rate-limiting steps. Addnl. in-situ measurements of surface intermediates were correlated with those response curves to get a phys. meaning to the detd. kinetic parameters. An exptl. setup was developed to investigate simultaneously the surface and gas-phase concns. That the knowledge of the reaction mechanism and the identification of the active sites on the catalyst are of great use for reaction engineering was exemplified with the methylation of catechol where the catalyst was selectively modified to increase the yield of 3-methylcatechol from 25 to nearly 70%. [on SciFinder (R)] Doepper, Ralf; Renken, Albert
You may also wish to search for items by Ribeiro da Silva, M.A., Ribeiro da Silva, M. and Ribeiro da Silva. 92 matching references were found. Cavell, K.J.; Connor, J.A.; Pilcher, G.; Ribeiro da Silva, M.A.V.; Ribiero da Silva, D.M.C.; Vipmani, Y.; Zafarani-Moattar, M.T., J. Chem. Soc. Faraday Trans. 1, 1981, 77, 1585. [all data] Ferrao, M.L.C.C.H.; Ribeiro Da Silva, M.A.V., Enthalpies of combustion of four methyl-substituted heptane-3,5-diones and benzoylacetone, J. Chem. Thermodyn., 1981, 13, 567-571. [all data] Ribeiro Da Silva, M.A.V., Thermochemistry of «beta»-diketones and metal «beta»-diketonates, NATO ASI Ser., Ser. C, 1984, 119, 317-338. [all data] Ribeiro Da Silva, M.D.M.C.; Ribeiro Da Silva, M.A.V., Enthalpies of combustion of 1,2-dihydroxybenzene and of six alkylsubstituted 1,2-dihydroxybenzenes, J. Chem. Thermodyn., 1984, 16, 1149-1155. [all data] Ribeiro da Silva, M.A.V.; Ribeiro da Silva, M.D.M.C.; Pilcher, G., The construction, calibration and use of a new high-precision ...
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Sigma-Aldrich offers abstracts and full-text articles by [Ya-Ling Hsu, Jen-Yu Hung, Ying-Ming Tsai, Eing-Mei Tsai, Ming-Shyan Huang, Ming-Feng Hou, Po-Lin Kuo].
By default, all articles on GreenMedInfo.com are sorted based on the content type which best reflects the data which most users are searching for. For instance, people viewing substances are generally most interested in viewing diseases that these substances have shown to have positive influences. This section is for allowing more advanced sorting methods. Currently, these advanced sorting methods are available for members only. If you are already a member, you can sign in by clicking here. If you do not currently have a user account, and would like to create one/become a member, click here to begin the singup process ...
Zhang buy, Kimura Y, Jiang S, Harada K, Yamashita Y, iron. 2014) Luteolin produces word of persuading empires through the AhR and Nrf2 volunteers in -hydroxybiphenyl catechols. Arch BiochemBiophys 557: 36- 46.
Catechol, for example, is synthesized from o-hydroxy and o-alkoxy phenyl aldehydes and ketones, and is used as the starting ... Dakin, H.D. (1923). "Catechol". Organic Syntheses. 3: 28. doi:10.15227/orgsyn.003.0028. Surrey, Alexander R. (1946). " ...
other dioxygenase: Catechol dioxygenase. *Homogentisate 1,2-dioxygenase. *Cysteine dioxygenase. *4-Hydroxyphenylpyruvate ...
Catechol, Flavin Catechol nonessential; flavin reclassified. as Vitamin B2 Vitamin L1[58] Anthranilic acid Nonessential ...
Catechol metabolite. Elimination half-life. 17.5 hours. Excretion. Feces (~61%), urine (~36%)[1]. ...
The activity of tyrosinase is similar to catechol oxidase, a related class of copper oxidase. Tyrosinases and catechol oxidases ... Tyrosinase carries out the oxidation of phenols such as tyrosine and dopamine using dioxygen (O2). In the presence of catechol ... benzoquinone is formed (see reaction below). Hydrogens removed from catechol combine with oxygen to form water. ...
other dioxygenase: Catechol dioxygenase. *Homogentisate 1,2-dioxygenase. *Cysteine dioxygenase. *4-Hydroxyphenylpyruvate ...
... can be prepared by the oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2- ... Synthesis from catechol requires an additional step, Williamson ether synthesis using dichloromethane. Piperonal, like all ... doi:10.1016/S0040-4039(00)88578-0. Bonthrone, W. & Cornforth, J. (1969). "The methylenation of catechols". Journal of the ...
doi:10.2174/1389200003339270 Bonthrone, W. & Cornforth, J. (1969). "The methylenation of catechols". Journal of the Chemical ... 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes. 1,4-Benzodioxine Methylenedioxy Safrole ...
Dakin, H. D. (1923). "Catechol" (PDF). Organic Syntheses. 3: 28.; Collective Volume, 1, p. 149 Burgstahler, A. W.; Worden, L. R ... Salicylaldehyde is used to make the following: Oxidation with hydrogen peroxide gives catechol (1,2-dihydroxybenzene) (Dakin ...
... (2-OHE1), also known as estra-1,3,5(10)-trien-2,3-diol-17-one, is an endogenous, naturally occurring catechol ... Okatani Y, Fishman J (July 1986). "Inhibition of the preovulatory prolactin surge in the rat by catechol estrogens: functional ... 2-OHE1 is the most abundant catechol estrogen in the body. 2-Hydroxyestrone is not significantly uterotrophic in bioassays, ... When incubated at very high concentrations or in combination with a catechol O-methyltransferase (COMT) inhibitor to prevent ...
Catechol melanins,. Flavolans (Condensed tannins),. Polyphenolic proteins, Polyphenols Raspberry ellagitannin, Tannic acid ...
In the case the catecholamines, however, the enzymes of degradation monoamine oxidase and catechol-O-methyl transferase, like ... In this respect, ″amino-ethanol-catechol″ - noradrenaline - mimicked sympathetic nerves more closely than adrenaline did. The ... Julius Axelrod (1962). "O-Methylation of epinephrine and other catechols". Science. 126 (3270): 400-401. doi:10.1126/science. ... noradrenaline and adrenaline were O-methylated by catechol-O-methyl transferase. To fill the gap completely, however, the role ...
Catechol-O-methyltransferase (COMT) degrades a class of molecules known as catcholamines that includes dopamine, epinephrine, ... "COMT catechol-O-methyltransferase". NCBI Genetic Testing Registry. Retrieved 18 February 2014. Ragsdale, S.W. "Catalysis of ... Examples include: Catechol-O-methyltransferase DNA methyltransferase Histone methyltransferase 5-Methyltetrahydrofolate- ...
Aerobic degradation forms catechol. Anaerobic degradation forms cyclohex-1,5-diene-1-carbonylCoA. A hybrid degradation forms ...
... allowing siderocalin to bind to the iron-catechol complex. Catechols can be bound by siderocalin, in the form of free ligands, ... Mammalian siderophores, specifically catechols, can be found in the human gut and in siderophores, such as enterobactin, and ... Catechol resembling molecules can act as iron ligands in the cell and in systematic circulation, ... Rogers HJ (Mar 1973). "Iron-Binding Catechols and Virulence in Escherichia coli". Infection and Immunity. 7 (3): 445-56. doi: ...
... the catechol-type siderophores, agrobactin; and the mixed ligand catechol-hydroxamate-hydroxy acid siderophores biosynthesized ...
... catechol oxidases). The substrate preference of tyrosinases and catechol oxidases is controlled by the amino acids around the ... A mixture of monophenol oxidase and catechol oxidase enzymes is present in nearly all plant tissues, and can also be found in ... Panis F, Kampatsikas I, Bijelic A, Rompel A (February 2020). "Conversion of walnut tyrosinase into a catechol oxidase by site ... catechol oxidase Tyrosinase "Polyphenol Oxidase". Worthington Enzyme Manual. Retrieved 13 September 2011. McLarin, Mark-Anthony ...
Catechol-O-methyl transferase (COMT). Many natural products in plants, e.g. lignins, are generated via catalysis by caffeoyl- ...
Kobayashi S, Hayaishi O (1970). "Anthranilic acid conversion to catechol (Pseudomonas)". Methods Enzymol. 17A: 505-510. doi: ... catechol + CO2 + NAD(P)+ + NH3 The 5 substrates of this enzyme are anthranilate, NADH, NADPH, H+, and O2, whereas its 5 ... "Enzymatic formation of catechol from anthranilic acid". J. Biol. Chem. 239: 2204-2211. PMID 14209949. Biology portal v t e. ... products are catechol, CO2, NAD+, NADP+, and NH3. This enzyme belongs to the family of oxidoreductases, specifically those ...
... catechol branch and 2) protocatechuate branch. Catechol branch consists of cis, cis- muconate lactonizing enzyme, whereas a ... 3. Enzymes of the catechol pathway". The Journal of Biological Chemistry. 241 (16): 3795-9. PMID 5330966. Ornston, L.N. (1970 ... Ornston LN (August 1966). "The conversion of catechol and protocatechuate to beta-ketoadipate by Pseudomonas putida. ... catechol and protocatechuate, to citric acid cycle intermediates as a part of the β-ketoadipate pathway in soil microbes. Some ...
... is produced by the methylation of L-DOPA by the enzyme catechol-O-methyltransferase. The necessary cofactor for ... 3-O-methyldopa is a major metabolite of L-3,4-dihydroxyphenylalanine (L-DOPA) and is formed by catechol-O-methyltransferase ( ... This process is catalyzed by catechol O-methyltransferase methylates (COMT). The action of the enzyme makes it possible the ... Tai, C. H.; Wu, R. M. (2002). "Catechol-O-methyltransferase and Parkinson's disease". Acta medica Okayama. 56 (1): 1-6. PMID ...
Ornston LN (August 1966). "The conversion of catechol and protocatechuate to beta-ketoadipate by Pseudomonas putida. 3. Enzymes ... Ornston LN (1970). "Conversion of catechol and protocatechuate to beta-ketoadipate (Pseudomonas putida)". Methods Enzymol. 17A ... of the catechol pathway". The Journal of Biological Chemistry. 241 (16): 3795-9. PMID 5330966. ...
Lander, John J.; Svirbely, John J. Lander, W. J. (1945). "The Dipole Moments of Catechol, Resorcinol and Hydroquinone". Journal ... The conversion uses hydrogen peroxide and affords a mixture of hydroquinone and catechol (benzene-1,2-diol): ...
These phenols and catechols together form ortho-quinones (o-quinones). Presence of o-quinones can lead to cytotoxicity via the ... First, RD is catalysed by tyrosinase to produce toxic metabolites as RD-cyclic catechol. These reactive metabolites cause ... After oxidation of rhododendrol by the tyrosinase enzyme, several kinds of phenols and catechols are formed. ...
I Enzymatic formation of catechol from benzene". Biochemistry. 7 (7): 2653-62. doi:10.1021/bi00847a031. PMID 4298226. Biology ... catechol + NADH + H+ Thus, the two substrates of this enzyme are cis-1,2-dihydrobenzene-1,2-diol and NAD+, whereas its 3 ... products are catechol, NADH, and H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH- ...
... s are much broader than the oligomers of ethylene oxide; an important group are derived from catechol. Crown ethers ...
"Inhibition of catechol-O-methyltransferase activity by two novel disubstituted catechols in the rat". European Journal of ... Nitecapone (INN; OR-462) is a drug which acts as a selective inhibitor of the enzyme catechol O-methyl transferase (COMT). It ... Catechol-O-methyltransferase inhibitor F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1635. ISBN 978 ...
... see catechol), and myrobalans from Terminalia spp., such as Terminalia chebula. In Ethiopia, the combined vegetable oils of ...
I Enzymatic formation of catechol from benzene". Biochemistry. 7 (7): 2653-62. doi:10.1021/bi00847a031. PMID 4298226. Biology ...
M. L. Tainter (1930). "Comparative actions of sympathomimetic compounds: catechol derivatives." J. Pharmacol. Exp. Ther. 40 43- ... "methylamino-ethyl-catechol", as they called it, had about 1/7 x the pressor potency of epinephrine, but about 5 x the potency ... "methylamino-ethyl-catechol", under the name "epinine", as a substitute for epinephrine. Tainter further quantified the pressor ... of dopamine ("amino-ethyl-catechol") in cat preparations. The Buroughs Wellcome Co., for which Barger, Dale and Pyman (see " ...
Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations ...
... has role plant metabolite (CHEBI:76924) catechol (CHEBI:18135) is a catechols (CHEBI:33566) catechol ( ... catechol (CHEBI:18135) has role allelochemical (CHEBI:62215) catechol (CHEBI:18135) has role genotoxin (CHEBI:50902) ... catechol β-D-glucuronide (CHEBI:133689) has functional parent catechol (CHEBI:18135). guaiacol (CHEBI:28591) has functional ... aspalathin (CHEBI:79078) is a catechol (CHEBI:18135). caffeyl alcohol (CHEBI:86071) is a catechol (CHEBI:18135). droxidopa ( ...
1,2-Benzenediol, o-Benzenediol, 1,2-Dihydroxybenzene, o-Dihydroxybenzene, 2-Hydroxyphenol, Pyrocatechol Colorless, crystalline solid with a faint odor. [Note: Discolors to brown in air & light.]
A literature search was conducted through February 2018 to identify catechol toxicokinetics, acute toxicity, repeated-dose ... of the potential health effects of dermal exposure to catechol and the potential for direct skin injuries from catechol. ... assignment for catechol. The SK assignment is based on the scientific rationale and logic outlined in the Current Intelligence ... or appropriate modeling systems that are relevant to assessing the effects of dermal exposure to catechol. The criteria for the ...
The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database ...
... catechol was listed as pyrocatechol. In 1879, the Journal of the Chemical Society recommended that catechol be called "catechol ... Catechol occurs as feathery white crystals that are very rapidly soluble in water. Catechol was first isolated in 1839 by Edgar ... Catechols produce quinones with the addition of ceric ammonium nitrate (CAN). Catechol is the conjugate acid of a chelating ... Catechol moieties are also found widely within the natural world. Arthropod cuticle consists of chitin linked by a catechol ...
The reaction rate constants of the distinct charged particles, in which catechol(amine)s can appear, are... ... The autoxidation of nine catecholamines and two catechols as a function of pH was studied. ... The purification and properties of pig-liver catechol-O-methyltransferase. Eur J Biochem 1978;88:439-44.PubMedGoogle Scholar ... Flohe L, Schwabe K-P. Kinetics of purified catechol-O-methyltransferase. Biochim Biophys Acta 1970;220:469-76.PubMedGoogle ...
2006). Catechol-. Breast Cancer Research and Treatment, 99(2), 235-240.. Abstract. The gene encoding catechol-O- ... Catechol-. Citation. Gaudet, Mia M.; Bensen, Jeannette T.; Schroeder, Jane C.; Olshan, Andrew F.; Terry, Mary Beth; Eng, Sybil ... methyltransferase (COMT), critical to the inactivation of reactive catechol estrogens, has several single nucleotide ...
A catechol estrogen is a steroidal estrogen that contains catechol (1,2-dihydroxybenzene) within its structure. The catechol ... Similarly to estradiol and estrone, catechol estrogens possess estrogenic activity. 2-Hydroxylated catechol estrogens are weak ... The catechol estrogens are formed from estradiol and estrone by cytochrome P450 enzymes predominantly in the liver but also in ... Under poor conditions of inactivation by phase II enzymes, catechol estrogens can undergo oxidation to reactive quinones and ...
Patterns of plasma levels of catechols in neurogenic orthostatic hypotension.. Goldstein DS1, Polinsky RJ, Garty M, Robertson D ... Plasma levels of catechols were normal in most patients with multiple system atrophy, consistent with relatively intact ... The results demonstrate the value of examining patterns of plasma levels of catechols to elucidate mechanisms of neurogenic ... most patients with pure autonomic failure had decreased levels of all four catechols, consistent with degenerative loss of ...
This topic has 11 study abstracts on Catechols indicating that they may have therapeutic value in the treatment of Brain ... Substances : 5-hydroxytryptamides, Caffeine, Catechols, Chlorogenic Acid, Coffee, N-methylpyridinium, Pyrogallol, Trigonelline ... Catechols have anti-inflammatory effects in lipopolysaccharide-stimulated microglia cells, inhibiting neurotoxicity. Jun 24, ... Substances : Acacia catechu, Catechols. Diseases : Brain: Microglial Activation, Brain Inflammation , Lipopolysaccharide- ...
Catechol monoallyl ether To stirred catechol (44 g.; 0.4 mole), dry acetone (125 ml.) and freshly fused potassium carbonate ( ... In all cases both mono- and diallyl ethers of catechol were formed. The catechol monoallyl ether on rearrangement gave 3- and 4 ... Hence, it was decided to condense acrylic acid with catechol using polyphosphoric acid to get acryloyl catechol and then ... From the residue consisting of unreacted catechol, potassium carbonate and potassium bromide, catechol (9.9 g.) was recovered ...
Estrogens, catechol synonyms, Estrogens, catechol pronunciation, Estrogens, catechol translation, English dictionary definition ... of Estrogens, catechol. also oes·tro·gen n. 1. Any of several steroid hormones, such as estradiol and estrone, that are ... redirected from Estrogens, catechol). Also found in: Thesaurus, Medical, Encyclopedia. es·tro·gen. also oes·tro·gen (ĕs′trə-jən ... Estrogens, catechol - definition of Estrogens, catechol by The Free Dictionary https://www.thefreedictionary.com/Estrogens%2c+ ...
... (meta ring cleavage). When cursor points to a box further details will be displayed in a tooltip window. If ... catechol biosynthesis. EC 1.2.1.10 acetaldehyde dehydrogenase (acetylating). EC 1.2.1.85 2-hydroxymuconate-6-semialdehyde ... EC 1.13.11.2 catechol 2,3-dioxygenase. EC 3.7.1.9 2-hydroxymuconate-6-semialdehyde hydrolase. EC 4.1.1.77 4-oxalocrotonate ...
Structural mechanism of S-adenosyl methionine binding to catechol O-methyltransferase.. Tsao D1, Diatchenko L, Dokholyan NV. ... Using catechol O-methyltransferase (COMT) as a model, we perform discrete molecular dynamics and computational docking ...
catechol estrogen(s);. CE-Q,. catechol estrogen quinone(s);. DMF,. dimethylformamide;. DMSO,. dimethyl sulfoxide;. E1,. estrone ... Covalent Binding of 4-Hydroxy Catechol Estrogens and Their Quinones to DNA.. E1-3,4-Q or E2-3,4-Q (1 mg/50 μl of DMSO) was ... Furthermore, the hexestrol catechol is activated by HRP, LP, or cytochrome P450 to form an N7Gua adduct (ref. 28 and S. T. Jan ... Carcinogenicity of Catechol Estrogens and Their Quinones in B6C3F1 Mice.. Litters of B6C3F1 mice were obtained from cross- ...
catechol estrogen(s);. CE-Q,. catechol estrogen quinone(s);. DMF,. dimethylformamide;. DMSO,. dimethyl sulfoxide;. E1,. estrone ... Catechol-O-Methyltransferase (COMT)-mediated Metabolism of Catechol Estrogens: Comparison of Wild-Type and Variant COMT ... Covalent Binding of 4-Hydroxy Catechol Estrogens and Their Quinones to DNA.. E1-3,4-Q or E2-3,4-Q (1 mg/50 μl of DMSO) was ... Furthermore, the hexestrol catechol is activated by HRP, LP, or cytochrome P450 to form an N7Gua adduct (ref. 28 and S. T. Jan ...
X-ray Crystal Structure of a Bisubstrate Inhibitor Bound to the Enzyme Catechol-O-methyltransferase: A Dramatic Effect of ... CATECHOL O-METHYLTRANSFERASE, SOLUBLE FORM A 221 Rattus norvegicus EC#: 2.1.1.6 IUBMB Gene Name(s): Comt ...
O-Methylation of Epinephrine and Other Catechols in vitro and in vivo ... O-Methylation of Epinephrine and Other Catechols in vitro and in vivo ... O-Methylation of Epinephrine and Other Catechols in vitro and in vivo ... O-Methylation of Epinephrine and Other Catechols in vitro and in vivo ...
An understanding of catechol-cation binding synergy should aid the design of biologically inspired adhesives for medical, ... To further study catechol-cation binding synergy, small molecules were synthesized with systematically varying intramolecular ... Previous work has shown that molecules containing both catechols and cations adhere to inorganic surfaces with higher adhesion ... we propose a new explanation for binding synergy between catechols and cations based on the relationship between solution ...
Solubility in water: 430g/L (20°C). Other solubilities: soluble in alcohol, benzene, chloroform, ether, and pyridine and aqueous solutions ...
The reversible boronate formation between electrochemically active substituted catechols and a fluorescent boronic acid was ... Catechol. boronate. formation and its electrochemical oxidation L. Zhang, J. A. Kerszulis, R. J. Clark, T. Ye and L. Zhu, Chem ...
It has been found that when the process of conversion of phenol to a mixture of hydroquinone and catechol is carried out in ... This invention relates to an improved process for the conversion of phenol to a mixture of hydroquinone and catechol. In ... an object of this invention to provide an improved process for the oxidation of phenol to hydroquinone and catechol wherein the ... production of the undesired by product tar is suppressed leading thereby to enhanced yields of hydroquinone and catechol. not ...
This article reports the striking interplay between the molecular structure and the photodissociation dynamics of catechol (a ... catechol. , D0(H-catechoxyl) ≤ 27 480 ± 50 cm−1, ∼2500 cm−1 lower than that of the sole O-H bond in bare phenol. . As a ... catechol. during ultraviolet photolysis G. A. King, T. A. A. Oliver, R. N. Dixon and M. N. R. Ashfold, Phys. Chem. Chem. Phys. ... catechol. is reduced relative to that in phenol. , yielding a particularly broad distribution of product vibrations for λphot ...
Catechol inhibits FADH2-linked respiration in rat liver mitochondrial fraction Barreto, G. E.,dos Santos, G. S.,Egito, E. S.,El ... Catechol inhibits FADH2-linked respiration in rat liver mitochondrial fraction in Acta Cir Brasacta Cir Bras /S0102- ...
... was developed for the electrochemical determination of catechol (CC) by using cyclic voltammetric technique. Compared to bare ... MCPE shows good electrocatalytic activity towards the oxidation of catechol in phosphate buffer solution (PBS) of physiological ... By increasing the concentration of catechol, goes on increasing with shifting towards positive side. The graph of versus ... L. A. Alshahrani, X. Li, H. Luo et al., "The simultaneous electrochemical detection of catechol and hydroquinone with [Cu(Sal-β ...
Purchase Basic Aspects of Catechol-O-Methyltransferase and the Clinical Applications of its Inhibitors, Volume 95 - 1st Edition ... Basic Aspects of Catechol-O-Methyltransferase and the Clinical Applications of its Inhibitors, Volume 95 1st Edition. 0.0 star ... Introductory remarks: Catechol-O-methyltransferase inhibition: an innovative approach to enhance L-dopa therapy in Parkinsons ... Basic Aspects of Catechol-O-Methyltransferase and the Clinical Applications of its Inhibitors ...
The biological activity of a series of natural catechol estrogens was examined under conditions of continuous administration. 2 ... Impact of continuously administered catechol estrogens on uterine growth and luteinizing hormone secretion Endocrinology. 1979 ... The biological activity of a series of natural catechol estrogens was examined under conditions of continuous administration. 2 ...
Polymorphic Catechol-O-methyltransferase Gene and Breast Cancer Risk. Katja Mitrunen, Nadejda Jourenkova, Vesa Kataja, Matti ... Polymorphic Catechol-O-methyltransferase Gene and Breast Cancer Risk. Katja Mitrunen, Nadejda Jourenkova, Vesa Kataja, Matti ... Polymorphic Catechol-O-methyltransferase Gene and Breast Cancer Risk. Katja Mitrunen, Nadejda Jourenkova, Vesa Kataja, Matti ... Polymorphic Catechol-O-methyltransferase Gene and Breast Cancer Risk Message Subject (Your Name) has forwarded a page to you ...
Inhibitors of Catechol-O-Methyltransferase. Author(s): James C. Barrow. Lieber Institute for Brain Development, 336 John G. ... Keywords:Catechol-O-methyltransferase, COMT, dopamine, L-DOPA, Parkinsons disease, nitrocatechol, MB-COMT, SAM Binding, HPLC, ... Keywords: Catechol-O-methyltransferase, COMT, dopamine, L-DOPA, Parkinsons disease, nitrocatechol, MB-COMT, SAM Binding, HPLC ... Since the identification of Catechol-O-Methyltransferase (COMT) by Axelrod in 1957, many inhibitors of this enzyme have been ...
  • The catechol estrogens are formed from estradiol and estrone by cytochrome P450 enzymes predominantly in the liver but also in extrahepatic tissues, and are metabolized by catechol O-methyltransferase (COMT) into methoxylated estrogens such as 2-methoxyestradiol and 4-methoxyestrone as well as by conjugation via other phase II enzymes. (wikipedia.org)
  • In addition to being substrates for COMT similarly to catecholamines like dopamine, norepinephrine, and epinephrine, catechol estrogens are potent competitive inhibitors of COMT as well as of tyrosine hydroxylase, and may affect both catecholamine biosynthesis and metabolism. (wikipedia.org)
  • The gene encoding catechol-O-methyltransferase (COMT), critical to the inactivation of reactive catechol estrogens, has several single nucleotide polymorphisms (SNPs) that influence enzyme activity. (unc.edu)
  • Using catechol O-methyltransferase (COMT) as a model, we perform discrete molecular dynamics and computational docking simulations to elucidate the initial stages of cofactor binding. (nih.gov)
  • We examined 483 Finnish breast cancer cases and 482 population controls to determine the potential effect of catechol- O -methyltransferase ( COMT ) genotype in individual susceptibility to breast cancer. (aacrjournals.org)
  • They are mainly inactivated by COMT, 3 a Phase II enzyme that methylates catechol estrogens to less polar monomethyl ethers, which can then be excreted. (aacrjournals.org)
  • Since the identification of Catechol-O-Methyltransferase (COMT) by Axelrod in 1957, many inhibitors of this enzyme have been reported. (eurekaselect.com)
  • This review summarizes the major classes of COMT inhibitors, from early catechol and pyrogallol variants to bisubstrate inhibitors. (eurekaselect.com)
  • This study investigated the relationships among the plasma levels of catecholamine metabolites, the clinical response to duloxetine treatment, and Val158Met polymorphism of the catechol-O-methyltransferase (COMT) gene. (dovepress.com)
  • A case-control study was performed to assess the potential influence of catechol O-methyl transferase (COMT) genotype on the risk of breast cancer in Korean women. (nih.gov)
  • 2005). Catechol-O-methyltransferase (COMT) genotypes and working memory: associations with differing cognitive operations. (salimetrics.com)
  • 2004). Functional Analysis of Genetic Variation in Catechol-O-Methyltransferase (COMT): Effects on mRNA, Protein, and Enzyme Activity in Postmortem Human Brain. (salimetrics.com)
  • Rs165656, a new SNP found to be associated with disc degeneration, was in catechol-O-methyltransferase ( COMT ), a gene with well-recognized pain involvement, especially in female subjects (p=0.01). (medsci.org)
  • COMT (catechol-O-methyltransferase) is an enzyme which inactivates catechols, including the significant neurotransmitters dopamine, noradrenaline and adrenaline [ 9 ]. (medsci.org)
  • A novel isolation procedure was developed that allowed the purification of rat liver and human placenta catechol-O-methyltransferase (EC 2.1.1.6, COMT) enzyme from rat and human sources to a degree sufficient to allow the amino acid sequencing of the enzyme. (lu.se)
  • misc{d359f84f-dce1-45b6-b22f-f3eac7b75b3d, abstract = {A novel isolation procedure was developed that allowed the purification of rat liver and human placenta catechol-O-methyltransferase (EC 2.1.1.6, COMT) enzyme from rat and human sources to a degree sufficient to allow the amino acid sequencing of the enzyme. (lu.se)
  • Catechol- O -methyltransferase (COMT) metabolizes catecholamines ( Männisto and Kaakkola, 1999 ). (jneurosci.org)
  • Catechol-O-methyltransferase (COMT) plays an essential role in detoxification of catechols by transferring the methyl group from S-adenosyl-L-methionine to the substrate. (muni.cz)
  • Catechol- O -methyltransferase (COMT) is a key regulator of pain perception, cognitive function, and affective mood. (sciencemag.org)
  • Of particular interest was catechol-O-methyl transferase (COMT), an enzyme involved in metabolizing catecholamines released following neuronal activity. (pubmedcentralcanada.ca)
  • After validating altered expression of representative candidates by western blot analysis, we subsequently targeted catechol-O-methyl transferase (COMT), an enzyme involved in the metabolism of the catecholamines dopamine and norepinephrine, for a more extensive characterization. (pubmedcentralcanada.ca)
  • Despite the addition of a peripheral decarboxylase inhibitor, levodopa is extensively metabolised in the periphery to 3-O-methyldopa (3-OMD) by catechol-O-methyltransferase (COMT). (bmj.com)
  • Objectives The aim of this study was to investigate the association between the catechol-O-methyltransferase (COMT) 'pain sensitivity' haplotypes and chronic widespread pain (CWP) in two distinct cohorts. (bmj.com)
  • The effect of a non-synonymous single nucleotide polymorphism (SNP), rs4680 (V158M), in the gene coding for the enzyme catechol-O-methyltransferase (COMT) has been widely investigated in genetic association studies of chronic widespread pain (CWP). (bmj.com)
  • COMT degrades catecholamines, such as dopamine and epinephrine and catechol-containing drugs. (bmj.com)
  • Catechol- O -methyltransferase (COMT, EC 2.1.1.6) is a ubiquitous enzyme that is crucial to the metabolism of carcinogenic catechols and catecholamines. (aspetjournals.org)
  • Genetic variants of catechol-O-methyltransferase (COMT) gene have previously been shown to be associated with pain sensitivity and pain medication. (uio.no)
  • Conjugation of a structurally diverse set of 53 catechol compounds was studied in vitro using six recombinant human sulfotransferases (SULTs), five UDP-glucuronosyltransferases (UGT) and the soluble form of catechol O -methyltransferase (S-COMT) as catalyst. (aspetjournals.org)
  • Most of the catechols studied were substrates of S-COMT and four SULT isoforms (1A1, 1A2, 1A3, and 1B1), but the rates of conjugation varied considerably, depending on the substrate structure and the enzyme form. (aspetjournals.org)
  • Many clinical and genomic association studies suggested that the catechol-Omethyltransferase (COMT) gene region was an important genetic locus for psychiatric disorders, because of the proposed relationship between its function in catecholaminergic neurotransmission and individual response to antidepressants, and vulnerability to psychiatric disorders. (eurekaselect.com)
  • Neslihan Aygun Kocabas, "Catechol-O-Methyltransferase (COMT) Pharmacogenetics in the Treatment Response Phenotypes of Major Depressive Disorder (MDD)", CNS & Neurological Disorders - Drug Targets (2012) 11: 264. (eurekaselect.com)
  • Given the previously established role of catecholamines in both placebo effects and stress, we hypothesized that genetic variation in catechol-O-methyltransferase (COMT), an enzyme that metabolizes catecholamines, would moderate responses to an intervention intended to alter participants' mindsets about stress. (columbia.edu)
  • Background: The catechol-O-methyltransferase (COMT) gene contains a functional polymorphism, Val158Met, which has been linked to anxiety and depression, but previous results are not conclusive. (ebscohost.com)
  • Catechol-O-methyltransferase (COMT) polymorphisms predict treatment response in electroconvulsive therapy. (ebscohost.com)
  • Several lines of evidence suggest that catechol-O-methyltransferase (COMT) may be associated with treatment response in depression. (ebscohost.com)
  • The inhibition of soluble catechol- O -methyltransferase (S-COMT) in red blood cells (RBCs) by entacapone, and the pharmacokinetics of entacapone after single oral (5-800 mg) and IV (25 mg) doses have been examined in an open study in 12 healthy young male volunteers. (springer.com)
  • The present invention relates to 4-pyridinone compound as catechol -O- methyltransferase (COMT) inhibitors and are useful in the treatment or prevention of COMT enzyme is involved in neurological and psychiatric disorders and diseases. (semanticscholar.org)
  • Catechol-O-methyltransferase (COMT) has two isoforms: soluble (S-COMT), which resides in the cytoplasm, and membrane-bound (MB-MT), anchored to intracellular membranes. (helsinki.fi)
  • COMT is involved in the O-methylation of L-DOPA, dopamine and other catechols. (helsinki.fi)
  • COMT (Catechol-O-methyltransferase) inhibitors enhances levodopa treatment as they inhibit levodopa's peripheral metabolism, thereby enhancing its bioavailability. (holisticonline.com)
  • Aims To study the possible association of catechol-O-methyltransferase ( COMT) Val158Met polymorphism with multiple and solitary uterine leiomyomas (ULs) and to check whether the COMT Val/Val genotype is associated with MED12 exon 2 mutations in fibroids. (bmj.com)
  • The catechol-O-methyltransferase (COMT) Val158Met polymorphism has been found to affect fear extinction and might play a role in the etiology of anxiety disorders. (lancs.ac.uk)
  • MBS005657 is a ready-to-use microwell, strip-or-full plate Sandwich ELISA (enzyme-linked immunosorbent assay) Kit for analyzing the presence of the Catechol-O-Metthyhransferase (COMT) ELISA Kit target analytes in biological samples. (mybiosource.com)
  • In addition to its role in the metabolism of endogenous substances, COMT is important in the metabolism of catechol drugs used in the treatment of hypertension, asthma, and Parkinson disease. (mybiosource.com)
  • Catechol-O-Methyltransferase (COMT) is an enzyme that inactivates catecholamines, such as epinephrine, norepinephrine and dopamine. (genelex.com)
  • Recent work focusing on the relationship between brain structure and the catechol-O-methyltransferase (COMT) gene polymorphism suggests that functional COMT variants may affect brain volume in healthy individuals and in schizophrenia patients. (nispa.nl)
  • Catechol-o-methyltransferase (COMT) alters extracellular dopamine levels in PFC, and its gene contains a functional polymorphism (Val(158)Met) that has been associated with variation in PFC function. (ox.ac.uk)
  • Epistatic and functional interactions of catechol-o-methyltransferase (COMT) and AKT1 on neuregulin1-ErbB signaling in cell models. (ox.ac.uk)
  • We have previously reported that NRG1-stimulated migration of B lymphoblasts is PI3K-AKT1dependent and impaired in patients with schizophrenia and significantly linked to the catechol-o-methyltransferase (COMT) Val108/158Met functional polymorphism. (ox.ac.uk)
  • Expression of multiple catechol-o-methyltransferase (COMT) mRNA variants in human brain. (ox.ac.uk)
  • Catechol-o-methyltransferase (COMT) is important for modulating dopamine levels, prefrontal cortex (PFC) function, and several psychiatric phenotypes. (ox.ac.uk)
  • The catechol estrogens are endogenous metabolites of estradiol and estrone and include the following compounds: 2-Hydroxylated: 2-Hydroxyestradiol 2-Hydroxyestrone 2-Hydroxyestriol 4-Hydroxylated: 4-Hydroxyestradiol 4-Hydroxyestrone 4-Hydroxyestriol The most abundant catechol estrogen in serum and urine is 2-hydroxyestrone, with 2-hydroxyestradiol and 2-hydroxyestriol also being formed, while the principal 4-hydroxy catechol estrogen, 4-hydroxyestrone, is present in only small amounts in urine. (wikipedia.org)
  • Under poor conditions of inactivation by phase II enzymes, catechol estrogens can undergo oxidation to reactive quinones and semiquinones, and this has been hypothesized to contribute to estrogen-induced carcinogenesis. (wikipedia.org)
  • Similarly to estradiol and estrone, catechol estrogens possess estrogenic activity. (wikipedia.org)
  • 2-Hydroxylated catechol estrogens are weak and possibly antiestrogenic estrogens, whereas their 4-hydroxylated counterparts are more potent in their estrogenic activity. (wikipedia.org)
  • For instance, 2-hydroxyestrone reportedly shows negligible uterotrophic effect in animals, whereas 4-hydroxy catechol estrogens show moderate changes in stimulating uterine weight. (wikipedia.org)
  • This relationship led us to postulate that oxidation of the carcinogenic 4-hydroxy catechol estrogens (CE) of estrone (E 1 ) and estradiol (E 2 ) to catechol estrogen-3,4-quinones (CE-3, 4-Q) results in electrophilic intermediates that covalently bind to DNA to form depurinating adducts. (pnas.org)
  • This relationship led us to postulate that oxidation of catechol estrogens (CE) to CE quinones (CE-Q) results in electrophilic intermediates that also covalently bind to DNA and form depurinating adducts. (pnas.org)
  • The biological activity of a series of natural catechol estrogens was examined under conditions of continuous administration. (nih.gov)
  • In contrast to free-formed catechol estrogens, the [C. (thefreedictionary.com)
  • differences between phenol and Catechol estrogens. (thefreedictionary.com)
  • Catechol (hydroxylated) estrogens have carcinogenic potential, thought to arise from reactive catechol intermediates with enhanced capability of forming mutation-inducing DNA adducts. (aacrjournals.org)
  • One mechanism by which in utero exposure to estrogens may influence the development of TGCC is via the effects of catechol metabolites of 17β-estradiol (E2) and estrone: 4-OH E2, 4-OH estrone, 2-OH E2, and 2-OH estrone. (aacrjournals.org)
  • Catechol estrogens, which are produced by cytochrome P 450 (CYP)-catalyzed hydroxylation of estrogens, readily undergo redox cycling between semiquinone and quinone forms through which reactive oxygen species (ROS) are produced. (aacrjournals.org)
  • Mammalian adult male germ cells and supporting gonadal tissues are highly susceptible to the toxic effects of ROS ( 9 - 12 ), and catechol estrogens seem to be involved in some of these toxic effects ( 13 , 14 ). (aacrjournals.org)
  • Catechol estrogens and/or oxidative damage resulting from maternal sources could also contribute to testicular carcinogenesis in utero . (aacrjournals.org)
  • Variation in maternal or offspring genes encoding estrogen-metabolizing enzymes could influence the level of exposure to prenatal catechol estrogens and could therefore serve as biomarkers in a retrospective study of hormonal risk factors for TGCC. (aacrjournals.org)
  • 1996). Association of codon 108/158 catechol-O-methyltransferase gene polymorphism with the psychiatric manifestations of velo-cardio-facial syndrome. (salimetrics.com)
  • Catechol-O-methyltransferase, which has a functional genetic polymorphism, plays an important role in dopamine metabolism. (ovid.com)
  • The study analyzed the association between the catechol-O-methyltransferase gene polymorphism and alcohol dependence in the Korean population. (ovid.com)
  • Polymerase chain reaction-based genotyping was used to verify the presence of the catechol-O-methyltransferase gene polymorphism. (ovid.com)
  • This suggests that the catechol-O-methyltransferase gene polymorphism is not associated with the development of alcohol dependence, but may affect the susceptibility to a clinical heterogeneity of alcohol dependence, at least in the Korean population. (ovid.com)
  • Lack of association between the Val158Met catechol-O-methyltransferase gene polymorphism and methamphetamine dependence. (nel.edu)
  • The main aim of the study was to ascertain whether the Val158Met catechol-O-methyltransferase gene polymorphism is associated with methamphetamine dependence in this Central European country. (nel.edu)
  • More attention should also be paid to possible role of the Val158Met catechol-O-methyl-transferase gene polymorphism in individual clinical subtypes of dependence on methamphetamine involving e.g. psychotic features or violence. (nel.edu)
  • Hosák A, Serý M, Beranek A, Alda A, Lack of association between the Val158Met catechol-O-methyltransferase gene polymorphism and methamphetamine dependence. (nel.edu)
  • No association between catechol-o-methyltransferase Val108/158Met polymorphism and schizophrenia or its clinical symptomatology in a Mexican population. (ebscohost.com)
  • Modulation of brain structure by catechol-O-methyltransferase Val(158) Met polymorphism in chronic cannabis users. (nispa.nl)
  • Small amounts of catechol occur naturally in fruits and vegetables, along with the enzyme polyphenol oxidase (also known as catecholase, or catechol oxidase). (wikipedia.org)
  • Upon mixing the enzyme with the substrate and exposure to oxygen (as when a potato or apple is cut and left out), the colorless catechol oxidizes to reddish-brown melanoid pigments, derivatives of benzoquinone. (wikipedia.org)
  • Under the assay conditions used, E-4-H was the predominant catechol estrogen-forming monooxygenase enzyme. (biomedsearch.com)
  • Dependence on methamphetamine is markedly related to the brain neurotransmitter dopamine, metabolised by catechol-O-methyltransferase enzyme. (nel.edu)
  • The structural and spectroscopic characterization of mononuclear iron(III)-catecholato complexes of ligand L4 (methyl bis(1-methylimidazol-2-yl)(2-hydroxyphenyl)methyl ether, HL4) are described, which closely mimic the enzyme-substrate complex of the intradiol-cleaving catechol dioxygenases. (uu.nl)
  • Catechol-o-methyltransferase enzyme activity and protein expression in human prefrontal cortex across the postnatal lifespan. (ox.ac.uk)
  • Ito, M & Que, L 1997, ' Biomimetic Extradiol Cleavage of Catechols: Insights into the Enzyme Mechanism ', Angewandte Chemie (International Edition in English) , vol. 36, no. 12, pp. 1342-1344. (umn.edu)
  • Structural equation modeling was applied to data on 704 Norwegian children to test whether the catechol-O-methyltransferase Val158Met genotype moderates the effect of disorganized attachment, which was measured dimensionally at 4 years of age using the Manchester Child Attachment Story Task, on changes in aggressive behavior and social competence from ages 4 to 6. (samforsk.no)
  • The influence of Catechol-O-Methyltransferase Val158Met on fear of pain and placebo analgesia. (painresearchforum.org)
  • Kaakkola S, Wurtman R (1993) Effects of catechol-O-methyltransferase inhibitors and 1-3, 4-dihydroxyphenylalanine with or without carbidopa on extracellular dopamine in rat striatum. (springer.com)
  • Catechol-O-methyltransferase catalyzes the transfer of a methyl group from S-adenosylmethionine to catecholamines, including the neurotransmitters dopamine, epinephrine, and norepinephrine. (mybiosource.com)
  • The autoxidation of nine catecholamines and two catechols as a function of pH was studied. (springer.com)
  • Enzymatic O -methylation of catechols and catecholamines. (springer.com)
  • Ionization constants of catechols and catecholamines. (springer.com)
  • 2. Term loosely used for catechin, which contains an o -catechol moiety, and as the root of catecholamines, which are pyrocatechol derivatives. (thefreedictionary.com)
  • The catechol set comprised endogenous compounds, such as catecholamines and catecholestrogens, drugs, natural plant constituents, and other catechols with diverse substituent properties and substitution patterns. (aspetjournals.org)
  • A significant relationship of equilibrium can be identified between the 2 and 16 hydroxy catechol metabolites. (thefreedictionary.com)
  • Diethylstilbestrol, a known transplacental testicular carcinogen in animals, seems to exert its effects in part through its catechol and/or reactive quinone metabolites ( 15 ). (aacrjournals.org)
  • Several structural factors governing the conjugation of catechol hormones, metabolites, and drugs were identified. (aspetjournals.org)
  • Identification of major metabolites of the catechol-O-methyltransferase inhibitor entacapone in rats and humans. (aspetjournals.org)
  • Metabolites of entacapone [(E)-2-cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide++ +], a potent inhibitor of catechol-O-methyltransferase, were isolated from human and rat urine. (aspetjournals.org)
  • Arthropod cuticle consists of chitin linked by a catechol moiety to protein. (wikipedia.org)
  • Analysis of the product vibrational energy distribution also reveals that the O-H bond strength of the non hydrogen bonded O-H moiety in catechol , D 0 (H-catechoxyl) ≤ 27 480 ± 50 cm −1 , ∼2500 cm −1 lower than that of the sole O-H bond in bare phenol . (rsc.org)
  • Then, the modified MMT was coated onto a surface using the reaming catechol moiety [15, 16]. (thefreedictionary.com)
  • The synthesis, spectroscopic and electrochemical characterisation of ruthenium (II) polypyridyl mononuclear and dinuclear complexes o f a 5-(2-pyridyl)-l,2,4-triazole ligand containing a catechol moiety are described. (dcu.ie)
  • The protected catechol moiety results in coordination of the Ru(Lx)2 (where Lx is bpy, dgbpy, phen, d8-phen or dcbpy) via N1 of the triazole and N1 of the pyridyl ring, which is confirmed by X-Ray crystallography. (dcu.ie)
  • Part 1: The importance of the catechol moiety and aspects of the B-ring structure. (lu.se)
  • This part concerns the catechol moiety of the A-ring as well as the 2,3,4,5-tetrahydro-1H-2-azepine moiety (the B-ring) of capsazepine. (lu.se)
  • It is, therefore, an object of this invention to provide an improved process for the oxidation of phenol to hydroquinone and catechol wherein the production of the undesired by product tar is suppressed leading thereby to enhanced yields of hydroquinone and catechol. (americans-world.org)
  • It has been found that when the process of conversion of phenol to a mixture of hydroquinone and catechol is carried out in accordance with the above mentioned features and embodiments of this invention, there is a significant reduction in the amount of by-product tar formation. (americans-world.org)
  • This invention relates to an improved process for the conversion of phenol to a mixture of hydroquinone and catechol. (americans-world.org)
  • Simultaneous Detection of Hydroquinone and Catechol Using Platinum Nanoparticles Decorated Graphene/Poly-Cyclodextrin/Multiwalled Carbon Nanotubes (MWCNTs) Nanocomposite Based Biosensor. (americanelements.com)
  • The simultaneous determination of hydroquinone (HQ) and catechol (CC) at PtNPs/Gr-CDP-MWCNTs/GCE is reported in the present work. (americanelements.com)
  • Due to the excellent catalytic activity, enhanced electrical conductivity, high surface area and porous structure of the RGO-MWNTs, the RGO-MWNTs/GCE achieved the simultaneous measurement of hydroquinone (HQ), catechol (CC), p-cresol (PC) and nitrite (NO 2 − ) with well-separate four peaks. (deepdyve.com)
  • Catechols such as DHSA are produced through the metabolism of cholesterol by bacteria such as Mycobacterium tuberculosis. (wikipedia.org)
  • The level of catechol metabolism in the RVLM 1) is continuously related to the level of arterial CO2, 2) functions close to its resting level under baseline nonstimulated condition with respect to CO2, and 3) is reversibly modified on changes in capnia. (biomedsearch.com)
  • strain P51 tcb gene cluster, which encodes metabolism of chlorinated catechols: evidence for specialization of catechol 1,2-dioxygenases for chlorinated substrates. (asm.org)
  • Keränen T, Gordin A, Harjola V-P, Karlsson M, Korpela K, Pentikäinen PJ, Rita H, Seppälä L, Wikberg T (1993) The effect of catechol-O-methyltransferase inhibition by entacapone, on the pharmacokinetics and metabolism of levodopa in healthy volunteers. (springer.com)
  • Its methyl ether derivative, guaiacol, converts to catechol via hydrolysis of the CH3-O bond as promoted by hydriodic acid. (wikipedia.org)
  • Two regions involved in catechol biosynthesis (cbs) of Erwinia carotovora W3C105 were cloned by functional complementation of Escherichia coli mutants that were deficient in the biosynthesis of the catechol siderophore enterobactin (ent). (elsevier.com)
  • Although functions encoded by catechol biosynthesis genes (cbsA, cbsB, cbsC, cbsD, and cbsE) of E. carotovora were interchangeable with those encoded by corresponding enterobactin biosynthesis genes (entA, entB, entC, entD, and entE), only cbsE hybridized to its functional counterpart (entE) in E. coli. (elsevier.com)
  • Strains of E. carotovora fell into nine groups on the basis of sizes of restriction fragments that hybridized to the cbsEA region, indicating that catechol biosynthesis genes were highly polymorphic among strains of E. carotovora. (elsevier.com)
  • Commonly, the molecular structure of flavonoids of high biological activity like quercetin or naringenin [4] includes a group derived from resorcinol and/or catechol [5,6]. (scielo.org.ar)
  • Like other difunctional benzene derivatives, catechol readily condenses to form heterocyclic compounds. (wikipedia.org)
  • Moreover, amongst a number of catechol derivatives tested 2 4-allylcatechol exhibited the maximum antioxidant activity. (erowid.org)
  • Syntheses and antibacterial activities of diterpene catechol derivatives with abietane, totarane and podocarpane skeletons against methicillin-resistant Staphylococcus aureus and Propionibacterium acnes. (thefreedictionary.com)
  • Borgulya J, Bruderer H, Bernauer K, Zürcher G, Da Prada M (1989) Catechol-O-methyltransferase-inhibiting pyrocatechol derivatives - synthesis and structure activity studies. (springer.com)
  • CO. Catechols produce quinones with the addition of ceric ammonium nitrate (CAN). (wikipedia.org)
  • Copper(II)-induced oxidations of aromatic substrates: catalytic conversion of catechols to o-benzoquinones. (americans-world.org)
  • Specifically, membrane-bound catechol- O -methyltransferase (MBCOMT) is an integral membrane protein that catalyzes the methylation of catechol substrates and has been linked to several diseases such as Parkinson's disease and Schizophrenia. (biomedcentral.com)
  • Karlsson M, Wikberg T (1992) Liquid chromatographic determination of a new catechol-O-methyltransferase inhibitor, entacapone, and its Z-isomer in human plasma and urine. (springer.com)
  • In the current study, we measured the biodegradation rates of phenol and catechol, which are known pollutants, by one of the most active strains selected during our previous screening in clouds ( Rhodococcus enclensis ). (atmos-chem-phys-discuss.net)
  • The experimentally derived biodegradation rates are included in a multiphase box model to compare the chemical loss rates of phenol and catechol in both the gas and aqueous phases to their biodegradation rate in the aqueous phase under atmospheric conditions. (atmos-chem-phys-discuss.net)
  • Iron-containing dioxygenase enzymes catalyze the cleavage of catechol. (wikipedia.org)
  • Ibuprofen-induced washed-cell suspensions also metabolized phenylacetic acid and 2-phenylpropionic acid to catechol, while 3- and 4-tolylacetic acids and 2-(4-tolyl)-propionic acid were metabolized to the corresponding methyl catechols before ring cleavage. (asm.org)
  • A polymeric thin film modified electrode, that is, poly(niacinamide) modified carbon paste electrode (MCPE), was developed for the electrochemical determination of catechol (CC) by using cyclic voltammetric technique. (hindawi.com)
  • Generation of membrane-bound catechol-O-methyl transferase deficient mice with disctinct sex dependent behavioral phenotype. (helsinki.fi)
  • During daytime, biodegradation of catechol is even predicted to exceed the chemical activity in the aqueous phase and to represent a significant sink (17 %) of total catechol in the atmospheric multiphase system. (atmos-chem-phys-discuss.net)
  • 3-(2-Hydroxyphenoxy)phthalide is an intermediate in the hydrolysis of OO-(2-carboxybenzylidene) catechol in aqueous buffers of pH 2·9-5. (hud.ac.uk)
  • Poocharoen, Boonthong, "Reaction of aqueous catechol solutions with minerals" (1972). (pdx.edu)
  • Cloning and expression of Acinetobacter calcoaceticus catechol 1,2-dioxygenase structural gene catA in Escherichia coli. (asm.org)
  • Catechol 1,2-dioxygenase (EC 1.13.1.1), the product of the catA gene, catalyzes the first step in catechol utilization via the beta-ketoadipate pathway. (asm.org)
  • When the catA-containing fragment was placed under the control of the lac promoter on pUC19 and induced with isopropylthiogalactopyranoside, catechol dioxygenase was formed in E. coli at twice the level found in fully induced cultures of A. calcoaceticus. (asm.org)
  • Previously, catechol has been produced by transforming d -glucose with a genetically modified Escherichia coli AB2834/pKD136/pKD9.069A strain expressing 3-dehydroshikimic acid dehydratase and protocatechuic acid decarboxylase ( 10 , 11 ) and by benzene oxidation with Pseudomonas putida 6-12 expressing toluene/benzene dioxygenase while lacking catechol 1,2-oxygenase and catechol 2,3-oxygenase ( 25 ). (asm.org)
  • Complex 1 displays the intradiol-cleaving dioxygenase activity, and the coordinate ethoxyl arm of the ligand is capable of accepting the proton from catechol, which mimics the function of Tyr447 in the. (diva-portal.org)
  • Catechol 1,2-dioxygenase from α-naphthol degrading thermophilic Geobacillus sp. (semanticscholar.org)
  • The purpose of this study was purification and characterization of catechol 1,2-dioxygenase from Geobacillus sp. (semanticscholar.org)
  • The catechol 1,2-dioxygenase (C1,2O) was purified using four steps of ammonium sulfate precipitation, DEAE-celullose, Sephadex G-150 and hydroxylapatite chromatographies. (semanticscholar.org)
  • Purification, biochemical properties and substrate specificity of a catechol 1,2-dioxygenase from a phenol degrading Acinetobacter radioresistens. (semanticscholar.org)
  • Volume 95 of International Review of Neurobiology focuses on Catechol-O-methyltransferase inhibition, and its clinical application in relation to Parkinson's disease. (elsevier.com)
  • Inhibition of catechol-O-methyltransferase by tolcapone has been shown to increase levodopa bioavailability and plasma elimination half life, thereby prolonging the efficacy of levodopa. (bmj.com)
  • in 1867, August Kekulé realized that catechol was a diol of benzene, so by 1868, catechol was listed as pyrocatechol. (wikipedia.org)
  • I have been interested in preparing Benzene-1,2-diol (catechol) for some time. (sciencemadness.org)
  • It was discovered that toluene 4-monooxygenase (T4MO) of Pseudomonas mendocina KR1, toluene 3-monooxygenase (T3MO) of Ralstonia pickettii PKO1, and toluene ortho -monooxygenase (TOM) of Burkholderia cepacia G4 convert benzene to phenol, catechol, and 1,2,3-trihydroxybenzene by successive hydroxylations. (asm.org)
  • At a concentration of 165 μM and under the control of a constitutive lac promoter, Escherichia coli TG1/pBS(Kan)T4MO expressing T4MO formed phenol from benzene at 19 ± 1.6 nmol/min/mg of protein, catechol from phenol at 13.6 ± 0.3 nmol/min/mg of protein, and 1,2,3-trihydroxybenzene from catechol at 2.5 ± 0.5nmol/min/mg of protein. (asm.org)
  • Monooxygenases may be used to hydroxylate and remove benzene, but since phenol, the monohydroxylated product, is also listed as a priority pollutant, double hydroxylation of benzene to catechol is more efficient for combining bioremediation and biocatalysis. (asm.org)
  • Powder X-ray diffraction (XRD), X-ray photoelectron spectrum analysis (XPS), Fourier transform infrared spectra, thermogravimetric analysis, and UV-Vis diffuse reflectance spectra were carried out to characterize the composites with different catechol contents and different preparation temperatures. (deepdyve.com)
  • The micelles were prepared from a hydrophilic poly(N-acryloyl morpholine) and a hydrophobic catechol-bearing block with different catechol content. (elsevier.com)
  • Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. (hmdb.ca)
  • Flohe L, Schwabe K-P. Kinetics of purified catechol- O -methyltransferase. (springer.com)
  • The purification and properties of pig-liver catechol- O -methyltransferase. (springer.com)
  • Structural mechanism of S-adenosyl methionine binding to catechol O-methyltransferase. (nih.gov)
  • Distribution and functions of catechol-O-methyltransferase proteins: do recent findings change the picture? (elsevier.com)
  • 1992). Chromosomal mapping of the human catechol-O-methyltransferase gene to 22q11.1--q11.2. (salimetrics.com)
  • No difference in the distribution of the catechol-O-methyltransferase genotypes (H/H, H/L, L/L) and alleles (H, L) was observed between the patients and the controls. (ovid.com)
  • In addition, significant differences in the frequencies of the catechol-O-methyltransferase allele (χ2=4.481, df=1, P=0.040) were observed between the non-violent group and the controls. (ovid.com)
  • Catechol-O-methyltransferase: a dual-role player in different breast cancer subtypes? (muni.cz)
  • Ball P, Knuppen R, Breuer H (1971) Purification and properties of catechol-O-methyltransferase of human liver. (springer.com)
  • Guldberg HC, Marsden CA (1975) Catechol-O-methyltransferase: Pharmacological aspects and physiological role. (springer.com)
  • Belongs to the mammalian catechol-O-methyltransferase family. (mybiosource.com)
  • This thesis describes novel catechol-functionalized multidentate block copolymer (Cat-MDBC) strategy that enables the stabilization of SNPs with diameter ≤3.5 nm as effective MR bright imaging (T1-weighted) contrast agents. (concordia.ca)
  • The other UGT enzymes (1A1, 1A6, 2B7, and 2B15) showed narrower substrate specificity for catechols, but each glucuronidated some catechols at a high rate. (aspetjournals.org)
  • Polymorphisms in maternal or offspring genes encoding estrogen-metabolizing enzymes may influence prenatal catechol estrogen levels and could therefore be biomarkers of TGCC risk. (aacrjournals.org)
  • Hence, the rates of synthesis of catechol by both T3MO and T4MO and the 1,2,3-trihydroxybenzene formation rate by TOM were found to be comparable to the rates of oxidation of the natural substrate toluene for these enzymes (10.0 ± 0.8, 4.0 ± 0.6, and 2.4 ± 0.3 nmol/min/mg of protein for T4MO, T3MO, and TOM, respectively, at a toluene concentration of 165 μM). (asm.org)
  • Bio-inspired from the strong adhesion ability of mussel proteins, renewable and robust soy-based composite films were fabricated from two soybean-derived industrial materials: soluble soybean polysaccharide (SSPS) and catechol-functionalized soy protein isolate (SPI-CH). The conjugation of SPI with multiple catechol moieties as a versatile adhesive component for SSPS matrix efficiently improved the interfacial adhesion between each segment of biopolymer. (mdpi.com)
  • Catechol is the conjugate acid of a chelating agent used widely in coordination chemistry. (wikipedia.org)
  • Chapter three, describes the synthesis o f the mononuclear ruthenium (II) complexes of the protected catechol ligand 3-(r,2'-dim ethoxyphenyl)-5-(pyridin-2-yl)-l,2,4-triazole. (dcu.ie)
  • These catechol complexes are precursors for the synthesis of dinuclear ruthenium complexes bound through the catechol binding site, the subject of chapter five, and for complexation of various other transition metals such as Fe(II), Fe(III) and Cu(II), the subject of chapter six. (dcu.ie)
  • Association between catechol-O-methyl transferase gene polymorphisms and fibromyalgia in a Korean population: A case-control study. (painresearchforum.org)
  • The reaction rate constants of the distinct charged particles, in which catechol(amine)s can appear, are proved to be independent of pH. (springer.com)
  • PO activity was determined in a 96-well microplate in a total reaction volume of 300 [micro]L per well with catechol as the substrate, according to the method described by Benjamin & Montgomery (1913). (thefreedictionary.com)
  • The reaction was rapid, independent of pH, and essentially complete within seconds under conditions of excess catechol at pH 4 to 6. (unl.edu)
  • The catalytic constants for the reactions catalysed by acetic and formic acids are similar to those of the analogously catalysed hydrolyses of OO-(4-carboxybenzylidene) catechol, but the catalytic constant for the spontaneous reaction is ca. 30 times greater than that for spontaneous hydrolysis of the latter compound. (hud.ac.uk)
  • This is attributed to nucleophilic assistance in reaction of OO-(2-carboxybenzylidene) catechol. (hud.ac.uk)
  • The reaction of 1 and catechol in the presence of excess triethylamine gave the catecholate (CAT) chelate b is(u -al koxo) -bridged dinuclear iron(Ill) complex [Fe(L)(CAT)12 (2). (diva-portal.org)
  • The reaction of catechol with the minerals listed above gave a water soluble silicon-catechol complex, Si (Cat)₃⁼, which was isolated as (CN₃H₆)₂[Si(Cat)₃]·H₂0 by adding guanidine hydrochloride to the reaction mixture after filtering. (pdx.edu)
  • Kinetics and Mechanism of Birnessite Reduction by Catechol" by Christopher J. Matocha, Donald L. Sparks et al. (unl.edu)
  • The complex interactions of oxidizable organic ligands with soil Mn(III,IV) (hydr)oxide minerals have received little study by in situspectroscopic techniques.We used a combination of an in situ electron paramagnetic resonance stopped-flow (EPR-SF) spectroscopic technique and stirred-batch studies to measure the reductive dissolution kinetics of birnessite (δ-MnO 2 ), a common Mn mineral in soils, by catechol (1,2-dihydroxybenzene). (unl.edu)
  • Zhang, Jinlong 2013-10-05 00:00:00 TiO2 was in situ surface-modified in the hydrolysis of TBOT with catechol to improve its photocatalytic activity. (deepdyve.com)
  • 2007) found out that the value of VFAs which was produced during catechol degradation in a UASB varied from 15 to 65 mg/l. (thefreedictionary.com)
  • This natural polyphenol (catechol) is the key molecule responsible for the mechanism of adhesion of mussels providing also the functionalized polymer with bioadhesion in the moist environment of the human body. (csic.es)
  • Currently, catechol is produced primarily by the oxidation of phenol and m -diisopropylbenzene or by coal-tar distillation ( 13 ). (asm.org)
  • Catechol estrogen formation in the mouse uterus and its role in implantation. (biomedsearch.com)
  • We conducted a population-based, case-parent triad study ( 16 ) to test whether TGCC risk is related to maternal and/or offspring variation in genes involved in catechol estrogen formation ( CYP1A2, CYP1B1, CYP3A4 , and CYP3A5 ). (aacrjournals.org)
  • The reversible boronate formation between electrochemically active substituted catechols and a fluorescent boronic acid was studied in methanol . (rsc.org)
  • Reversible increases in catechol signal were observed during reversible increases in arterial partial CO2 pressure (PaCO2) from 20 to 60 mmHg after alteration of tidal volume (n = 5 intact rats, n = 5 after carotid sinus deafferentation). (biomedsearch.com)
  • A reversible increase in inspiratory CO2 combined with constant tidal volume led to changes in PaCO2 from 40 mmHg to 50 or 60 or 70 mmHg for 60 min (n = 5 in each group) and to a reversible increase in catechol signal (r = 0.76). (biomedsearch.com)
  • The biomimetic adherent catechol moieties were successfully bonded in the polymeric network based on catechol crosslinking chemistry through simple oxidative coupling and/or coordinative interaction. (mdpi.com)
  • Urushiols are naturally existing organic compounds that have the catechol skeleton structure and diphenol functionality but with alkyl groups substituted onto the aromatic ring. (wikipedia.org)
  • The effectiveness of catechol, an aromatic vic-diol, in dissolving silicate minerals was studied. (pdx.edu)
  • The dissolution of these minerals by catechol to form Si(Cat)₃⁼ leads to the conclusion that aromatic vic-diols in nature may play a role in chemical weathering, in transport of silicon into rivers or seas, in soil development, in interconversion of minerals, and in accumulation of silica in plants. (pdx.edu)
  • Catechol moieties are also found widely within the natural world. (wikipedia.org)
  • Based on our results, we propose a new explanation for binding synergy between catechols and cations based on the relationship between solution conditions, bond lifetimes, and competitive binding of adhesive moieties to mica surfaces. (aiche.org)
  • We recently reported antioxidant micelles having catechol moieties, a structural motif found among natural antioxidants. (elsevier.com)
  • The micelles with higher catechol content formed stable spherical micelles and showed increased stability against auto-oxidation, while micellization did not affect the redox potential of catechol moieties. (elsevier.com)
  • To reach that goal, synthesized statistical copolymers of N-vinylcaprolactam (V) and 2-hydroxyethyl methacrylate (H) have been conjugated with catechol bearing hydrocaffeic acid (HCA) molecules with high yields. (csic.es)
  • The results suggested that the promising way improved the phase adhesion of graft copolymers using catechol-functionalized polymers as versatile adhesive components. (mdpi.com)
  • Sensitivity of the catechol signal, recorded in the rostral ventrolateral medulla, to CO2 appears primarily to be centrally mediated. (biomedsearch.com)