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  • COMT
  • 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)
  • In humans, catechol-O-methyltransferase protein is encoded by the COMT gene. (wikipedia.org)
  • Any compound having a catechol structure, like catecholestrogens and catechol-containing flavonoids, are substrates of COMT. (wikipedia.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)
  • 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)
  • 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-methyl transferase (COMT). (wikipedia.org)
  • 3-O-methyldopa is a major metabolite of L-3,4-dihydroxyphenylalanin (L-DOPA) and is formed by catechol O-methyltransferase (COMT). (wikipedia.org)
  • This process is catalyzed by catechol O-methyltransferase methylates (COMT). (wikipedia.org)
  • substrate
  • 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)
  • 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)
  • quinones
  • Cyclic esters are formed upon treatment with phosphorus trichloride and phosphorus oxychloride, carbonyl chloride, and sulphuryl chloride: C6H4(OH)2 + XCl2 → C6H4(O2X) + 2 HCl where X = CO, SO2, PCl, P(O)Cl Catechols produce quinones with the addition of ceric ammonium nitrate (CAN). (wikipedia.org)
  • derivatives
  • Syntheses and antibacterial activities of diterpene catechol derivatives with abietane, totarane and podocarpane skeletons against methicillin-resistant Staphylococcus aureus and Propionibacterium acnes. (thefreedictionary.com)
  • Moreover, amongst a number of catechol derivatives tested 2 4-allylcatechol exhibited the maximum antioxidant activity. (erowid.org)
  • resorcinol
  • Commonly, the molecular structure of flavonoids of high biological activity like quercetin or naringenin includes a group derived from resorcinol and/or catechol [5, (scielo.org.ar)
  • hydroxyl
  • 1,2-CTD uses Fe3+ as a cofactor to cleave the carbon-carbon bond between the phenolic hydroxyl groups of catechol, thus yielding muconic acid as its product. (wikipedia.org)
  • In contrast, 2,3-CTD utilizes Fe2+ as a cofactor to cleave the carbon-carbon bond adjacent to the phenolic hydroxyl groups of catechol, thus yielding 2-hydroxymuconaldehye as its product. (wikipedia.org)
  • The second catechol hydroxyl group on carbon 3 (C3) is coordinated to Fe3+ after its deprotonation by the Tyr200 ligand. (wikipedia.org)
  • mechanism
  • Structural mechanism of S-adenosyl methionine binding to catechol O-methyltransferase. (nih.gov)
  • It can safely be presumed that a part of the rearrangement proceeds counter-clockwise by the ortho mechanism as for catechol monoallyl ether, thereby yielding the expected 3-allylcatechol ( VIII ). (erowid.org)
  • The results are consistent with a mechanism in which O 2 oxidizes both mono-deprotonated and fully deprotonated catechol anions. (rsc.org)
  • catechin
  • Catechol was first isolated in 1839 by Edgar Hugo Emil Reinsch (1809 - 1884) by distilling it from the solid tannic preparation catechin, which is the residuum of catechu, the boiled or concentrated juice of Mimosa catechu (Acacia catechu L.f). (wikipedia.org)
  • methionine
  • A functional single-nucleotide polymorphism (a common normal variant) of the gene for catechol-O-methyltransferase results in a valine to methionine mutation at position 158 (Val158Met) rs4680. (wikipedia.org)
  • constants
  • 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)
  • pathway
  • Although catechol is the metabolic intermediate for both salicylate and benzoate, catechol did not induce either pathway when used as a sole carbon source. (springer.com)
  • hydrogen
  • This article reports the striking interplay between the molecular structure and the photodissociation dynamics of catechol (a key dihydroxybenzene ), identified using a combination of electronic spectroscopy , hydrogen (Rydberg) atom photofragment translational spectroscopy , density functional theory and second order approximate coupled cluster methods. (rsc.org)
  • ultraviolet
  • Photochemical rearrangement of catechol monoallyl ether in isopropanol solution under ultraviolet light for 120 h gives 3- and 4-allylcatechols, each in 25% yield. (erowid.org)
  • functional
  • Catechols are found as functional groups in Nature as the 3,4-dihydroxy isomer, generally with electron donating substituents and as the 2,3-dihydroxy isomer, with an electron withdrawing substituent. (rsc.org)
  • ortho
  • However, in the case of monoallyl ether of catechol, the allyl group migrates to the para position despite the availability of an unsubstituted ortho position. (erowid.org)
  • structure
  • 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)