A lipoxygenase metabolite of ARACHIDONIC ACID. It is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumor cell metastatic potential through activation of protein kinase C. (J Pharmacol Exp Ther 1995; 274(3):1545-51; J Natl Cancer Inst 1994; 86(15):1145-51)
Eicosatetraenoic acids substituted in any position by one or more hydroxy groups. They are important intermediates in a series of biosynthetic processes leading from arachidonic acid to a number of biologically active compounds such as prostaglandins, thromboxanes, and leukotrienes.
An enzyme of the oxidoreductase class primarily found in PLANTS. It catalyzes reactions between linoleate and other fatty acids and oxygen to form hydroperoxy-fatty acid derivatives.
Enzymes catalyzing the oxidation of arachidonic acid to hydroperoxyarachidonates. These products are then rapidly converted by a peroxidase to hydroxyeicosatetraenoic acids. The positional specificity of the enzyme reaction varies from tissue to tissue. The final lipoxygenase pathway leads to the leukotrienes. EC 1.13.11.- .
A family of biologically active compounds derived from arachidonic acid by oxidative metabolism through the 5-lipoxygenase pathway. They participate in host defense reactions and pathophysiological conditions such as immediate hypersensitivity and inflammation. They have potent actions on many essential organs and systems, including the cardiovascular, pulmonary, and central nervous system as well as the gastrointestinal tract and the immune system.
The major metabolite in neutrophil polymorphonuclear leukocytes. It stimulates polymorphonuclear cell function (degranulation, formation of oxygen-centered free radicals, arachidonic acid release, and metabolism). (From Dictionary of Prostaglandins and Related Compounds, 1990)
(2S-(2 alpha,3 beta(1E,3E,5Z,8Z)))-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic acid. An unstable allylic epoxide, formed from the immediate precursor 5-HPETE via the stereospecific removal of a proton at C-10 and dehydration. Its biological actions are determined primarily by its metabolites, i.e., LEUKOTRIENE B4 and cysteinyl-leukotrienes. Alternatively, leukotriene A4 is converted into LEUKOTRIENE C4 by glutathione-S-transferase or into 5,6-di-HETE by the epoxide-hydrolase. (From Dictionary of Prostaglandins and Related Compounds, 1990)
An unsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid and is a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes.
Physiologically active prostaglandins found in many tissues and organs. They are potent pressor substances and have many other physiological activities.
An enzyme that catalyzes the oxidation of arachidonic acid to yield 5-hydroperoxyarachidonate (5-HPETE) which is rapidly converted by a peroxidase to 5-hydroxy-6,8,11,14-eicosatetraenoate (5-HETE). The 5-hydroperoxides are preferentially formed in leukocytes.
An enzyme that catalyzes the oxidation of arachidonic acid to yield 12-hydroperoxyarachidonate (12-HPETE) which is itself rapidly converted by a peroxidase to 12-hydroxy-5,8,10,14-eicosatetraenoate (12-HETE). The 12-hydroperoxides are preferentially formed in PLATELETS.
Peroxides produced in the presence of a free radical by the oxidation of unsaturated fatty acids in the cell in the presence of molecular oxygen. The formation of lipid peroxides results in the destruction of the original lipid leading to the loss of integrity of the membranes. They therefore cause a variety of toxic effects in vivo and their formation is considered a pathological process in biological systems. Their formation can be inhibited by antioxidants, such as vitamin E, structural separation or low oxygen tension.
Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES.
A class of compounds named after and generally derived from C20 fatty acids (EICOSANOIC ACIDS) that includes PROSTAGLANDINS; LEUKOTRIENES; THROMBOXANES, and HYDROXYEICOSATETRAENOIC ACIDS. They have hormone-like effects mediated by specialized receptors (RECEPTORS, EICOSANOID).
Granular leukocytes having a nucleus with three to five lobes connected by slender threads of chromatin, and cytoplasm containing fine inconspicuous granules and stainable by neutral dyes.
Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed.
A class of cell surface leukotriene receptors with a preference for leukotriene B4. Leukotriene B4 receptor activation influences chemotaxis, chemokinesis, adherence, enzyme release, oxidative bursts, and degranulation in polymorphonuclear leukocytes. There are at least two subtypes of these receptors. Some actions are mediated through the inositol phosphate and diacylglycerol second messenger systems.
A microanalytical technique combining mass spectrometry and gas chromatography for the qualitative as well as quantitative determinations of compounds.
Organic compounds containing both the hydroxyl and carboxyl radicals.
An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.
FATTY ACIDS in which the carbon chain contains one or more double or triple carbon-carbon bonds.
A saclike, glandular diverticulum on each ductus deferens in male vertebrates. It is united with the excretory duct and serves for temporary storage of semen. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)
A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5.
A group of compounds that contain a bivalent O-O group, i.e., the oxygen atoms are univalent. They can either be inorganic or organic in nature. Such compounds release atomic (nascent) oxygen readily. Thus they are strong oxidizing agents and fire hazards when in contact with combustible materials, especially under high-temperature conditions. The chief industrial uses of peroxides are as oxidizing agents, bleaching agents, and initiators of polymerization. (From Hawley's Condensed Chemical Dictionary, 11th ed)
Non-nucleated disk-shaped cells formed in the megakaryocyte and found in the blood of all mammals. They are mainly involved in blood coagulation.
Artifactual vesicles formed from the endoplasmic reticulum when cells are disrupted. They are isolated by differential centrifugation and are composed of three structural features: rough vesicles, smooth vesicles, and ribosomes. Numerous enzyme activities are associated with the microsomal fraction. (Glick, Glossary of Biochemistry and Molecular Biology, 1990; from Rieger et al., Glossary of Genetics: Classical and Molecular, 5th ed)
The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
Determination of the spectra of ultraviolet absorption by specific molecules in gases or liquids, for example Cl2, SO2, NO2, CS2, ozone, mercury vapor, and various unsaturated compounds. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)
Chemical substances that attract or repel cells. The concept denotes especially those factors released as a result of tissue injury, microbial invasion, or immunologic activity, that attract LEUKOCYTES; MACROPHAGES; or other cells to the site of infection or insult.
A group of compounds derived from unsaturated 20-carbon fatty acids, primarily arachidonic acid, via the cyclooxygenase pathway. They are extremely potent mediators of a diverse group of physiological processes.
Enzyme complexes that catalyze the formation of PROSTAGLANDINS from the appropriate unsaturated FATTY ACIDS, molecular OXYGEN, and a reduced acceptor.
Chromatography on thin layers of adsorbents rather than in columns. The adsorbent can be alumina, silica gel, silicates, charcoals, or cellulose. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)
A non-steroidal anti-inflammatory agent (NSAID) that inhibits the enzyme cyclooxygenase necessary for the formation of prostaglandins and other autacoids. It also inhibits the motility of polymorphonuclear leukocytes.
Granular leukocytes with a nucleus that usually has two lobes connected by a slender thread of chromatin, and cytoplasm containing coarse, round granules that are uniform in size and stainable by eosin.
An analytical method used in determining the identity of a chemical based on its mass using mass analyzers/mass spectrometers.
Intracellular fluid from the cytoplasm after removal of ORGANELLES and other insoluble cytoplasmic components.
The rate dynamics in chemical or physical systems.
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).
A 20-carbon unsaturated fatty acid containing 4 alkyne bonds. It inhibits the enzymatic conversion of arachidonic acid to prostaglandins E(2) and F(2a).
The species Oryctolagus cuniculus, in the family Leporidae, order LAGOMORPHA. Rabbits are born in burrows, furless, and with eyes and ears closed. In contrast with HARES, rabbits have 22 chromosome pairs.
A characteristic feature of enzyme activity in relation to the kind of substrate on which the enzyme or catalytic molecule reacts.
The relationship between the dose of an administered drug and the response of the organism to the drug.
A basic element found in nearly all organized tissues. It is a member of the alkaline earth family of metals with the atomic symbol Ca, atomic number 20, and atomic weight 40. Calcium is the most abundant mineral in the body and combines with phosphorus to form calcium phosphate in the bones and teeth. It is essential for the normal functioning of nerves and muscles and plays a role in blood coagulation (as factor IV) and in many enzymatic processes.
Elements of limited time intervals, contributing to particular results or situations.
Cell surface proteins that bind eicosanoids with high affinity and trigger intracellular changes influencing the behavior of cells. Among the eicosanoid receptors are receptors for the prostaglandins, thromboxanes, and leukotrienes.
Works containing information articles on subjects in every field of knowledge, usually arranged in alphabetical order, or a similar work limited to a special field or subject. (From The ALA Glossary of Library and Information Science, 1983)
The state of the PENIS when the erectile tissue becomes filled or swollen (tumid) with BLOOD and causes the penis to become rigid and elevated. It is a complex process involving CENTRAL NERVOUS SYSTEM; PERIPHERAL NERVOUS SYSTEMS; HORMONES; SMOOTH MUSCLES; and vascular functions.
The external reproductive organ of males. It is composed of a mass of erectile tissue enclosed in three cylindrical fibrous compartments. Two of the three compartments, the corpus cavernosa, are placed side-by-side along the upper part of the organ. The third compartment below, the corpus spongiosum, houses the urethra.
The inability in the male to have a PENILE ERECTION due to psychological or organ dysfunction.
A group of cyclic GMP-dependent enzymes that catalyze the phosphorylation of SERINE or THREONINE residues of proteins.
Guanosine cyclic 3',5'-(hydrogen phosphate). A guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. Its levels increase in response to a variety of hormones, including acetylcholine, insulin, and oxytocin and it has been found to activate specific protein kinases. (From Merck Index, 11th ed)
An erectile structure homologous with the penis, situated beneath the anterior labial commissure, partially hidden between the anterior ends of the labia minora.
Inability to achieve and maintain an erection (ERECTILE DYSFUNCTION) due to defects in the arterial blood flow to the PENIS, defect in venous occlusive function allowing blood drainage (leakage) from the erectile tissue (corpus cavernosum penis), or both.
8R-hydroxy-11R,12R-epoxy-5Z,9E,14Z-eicosatetraenoic acid (i.e. 8R-hydroxy,11R,12R-epoxy-hepoxilin A3 or 8R-OH,11R,12R-epoxy- ... and trihydroxy-eicosatetraenoic acids that possess R or S hydroxy and epoxy residues at various sites while 8R-hydroxy,11R,12R- ... 12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(S)-HETE or 12S-HETE), made by platelets, but also the later detected "R" ... hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (also termed 12(R)-HETE or 12R-HETE) made by other tissues through their 12R- ...
... hydroxy-6E,8Z,11Z-eicosatrienoic acid (5-HETrE), 5-oxo-6,8,11-eicosatrienoic acid (5-oxo-ETrE), LTA3, and LTC3; since LTA3 ... Eicosapentaenoic acid[edit]. ALOX5 metabolizes the omega-3 fatty acid, Eicosapentaenoic acid (EPA, i.e. 4Z,8Z,11Z,14Z,17Z- ... Arachidonic acid[edit]. ALOX5 metabolizes the omega-6 fatty acid, Arachidonic acid (AA, i.e. 5Z,8Z,11Z,15Z-eicosatrienoic acid ... Docosahexaenoic acid[edit]. ALOX5 acts in series with ALOX15 to metabolize the omega 3 fatty acid, docosahexaenoic acid (DHA, i ...
Its 15(R) enantiomer is designated 15(R)-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid. Z and E give the cis-trans isomerism ... 13E-eicosatetraenoic acid (15(R)-HpETE). Human cells release arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) from ... can be further metabolized to 15-oxo-eicosatetraenoic acid (15-oxo-ETE), 5S,15S-dihydroxy-eicosatetraenoic acid (5(S),15(S)- ... hydroxy-5Z,8Z,10E,13E-eicosatetraenoic acid (i.e. Eoxin C4 or EXC4) by leukotriene C4 synthase. EXC4 contains glutathione (i.e ...
... sorbic acid MeSH D10.251.355.920 - trans fatty acids MeSH D10.251.400.092 - acetic acids MeSH D10.251.400.092.129 - acetic acid ... 15-hydroxy-11 alpha,9 alpha-(epoxymethano)prosta-5,13-dienoic acid MeSH D10.251.355.255.100.637.100 - prostaglandins a MeSH ... fatty acids, omega-6 MeSH D10.251.355.343.249 - gamma-linolenic acid MeSH D10.251.355.343.500 - linoleic acids MeSH D10.251. ... linolenic acids MeSH D10.251.355.310.640.400 - alpha-linolenic acid MeSH D10.251.355.310.640.425 - gamma-linolenic acid MeSH ...
"Oxidation of 15-hydroxyeicosatetraenoic acid and other hydroxy fatty acids by lung prostaglandin dehydrogenase". Archives of ... Fourteen years after the first publication on its detection in 1973, 12-HHT was reported to stimulate fetal bovine aortic and ... hydroxy-5Z,8E,10E-heptadecatrienoic acid and its metabolite 12-oxo-5Z,8E,10E-heptadecatrienoic acid in human plasma by gas ... 15-hydroxyicosatetraenoic acid. References[edit]. *^ a b Wlodawer, P; Samuelsson, B (1973). "On the organization and mechanism ...
... hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid (5(S)-HETE); and (d) the oxidation of 5(S)-HETE by a microsome-bound nicotinamide ... the release of arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) from its storage sites in membrane phospholipids due ... Phospholipid-bound arachidonic acid → free arachidonic acid b) Free arachidonic acid + O2 → 5(S)-HpETE c) 5(S)-HpETE → 5(S)- ... and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid ...
14Z-eicosatrienoic acid) to 15S-hydroperoxy-8Z,11Z,13E-eicosatrienoic acid and 15S-hydroxy-8Z,11Z,13E-eicosatrienoic acid (15S- ... Conversion of arachidonic acid to 15-S-hydroperoxy-eicosatetraenoic acid". The Journal of Biological Chemistry. 257 (11): 6050- ... gamma-linolenic acid, arachidonic acid, eicosapentaenoic acid, and docosahexaenoic acid when presented not only as free acids ... By metabolizing the ω-3 polyunsaturated fatty acids, eicosapentaenoic acid and docosahexaenoic acid, into 17-HpDHA, 17-HDHA, ...
... hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid. The Nobel laureate, Bengt I. Samuelsson, and colleagues first described 5(S)-HETE ... oxido-eicosatetraenoic acid viz., leukotriene A4 (i.e. S,6S-oxido-7E,9E,11Z,14Z-eicosatetraenoic acid). Leukotriene A4 may then ... arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid), by ALOX5 (also termed arachidonate-5-lipoxygenase, 5-lipoxygenase ... 14Z-eicosatetraenoic acid (5(S)-HpETE). 5-(S)-HpETE may then be released and rapidly converted to 5(S)-HETE by ubiquitous ...
... hydroxy-eicosatetraenoic acid] is given the trivial names of 5S-HETE, 5(S)-HETE, 5S-HETE, or 5(S)-HETE). Since eicosanoid- ... The epoxy eicostrienoic acids (or EETs)-and, presumably, the epoxy eicosatetraenoic acids-have vasodilating actions on heart, ... The PUFA precursors to the eicosanoids include: Arachidonic acid (AA), i.e. 5Z, 8Z,11Z,14Z-eicosatetraenoic acid is ω-6 fatty ... Eicosapentaenoic acid (EPA), i.e.i.e. 5Z, 8Z,11Z,14Z,17Z-eicosapentaenoic acid is an ω-3 fatty acid with five cis double bonds ...
Powell PK, Wolf I, Jin R, Lasker JM (Jun 1998). "Metabolism of arachidonic acid to 20-hydroxy-5,8,11, 14-eicosatetraenoic acid ... 20-epoxy-eicosapentaenoic acid isomers [i.e. 19,20-EDPs]) and eicosapentaenoic acid to epoxyeicosatetraenoic acids (EEQs, ... see 20-Hydroxyeicosatetraenoic acid, Epoxyeicosatetraenoic acid, and Epoxydocosapentaenoic acid sections on activities and ... CYP4A11 along with CYP4A22, CYP4F2, and CYP4F3 metabolize arachidonic acid to 20-Hydroxyeicosatetraenoic acid (20-HETE) by an ...
... β-hydroxy β-methylbutyric acid (HMB), and phosphatidic acids. Arachidonic acid is one of the most abundant fatty acids in the ... Some chemistry sources define 'arachidonic acid' to designate any of the eicosatetraenoic acids. However, almost all writings ... Arachidonic acid is also a precursor to anandamide. Some arachidonic acid is converted into hydroxyeicosatetraenoic acids ( ... it is uncertain if humans can in fact convert linoleic acid to arachidonic acid. Since little or no arachidonic acid is found ...
14Z-eicosatrienoic acid): 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid → 8R/S-hydroxy-11,12-oxido-5Z,9E,14Z- ... 14Z-eicosatetraenoic acid) and O2 (i.e. oxygen) and its product is 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (i.e. ... 13Z-eicosatetraenoic acid) and lipoxin B4 (5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid); both lipoxins are SPMs ... eicosatetraenoic acid → 12S-hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid 12S-HETE promotes inflammation responses, may ...
... and docosahexaenoic acid (DHA). 20-hydroxy EPA and 20-hydroxy-DHA do stimulate Peroxisome proliferator-activated receptor alpha ... 4) Members of the CYP4F family, i.e. CYP4F2 and CYP4F3B, ω-hydroxylate very long chain fatty acids, i.e. fatty acids that are ... fatty acids that are 28 or more carbons long. The ω-hydroxylation of these special fatty acids is critical to creating and ... fatty acids that are 18 to 20 carbons long. These hydroxyl fatty acids are then serially metabolized by alcohol dehydrogenase, ...
... hydroxy-6E,8E,11Z,14Z-eicosatetraenoic acid, and a series of synthetic mimetics of 5-oxo-ETE structure (compounds 346, S-264, S ... not only in its amino acid sequence but also in the hydroxy-carboxylic acid nature of its cognate ligands. Naturally occurring ... OXER1 is a G protein-coupled receptor (GPCR) that is structurally related to the hydroxy-carboxylic acid (HCA) family of G ... Recently, A G protein-couple receptor of the hydroxy carboxilic acid subfamily, Niacin receptor 1, has been proposed to mediate ...
... see 20-Hydroxyeicosatetraenoic acid), i.e. 19-hydroxy- and/or 18-hydroxy-eicosatetranoic acids, takes on epoxygenase activity ... The metabolism of the straight chain 20-carbon polyunsaturated fatty eicosatetraenoic acid, arachidonic acid, by certain CYP ... However, the CYP epoxygenases also metabolize other omega-6 fatty acids such as linoleic acid and the omega-3 fatty acids, ... 14Z-eicosatetraenoic acid. Certain CYP epoxygenases attack these double bounds to form their respective eicosatrienoic acid ...
... elongation of the stearidonic acid by a Δ6 elongase to produce to eicosatetraenoic acid, desaturation at the fifth carbon of ... docosahexaenoyl amides of amino acids or neurotransmitters, and branched DHA esters of hydroxy fatty acids, among others. The ... eicosatetraenoic acid by a Δ5 desaturase to produce eicosapentaenoic acid, elongation of eicosapentaenoic acid by a Δ5 elongase ... DHA-clozapine List of omega-3 fatty acids Polyunsaturated fatty acids Guesnet P, Alessandri JM (2011). "Docosahexaenoic acid ( ...
... metabolize arachidonic acid (also known as eicosatetraenoic acid) to 20-hydroxyeicosatetraenoic acid (20-HETE). 20-HETE ... which can enter the citric acid cycle, and adipic acid. The first step in ω-oxidation, i.e. addition of a hydroxy residue to ... and therapeutic modulation of 20-hydroxyeicosatetraenoic acid (20-HETE) synthase and fatty acid ω-hydroxylase activities". ... The steps of the process are as follows: After these three steps, either end of the fatty acid can be attached to coenzyme A. ...
... pathway metabolizes arachidonic acid to 15S-hydroperoxy-eicosatetraenoic acid. The two aspirin-triggered lipoxins (AT-lipoxins ... n-3 DPA by COX2 to 13-hydroxy-DHA and 13-hydroxy-DPAn-3 products and by aspirin-treated COX2 to 17-hydroxy-DHA and 17-hydroxy- ... 16Z-docosapentaenoic acid or osbond acid) is an isomer of n-3 DPA (clupanodonic acid) differing form the latter fatty acid only ... SPM are metabolites of arachidonic acid (AA), eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), or n-3 DPA (i.e. 7,10Z, ...
... (TTA) is a synthetic fatty acid used as a nutritional supplement. ... 2002). "Tetradecylthioacetic acid prevents high fat diet induced adiposity and insulin resistance". Journal of Lipid Research. ... One Phase I study showed no significant changes in the blood lipids or free fatty acids[4] and another showed that TTA ... 2009). "Tetradecylthioacetic acid attenuates dyslipidaemia in male patients with type 2 diabetes mellitus, possibly by dual ...
... and lipoxins to 20-hydroxy products. CYP4F22 ω-hydroxylates extremely long "very long chain fatty acids", i.e. fatty acids that ... eicosapentaenoic acid (i.e. EPA) to epoxyeicosatetraenoic acids (i.e. EEQs); and docosahexaenoic acid (i.e. DHA) to ... They also metabolize EPA to 19-hydroxyeicosapentaenoic acid (19-HEPE) and 20-hydroxyeicosapentaenoic acid (20-HEPE) as well as ... EETs to 20-hydroxy-EETs, and lipoxins to 20-hydroxy products. CYP4F8 and CYP4F12 metabolize PUFAs to signaling molecules: they ...
13E-eicosatetraenoic acid LxB4: 5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid 15-epi-LxA4: 5S,6R,15R-trihydroxy-7E, ... Structurally, they are defined as arachidonic acid metabolites that contain three hydroxyl residues (also termed hydroxy ... 9E,11Z,13E-eicosatetraenoic acid 15-epi-LxB4: 5S,14R,15R-trihydroxy-6E,8Z,10E,12E-eicosatrienoic acid Note that the two LXs ... which are metabolites of the omega 3 fatty acids, eicosapentaenoic acid or docosahexaenoic acid, as well as a range of ...
... arachidonic acid, linoleic acid, dihomo-γ-linolenic acid, and adrenic acid; the omega-3 fatty acids, eicosapentaenoic acid, ... Two lipoxygenases may act in series to make di-hydroxy or tri-hydroxy products that have activities quite different than either ... docosahexaenoic acid, and alpha-linolenic acid; and the omega-9 fatty acid, mead acid. Certain types of the lipoxygenases, e.g ... ALOX15 actually prefers linoleic acid over arachidonic acid, metabolizing linoleic acid to 12-hydroperoxyoctadecaenoic acid (13 ...
... pathway of arachidonic acid metabolism, 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (i.e. 12S-HpETE; see 12- ... 14Z-eicosatrienoic acid) and HxB3 (i.e. 10R/S-hydroxy-11,12-oxido-5Z,8Z,14Z-eicosatrienoic acid) (see Hepoxilin#Pain perception ... Resolvin D1 (RvD1) and RvD2 (see resolvins) and maresin 1 are metabolites of the omega 3 fatty acid, docosahexaenoic acid. They ... Hydroxyeicosatetraenoic acid) and the hepoxilins (Hx), HxA3 (i.e. 8R/S-hydroxy-11,12-oxido-5Z,9E, ...
... see 15-Hydroxyicosatetraenoic acid), and by another member of the LTB4 family of arachidonic acid metabolites, 20-hydroxy-LTB4 ... 14Z-eicosatetraenoic acid (i.e. LTB4) but not LTB4's 12(S) or 6Z isomers whereas the BLT2 receptor exhibits a binding pattern ... Two BLT2-like receptors, Blt2a and Blt2b, with 49% amino acid identity to each other and 34% and 29%, respectively, amino acid ... Among these 7 ligand, in contrast, BLT1 binds and is activated by only LTB4 and 20-hydroxy-LTB4. The two BLT4-like receptors in ...
... β-hydroxy β-methylbutyric acid, and phosphatidic acid. BrainEdit. Arachidonic acid is one of the most abundant fatty acids in ... Some chemistry sources define 'arachidonic acid' to designate any of the eicosatetraenoic acids. However, almost all writings ... Some arachidonic acid is converted into hydroxyeicosatetraenoic acids (HETEs) and epoxyeicosatrienoic acids (EETs) by ... Arachidonic acid (AA, sometimes ARA) is a polyunsaturated omega-6 fatty acid 20:4(ω-6)[citation needed], or 20:4(5,8,11,14)[2] ...
... or GLA (γ-linolenic acid), (INN and USAN gamolenic acid) is a fatty acid found primarily in seed oils. ... This article is about gamma-Linolenic acid. For α-Linolenic acid, see alpha-Linolenic acid. For linoleic acid (no "n"), see ... 20-Hydroxy-LTB4. *Leukotriene B4. *LY-255283. *Antagonists: 20-Carboxy-LTB4 ... It is an isomer of α-linolenic acid, which is a polyunsaturated n−3 (omega-3) fatty acid, found in rapeseed canola oil, ...
... hydroxy-6E,8Z,11Z-eicosatrienoic acid (5-HETrE), 5-oxo-6,8,11-eicosatrienoic acid (5-oxo-ETrE), LTA3, and LTC3; since LTA3 ... Eicosapentaenoic acidEdit. ALOX5 metabolizes the omega-3 fatty acid, Eicosapentaenoic acid (EPA, i.e. 4Z,8Z,11Z,14Z,17Z- ... Arachidonic acidEdit. ALOX5 metabolizes the omega-6 fatty acid, Arachidonic acid (AA, i.e. 5Z,8Z,11Z,15Z-eicosatrienoic acid), ... Docosahexaenoic acidEdit. ALOX5 acts in series with ALOX15 to metabolize the omega 3 fatty acid, docosahexaenoic acid (DHA, i.e ...
... and lipoxins to 20-hydroxy products.. *CYP4F22 ω-hydroxylates extremely long "very long chain fatty acids", i.e. fatty acids ... eicosapentaenoic acid (i.e. EPA) to epoxyeicosatetraenoic acids (i.e. EEQs); and docosahexaenoic acid (i.e. DHA) to ... arachidonic acid or fatty acid metabolism. 6 subfamilies, 12 genes, 10 pseudogenes. CYP4A11, CYP4A22, CYP4B1, CYP4F2, CYP4F3, ... They also metabolize EPA to 19-hydroxyeicosapentaenoic acid (19-HEPE) and 20-hydroxyeicosapentaenoic acid (20-HEPE) as well as ...
... such as linoleic acid (an omega-6 fatty acid) and alpha-linolenic acid (an omega-3 fatty acid) because they cannot be ... and the oxysterols such as 25-hydroxy-cholesterol that are liver X receptor agonists.[78] Phosphatidylserine lipids are known ... The doubly unsaturated fatty acid linoleic acid as well as the triply unsaturated α-linolenic acid cannot be synthesized in ... Fish oils are particularly rich in the longer-chain omega-3 fatty acids eicosapentaenoic acid (EPA) and docosahexaenoic acid ( ...
Stereochemical analysis of 12-hydroxy-5,8,10,14-eicosatetraenoic acid derived from the lesional scale of patients with ... Resolution of the C-12 hydroxyl enantiomers was carried out by high pressure liquid chromatography of their diastereomeric ... Stereochemical difference between 12-hydroxy-5,8,10,14-eicosatetraenoic acid in platelets and psoriatic lesions Biochem Biophys ... Stereochemical analysis of 12-hydroxy-5,8,10,14-eicosatetraenoic acid derived from the lesional scale of patients with ...
... hydroxy-5,8,10,14-eicosatetraenoic acid receptor in the Medical Dictionary? 12-(S)-hydroxy-5,8,10,14-eicosatetraenoic acid ... hydroxy-5,8,10,14-eicosatetraenoic acid receptor? Meaning of 12-(S)-hydroxy-5,8,10,14-eicosatetraenoic acid receptor medical ... What does 12-(S)-hydroxy-5,8,10,14-eicosatetraenoic acid receptor mean? ... hydroxy-5,8,10,14-eicosatetraenoic acid receptor) GPR31. A gene on chromosome 6q27 that encodes a G protein-coupled protein ...
8R-hydroxy-11R,12R-epoxy-5Z,9E,14Z-eicosatetraenoic acid (i.e. 8R-hydroxy,11R,12R-epoxy-hepoxilin A3 or 8R-OH,11R,12R-epoxy- ... and trihydroxy-eicosatetraenoic acids that possess R or S hydroxy and epoxy residues at various sites while 8R-hydroxy,11R,12R- ... 12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (12(S)-HETE or 12S-HETE), made by platelets, but also the later detected "R" ... hydroxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (also termed 12(R)-HETE or 12R-HETE) made by other tissues through their 12R- ...
13-eicosatetraenoic acid: potent & selective inhibitor of platelet lipoxygenase; RN given refers to cpd without isomeric ... Unsaturated Fatty Acids: 3881*Eicosanoids: 1470*Arachidonic Acids: 92*Hydroxyeicosatetraenoic Acids: 193*15-hydroxy-5,8,11,13- ... 13-eicosatetraenoic acid. Subscribe to New Research on 15-hydroxy-5,8,11,13-eicosatetraenoic acid ... Arachidonic Acids: 92*Hydroxyeicosatetraenoic Acids: 193*15-hydroxy-5,8,11,13-eicosatetraenoic acid: 107 ...
... by treating either tumor cells or platelets with the lipoxygenase inhibitors nordihydroguaiaretic acid or N-benzyl-N-hydroxy-5- ... hydroxyeicosatetraenoic acid (12(S)-HETE), a lipoxygenase metabolite of arachidonic acid, as well as by tumor cells (i.e., ... Additionally, 12(S)-HETE biosynthesis during tumor cell-endothelial cell adhesion was significantly enhanced by the addition of ... Enhanced endothelial cell retraction mediated by 12(S)-HETE: a proposed mechanism for the role of platelets in tumor cell ...
319 amino acids. Molecular mass:. 35075 Da. Quaternary structure:. No Data Available ... hydroxy-5,8,10,14-eicosatetraenoic acid receptor. Protein Accession:. O00270. Secondary Accessions: *B0M0K2 ... Among its related pathways are Signaling by GPCR and Free fatty acid receptors. Gene Ontology (GO) annotations related to this ... 1 4 5 6 A B C D E F G H I J K L M N O P Q R S T U V W X Y Z ... 8. MYC KDM6A TCF7 TGIF2 TEAD1 TBX3 ZSCAN9 KMT2B FOXA2 KAT7 ...
... eicosatetraenoic acid [12(S)-HETE] is formed from arachidonic acid by the enzyme 12-lipoxygenase (1, 2). Platelets, ... hydroxy-5,8,10,14-eicosatetraenoic acid [12(S)-HETE]. These binding sites have a cytosolic/nuclear localization and contain the ... 4C). Three C-terminal deletion mutants [SRC-1/AatII (amino acids 1-1,393), SRC-1/NheI (amino acids 1-947), and SRC-1/BamHI ( ... hydroxyeicosatetraenoic acid;. LLC,. Lewis lung carcinoma;. LXD,. domain having one LXXLL motif (X meaning any amino acid);. ...
e-f ) Periodic acid-Schiff staining of kidney section of PBS- (e) or vMIP-II-treated rats (f ). Sections were sampled on day 6 ... 1987) Single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction. Anal Biochem 162:156- ... tissues were stained with periodic acid-Schiff reagent. The number of crescentic glomeruli per 100 glomeruli of each rat was ... Figure 5 (a) Proteinuria (milligrams of urine protein per 24 h) and (b) serum creatinine levels (arbitrary units) in WKY rats ...
Eicosatetraenoic Acid in Aqueous Media ... Hydroxy-5,8,10,14-Eicosatetraenoic Acid Binding Sites in ... Comparison of Arachidonic Acid Metabolism by Normal, Pre-Cancerous and Neoplastic Epithelial Cell Lines of the Upper ... Bromoacetamido-Analogs of Indomethacin and Mefenamic Acid Affinity-Label Prostaglandin H2 Synthase at Two Sites ... The Three-Dimensional Structure of Soybean Lipoxygenase-1: An Arachidonic Acid 15-Lipoxygenase ...
Essential fatty acid deficiency reduces the inflammatory cell invasion in rabbit hydronephrosis resulting in suppression of the ... Essential fatty acid deficiency inhibits early but not late leukocyte infiltration in rabbit myocardial infarcts. ... Bronchopulmonary actions of 1-(1,2,3,4-tetrahydro-1-naphthylenyl)-1H-imidazole, nitric acid salt (LY150310), a substituted ... benzoic acid (LY293111), a novel leukotriene B4 receptor antagonist. ...
12S-HETE, 12S-hydroxy-5,8,10,14-eicosatetraenoic acid. Many recent studies support the hypothesis that inflammatory insults to ... 1). Arachidonic acid is then metabolized to 5-HpETE (5-hydroperoxyeicosatetraenoic acid) and, subsequently, to leukotriene A4 ... Generation of leukotrienes starts with the release of arachidonic acid from phospholipids by cPLA2 (cytosolic phospholipase A2 ... Prior studies have elucidated that metabolites of arachidonic acid, collectively known as the eicosanoids, are critical in the ...
... nonanoic acid, dithranol, and propylene glycol has been investigated. Patterns of epidermal damage were identified for each ... 1985) Cutaneous responses to 12 hydroxy - 5, 8, 10, 14 eicosatetraenoic acid (12 HETE) J Invest Dermatol 84: 537-541.PubMed ...
... hydroxy-8Z,10E,14Z-eicosatrienoic acid (Figure). Administration of dihomo-γ-linolenic acid or 12(S)-hydroxy-8Z,10E,14Z- ... 12S-hydroxy-8Z,10E,14Z-eicosatrienoic acid; 12-LOX, 12-lipoxygenase; AC, adenylyl cyclase; FCγR, Fcγ receptor; FXR, farnesoid X ... LOXs (lipoxygenases) are a family of enzymes that catalyze the oxygenation of polyunsaturated fatty acids that leads to the ... Membrane-potential-dependent inhibition of platelet adhesion to endothelial cells by epoxyeicosatrienoic acids. Arterioscler ...
Farr, R. S., 1970, The need to re-evaluate acetyl salicylic acid (aspirin), J. Allergy 45: 321-328.PubMedCrossRefGoogle Scholar ... Champion, R. H., and Lachmann, P. J., 1969, Hereditary angio-oedema treated with e-aminocaproic acid, Br. J. Dermatol 81: 763- ... Sheffer, A. L., Austen, K. F., and Rosen, F. S., 1972, Tranexamic acid therapy in hereditary angioneurotic edema, N. Engl. J. ... Pence, H. L., Evans, R., Guernsey, L. H., and Gerhard, R. C., 1974, Prophylactic use of epsilon aminocaproic acid for oral ...
4-hydroxy-3-(1-methylethyl)-phenoxy]-phenyl]-amino]-3-oxopropanoic acid)] in humans. In moderately overweight and ... The second interaction domain was present in the N-terminal part of SRC-1 (amino acids 1-221). This region has two LXXLL motifs ... Bile acid synthesis was stimulated without evidence of increased cholesterol production, indicating that KB2115 induced net ... A subsequent database search revealed that the amino acid sequence of a lysine-rich C-terminal segment of HP0508 is identical ...
... hydroxy-6E,8Z,11Z-eicosatrienoic acid (5-HETrE), 5-oxo-6,8,11-eicosatrienoic acid (5-oxo-ETrE), LTA3, and LTC3; since LTA3 ... Eicosapentaenoic acid[edit]. ALOX5 metabolizes the omega-3 fatty acid, Eicosapentaenoic acid (EPA, i.e. 4Z,8Z,11Z,14Z,17Z- ... Arachidonic acid[edit]. ALOX5 metabolizes the omega-6 fatty acid, Arachidonic acid (AA, i.e. 5Z,8Z,11Z,15Z-eicosatrienoic acid ... Docosahexaenoic acid[edit]. ALOX5 acts in series with ALOX15 to metabolize the omega 3 fatty acid, docosahexaenoic acid (DHA, i ...
... eicosatetraenoic acid.u TNF-α, tumor necrosis factor alpha.v IL-1β, interleukin 1 beta.. ... Several kinds of flavonoids (IR3G,19 Q3G,18 2S-2′,7-dihydroxy-6-methoxyflavanone, 2S-2′-hydroxy-6,7-dimethoxy-flavanone, and 2S ... β-D-Glucosidase activity in the disrupted cell suspensions of all ten probiotic strains were assayed by the degradation of ... 1-10 μM. Mouse BV-2 microglia. LPS/IFN-γ. NOa, phosphorylation of ERKg, JNKh, p38i, Aktj, JAK-1k, Tyk2l, and Srcm. 62. ...
... eicosatetraenoic Acid [12(R)-HETE], an Arachidonic Acid Derivative, Is an Activator of the Aryl Hydrocarbon Receptor ... Potent Activation of Large-Conductance Ca2+-Activated K+ Channels by the Diphenylurea 1,3-Bis-[2-hydroxy-5-(trifluoromethyl) ... The Orphan Transporter Rxt1/NTT4 (SLC6A17) Functions as a Synaptic Vesicle Amino Acid Transporter Selective for Proline, ... Dissecting the Role of Multiple Reductases in Bioactivation and Cytotoxicity of the Antitumor Agent 2,5-Diaziridinyl-3-( ...
... the same concentration of exogenous arachidonic acid was used for all experiments, (3) deuterated arachidonic acid was used to ... Volunteers were given 2 weeks of aspirin 81 mg daily, and the urinary metabolites of PGE2 (11α-hydroxy-9,15-dioxo-2,3,4,5- ... PRP was acidified to pH 6.4 with 0.15 mol/L citric acid, and centrifuged at 1,000 x g for 10 minutes at room temperature. The ... Prevention of NNK-induced lung tumorigenesis in A/J mice by acetylsalicylic acid and NS-398. Cancer Res 1998;58:5354-60. ...
... eicosatetraenoic acid; LTD4 and LTC4 did not displace the ligand in concentrations up to 50 microM. The binding was inhibited ... The relative potencies of LTB4 analogs to displace the tritiated ligand were LTB4 greater than 20-hydroxy-LTB4 much greater ... than 20-carboxy-LTB4 greater than 12-(S)hydroxy-5,8,10,14(Z,Z,E,Z)- ...
Increased concentrations of nonesterified arachidonic acid, 12L-hydroxy-5,8,10,14-eicosatetraenoic acid, prostaglandin E2, and ... and are based upon the fatty acid arachidonic acid. ... 9,11,15-Trihydroxyprosta-5Z,13E-dien-1-Oic acid. HMDB. 9a,11a, ... 9alpha,11alpha,15)-Trihydroxyprosta-(5Z,13E)-dien-1-Oic acid. HMDB. 7-[3,5-Dihydroxy-2-(3-hydroxy-1-octenyl)cyclopentyl]-5- ... These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, ...
Its 15(R) enantiomer is designated 15(R)-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid. Z and E give the cis-trans isomerism ... 13E-eicosatetraenoic acid (15(R)-HpETE). Human cells release arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) from ... can be further metabolized to 15-oxo-eicosatetraenoic acid (15-oxo-ETE), 5S,15S-dihydroxy-eicosatetraenoic acid (5(S),15(S)- ... hydroxy-5Z,8Z,10E,13E-eicosatetraenoic acid (i.e. Eoxin C4 or EXC4) by leukotriene C4 synthase. EXC4 contains glutathione (i.e ...
... hydroxy-5,8,10,14-eicosatetraenoic acid is a more potent neutrophil chemoattractant than the 12(R) epimer in the rat cornea, ... Isenberg KE, Ukhun IA, Holstad SG, Jafri S, Uchida I, Zorumski CF, Yang J, Partial cDNA cloning and NGF regulation of a rat 5- ... FASEB Journal,10, A163, 1996.. Jafri MS and Weinreich D, Characterization of a novel hyperpolarizing response to substance P in ... Ukhun IA, Holstad SG, Jafri S, Uchida I, Yang J, Isenberg KE, NGF regulation 5-HT3 receptor expression, Society for ...
12-Hydroxy-5,8,10,14-eicosatetraenoic Acid. Code System Preferred Concept Name. 12-Hydroxy-5,8,10,14-eicosatetraenoic Acid ( ...
Hydroxyeicosatetraenoic acid downregulates monocyte-derived macrophage efferocytosis: New insights in atherosclerosis. Manega, ... Marenzi, G., Cosentino, N. & Bartorelli, A. L., Nov 1 2015, In : Heart. 101, 22, p. 1778-1785 8 p.. Research output: ... Marenzi, G., Morpurgo, M. & Agostoni, P., Apr 1 2015, In : American Journal of Cardiovascular Drugs. 15, 2, p. 103-112 10 p.. ... Marenzi, G. & Paino, R., Mar 1 2015, In : Giornale Italiano di Cardiologia. 16, 3, p. 129-133 5 p.. Research output: ...
Zhao, J., Mysona, B. A., Wang, J., Gonsalvez, G. B., Smith, S. B. & Bollinger, K. E., Sep 2017, In : PloS one. 12, 9, e0184421. ... Lee, H., Smith, S. B., Sheu, S. S. & Yoon, Y., May 8 2020, In : Journal of Biological Chemistry. 295, 19, p. 6543-6560 18 p.. ... Xiao, H., Wang, J., Saul, A. & Smith, S. B., Mar 2020, In : Investigative Ophthalmology and Visual Science. 61, 3, 5.. Research ... Porter, M. R., Xiao, H., Wang, J., Smith, S. B. & Topczewski, J. J., Oct 10 2019, In : ACS Medicinal Chemistry Letters. 10, 10 ...
Glandon, D., Paina, L., Alonge, O., Peters, D. H. & Bennett, S., Dec 1 2017, In : Health policy and planning. 32, 10, p. 1457- ... Eke, A., Sheffield, J. & Graham, E. M., Mar 1 2019, In : Obstetrics and gynecology. 133, 3, p. 468-475 8 p.. Research output: ... Malayeri, A. A., Zimmerman, S. L., Lake, S. T., Fishman, E. K. & Johnson, P. T., Oct 1 2014, In : Emergency Radiology. 21, 5, p ... Cho, S. J., Ning, M., Zhang, Y., Rubin, L. H. & Jeong, H., Sep 1 2016, In : Acta Pharmaceutica Sinica B. 6, 5, p. 504-509 6 p. ...
For example, non-natural amino acids can be added to the protein expression to realize the complex modification process that is ... hydroxy-5,8,10,14-eicosatetraenoic acid receptor(GPR31). CSB-CF009802HU. in vitro E.coli expression system. ... Recombinant Serpentine receptor class XA 10(srxa-10). CSB-CF330368CXY. in vitro E.coli expression system. ...
Other pathways with related metabolite pairs include amino acid metabolism, lipid metabolism, bile acid metabolism, and ... including a variety of hydroxy-arachidonate variants (HETEs). These variants have the chemical formula C20H32O3 with a ... 2009) Plasma acylcarnitine profiles suggest incomplete long-chain fatty acid beta-oxidation and altered tricarboxylic acid ... Confirmation of 2-O-methyl ascorbic acid as the product from the enzymatic methylation of L-ascorbic acid by catechol-O- ...
  • In humans, Arachidonate 12-lipoxygenase (12-LO, 12-LOX, ALO12, or platelet type 12-lipoxygenase) is encoded by the ALOX12 gene and expressed primarily in platelets and skin. (wikipedia.org)
  • Mice also express an epidermal type 15-lipoxygenase (e-12LO) which has 50.8% amino acid sequence identity to human 15-LOX-2 and 49.3% sequence indetity to mouse Arachidonate 8-lipoxygenase. (wikipedia.org)
  • Arachidonate 5-lipoxygenase , also known as ALOX5 , 5-lipoxygenase , 5-LOX , or 5-LO , is a non- heme iron-containing enzyme (EC 1.13.11.34) that in humans is encoded by the ALOX5 gene . (wikipedia.org)
  • [5] Arachidonate 5-lipoxygenase is a member of the lipoxygenase family of enzymes. (wikipedia.org)
  • 5(S),12(S)-DihydroperoxyETE ( 5(S),12(S)-diHPETE ) is formed from either 12(S)-HPETE or 5(S)-HPETE by action of ALOX5 [ 14 ] or Arachidonate 15-lipoxygenase ( ALOX15) [ 15 ], respectively. (bio-rad.com)
  • Unlike hormones which are secreted by cells, travel in the circulation to alter the behavior of distant cells, and thereby act as Endocrine signalling agents, these arachidonic acid metabolites act locally as Autocrine signalling and/or Paracrine signaling agents to regulate the behavior of their cells of origin or of nearby cells, respectively. (wikipedia.org)
  • Prior studies have elucidated that metabolites of arachidonic acid, collectively known as the eicosanoids, are critical in the pathogenesis of chronic inflammatory states such as in asthma, arthritis, and colitis ( 17 - 19 ). (diabetesjournals.org)
  • 5-Lipoxygenase metabolites of arachidonic acid, the leukotrienes, play a role in these inflammatory processes. (diabetesjournals.org)
  • Both of these metabolites, depending on the cell type which forms them, can be further metabolized to 15-oxo-eicosatetraenoic acid (15-oxo-ETE), 5S,15S-dihydroxy-eicosatetraenoic acid (5(S),15(S)-diHETE), 5-oxo-15(S)-hydroxyeicosatetraenoic acid (5-oxo-15(S)-HETE, a subset of specialized pro-resolving mediators viz. (wikipedia.org)
  • It therefore forms linoleic acid metabolites (e.g. 13-hydoxyperoxy/hydroxy-octadecadienoic and 9-hydroperoxy/hydroxyl-octadecadienoic acids) in greater amounts than 15(S)-HpETE and 15(S)-HETE. (wikipedia.org)
  • Cultured M2 macrophages metabolized externally added [ 14 C]12(S)-HETE into more polar metabolites, while M1 macrophages had little effect on the catabolism. (elsevier.com)
  • The identified 12,19-dihydroxy-5,8,10,14-eicosatetraenoic acid and 8-hydroxy-6,10-hexadecadienoic acid metabolites were tested on abdominal aortic rings for biological activity. (elsevier.com)
  • While 12(S)-HETE enhanced vasocon-strictions to angiotensin II from 15% to 25%, the metabolites did not. (elsevier.com)
  • However, some LPS induced phenomena require the presence of arachidonic acid metabolites, e.g., the LPS-induced production of collagenase (1) and the release of interleukin 1 (5). (springer.com)
  • Primary Biochemical Outcome: To evaluate the effects of the H3-L6 and L3-H6 Diet on circulating fatty acids and bioactive metabolites. (clinicaltrials.gov)
  • All study participants will have blood drawn 3 times during the 16-week study for analysis of circulating fatty acids and their bioactive metabolites. (clinicaltrials.gov)
  • It was first found as a product of arachidonic acid metabolism made by human and bovine platelets through their 12S-lipoxygenase (i.e. (wikipedia.org)
  • during this metabolism, however, ALOX15 also forms 12(S)-HpETE as a minor product. (wikipedia.org)
  • Recent studies indicate that the metabolism by ALOXE3 of the R stereoisomer of 12-HpETE made by ALOX12B and therefore possibly the S stereoisomer of 12-HpETE made by ALOX12 or ALOX15 is responsible for forming various hepoxilins in the epidermis of human and mouse skin and tongue and possibly other tissues. (wikipedia.org)
  • The enzyme possesses two catalytic activities as illustrated by its metabolism of arachidonic acid . (wikipedia.org)
  • Both stereoisomers may also be formed as result of the metabolism of arachidonic acid by cellular microsomes or as a result of arachidonic acid auto-oxidation. (wikipedia.org)
  • 5-HETE is an intermediate in arachidonic acid metabolism. (hmdb.ca)
  • 15-Hydroperoxyeicosapentaenoic acid inhibits arachidonic acid metabolism in rabbit platelets more potently than eicosapentaenoic acid. (naver.com)
  • DAF-12 is an orphan nuclear hormone receptor that regulates dauer larva diapause, reproductive development, fat metabolism, and life. (biomol.com)
  • The arachidonic acid (AA) cascade produces eicosanoids, such as prostaglandins (PGs), that regulate physiological and pathological functions. (pnas.org)
  • Sub-primate mammals, such as the mouse, rat, rabbit, cow, and pig, express platelet type 12-lipoxygenase but also a leukocyte type 12-lipoxygenase (also termed 12/15-lipoxygenase, 12/15-LOX or 12/15-LO) which is an ortholog of, and metabolically equivalent to, human 15-LO-1 in that it forms predominantly 15(S)-HpETE with 12(S)-HpETE as a minor product. (wikipedia.org)
  • Sub-human primates, although not extensively examined, appear to have 12-lipoxygenase expression patterns that resemble those of sub-primate mammals or humans depending on the closeness of there genetic relateness to these species. (wikipedia.org)
  • The integrity of cultured microvascular endothelial cell (CD3 cells) monolayers was perturbed by 12[S]-hydroxyeicosatetraenoic acid (12(S)-HETE), a lipoxygenase metabolite of arachidonic acid, as well as by tumor cells (i.e. (nih.gov)
  • Platelet-enhanced, tumor cell-induced endothelial cell retraction was inhibited by treating either tumor cells or platelets with the lipoxygenase inhibitors nordihydroguaiaretic acid or N-benzyl-N-hydroxy-5-phenylpentanamide (BHPP) as well as by PGI2 or its analogs iloprost and ZK96.480 (cicaprost), but not by the cyclooxygenase inhibitor aspirin (ASA). (nih.gov)
  • The eicosanoid 12( S )-hydroxy-5,8,10,14-( Z , Z , E , Z )-eicosatetraenoic acid [12( S )-HETE] is formed from arachidonic acid by the enzyme 12-lipoxygenase ( 1 , 2 ). (pnas.org)
  • RESEARCH DESIGN AND METHODS- Wild-type mice, 5-lipoxygenase-deficient mice, and 12/15-lipoxygenase-deficient mice were assessed 1 ) after 9 months of diabetes for retinal histopathology and leukotriene receptor expression and 2 ) after 3 months of diabetes for leukostasis and retinal superoxide generation. (diabetesjournals.org)
  • The vascular histopathology was significantly inhibited in 5-lipoxygenase-deficient mice, but not in 12/15-lipoxygenase-deficient mice. (diabetesjournals.org)
  • Retinas from diabetic wild-type mice were enriched with receptors for the 5-lipoxygenase metabolite leukotriene B 4 . (diabetesjournals.org)
  • Diabetes-induced histological and biochemical alterations were significantly reduced in 5-lipoxygenase-deficient mice, but not 12/15-lipoxygenase-deficient mice. (diabetesjournals.org)
  • CONCLUSIONS- 5-Lipoxygenase represents a novel pathway for therapeutic intervention of diabetic retinopathy. (diabetesjournals.org)
  • Arachidonic acid is then metabolized to 5-HpETE (5-hydroperoxyeicosatetraenoic acid) and, subsequently, to leukotriene A 4 by 5-lipoxygenase, predominantly present in white blood cells. (diabetesjournals.org)
  • N-acylphosphatidylethanolamine-specific phospholipase D and 12-lipoxygenase, two proposed endovanilloid biosynthesizing enzymes, were co-expressed with TRPV1 in the SC at P14 and P28. (nih.gov)
  • 12/15-Lipoxygenase (12/15-LO) and its enzymatic products 12(S)- and 15(S)-hydroxyeicosatetraenoic acid (HETE) are essential in the process since disruption of the gene encoding 12/15-LO renders the mice unsusceptible to hypertension. (elsevier.com)
  • To understand the role of human 15-lipoxygenase 1 (15-LOX1) in vascular wall remodeling, we have studied the effect of the major 15-LOX1 metabolite of arachidonic acid, 15(S)-hydroxyeicosatetraenoic acid (15(S)-HETE), on vascular smooth muscle cell (VSMC) migration both in vitro and in vivo. (elsevier.com)
  • However, in EAE lesions, the PGE 2 pathway is favored and the PGD 2 , PGI 2 , and 5-lipoxygenase pathways are attenuated. (pnas.org)
  • Inhibition of lipoxygenase (LO) enzymes significantly reduced both Ang II- and AA-stimulated I K , and the 12-LO metabolite of AA 12 S -hydroxyeicosatetraenoic acid (12 S -HETE) stimulated I K . These data indicate the involvement of a PLA 2 , AA, and LO metabolite intracellular pathway in the AT 2 receptor-mediated stimulation of neuronal I K by Ang II. (jneurosci.org)
  • In order to determine the possible role of cyclooxygenases and lipoxygenases in the activation of macrophages by LPS, the effects of several inhibitors of these enzymes on the binding and uptake of zymosan particles by macrophages primed with LPS was investigated and a lipoxygenase product, 13-hydroxyoctadecadienoic acid (13-HODD) was isolated from activated cells. (springer.com)
  • The eicosanoid hepoxilin A 3 , an endogenous product of 12-lipoxygenase activity, is secreted from the apical surface of the epithelial barrier and establishes a chemotactic gradient to guide neutrophils from the submucosa across epithelia to the luminal site of an inflammatory stimulus, the final step in neutrophil recruitment. (jimmunol.org)
  • 14(S)-HDHA is an oxygenation product formed by 12-lipoxygenase (12-LO) or 15-LO processing of docosahexaenoic acid (DHA, Cay-90310). (biomol.com)
  • Additionally, 12(S)-HETE biosynthesis during tumor cell-endothelial cell adhesion was significantly enhanced by the addition of homologous platelets. (nih.gov)
  • Collectively, these results suggest that tumor cell-platelet-endothelial cell interactions lead to enhanced biosynthesis of 12(S)-HETE by tumor cells and/or platelets, which in turn induces endothelial cell retraction, thus facilitating tumor cell extravasation and metastasis. (nih.gov)
  • 12-(S)-HETE is an arachidonic acid metabolite secreted by platelets and tumor cells, and known to induce endothelial cells retraction allowing invasive cell access to the subendothelial matrix, which is a critical step for extravasation or metastasis. (genecards.org)
  • Some cell types (e.g. platelets) metabolize arachidonic acid to the stereoisomer of 15(S)-HpETE, 15(R)-HpETE. (wikipedia.org)
  • 12-Hydroxyeicosatetraenoic acid (12-HETE) is a derivative of the 20 carbon polyunsaturated fatty acid, arachidonic acid, containing a Hydroxyl residue at carbon 12 and a 5Z,8Z,10E,14Z Cis-trans isomerism configuration (Z=cis, E=trans) in its four double bonds. (wikipedia.org)
  • Among its related pathways are Signaling by GPCR and Free fatty acid receptors . (genecards.org)
  • Consuming oils rich in n-6 and n-3 fatty acids can alter the fatty acid composition and eicosanoid content of the epidermis . (oregonstate.edu)
  • By systematically introducing oils with defined fatty acid combinations in rescue diets, it was determined that oils rich in certain polyunsaturated fatty acids (corn oil, linseed oil) could completely reverse the skin defects in the deficient animals, while oils containing only saturated fatty acids (coconut oil, butter) were ineffectual. (oregonstate.edu)
  • Similarly, essential fatty acid deficiency (EFAD) in humans clinically manifests as dermatitis (scaling and dryness of the skin) and increased TEWL (3, 4) . (oregonstate.edu)
  • The skin abnormalities associated with EFAD have prompted scientists to investigate the effect of essential fatty acid (EFA) supplementation, both topically and through diet, on skin health. (oregonstate.edu)
  • EFAs are a type of polyunsaturated fatty acid (PUFA) that cannot be synthesized in our bodies and must therefore be obtained from the diet. (oregonstate.edu)
  • Any fatty acid carrying one or more hydroxy substituents. (ebi.ac.uk)
  • Fatty acids are frequently represented by a notation such as C18:2 that indicates that the fatty acid consists of an 18-carbon chain and 2 double bonds. (scientificpsychic.com)
  • Although this could refer to any of several possible fatty acid isomers with this chemical composition, it implies the naturally-occurring fatty acid with these characteristics, i.e., linoleic acid. (scientificpsychic.com)
  • A C20 hydroxy fatty acid having (5S)-, (14R)- and (15R)-hydroxy groups as well as (6E)- (8Z)-, (10E)- and (12E)-double bonds. (zfin.org)
  • Use of polyunsaturated fatty acid derivatives as medicaments or functional foods. (patentsencyclopedia.com)
  • The present invention relates to the use of 1,2-fatty acid derivatives in the treatment or prevention of common diseases whose etiology is based on alterations (of any type) of the cell membrane lipids, for example, changes in levels, in the composition or in the structure of these lipids. (patentsencyclopedia.com)
  • 14(15)-DiHETE is an oxylipin and a metabolite of the omega-3 fatty acid eicosapentaenoic acid (EPA, Cay-90110, Cay-90110.1, Cay-21908). (biomol.com)
  • The initial 12(S)-HpETE and 12(R)-HpETE products, regardless of their pathway of formation, are rapidly reduced to 12(S)-HETE and 12(R)-HETE, respectively, by ubiquitous cellular peroxidases, including in particular Glutathione peroxidases or, alternatively, are further metabolized as described below. (wikipedia.org)
  • Mouse e-12LO metabolizes arachidonic acid predominantly to 12(S)-HETE and to a lesser extent 15(S)-HETE. (wikipedia.org)
  • Tumor cells, upon adhesion to endothelium, initiated 12(S)-HETE biosynthesis, which was inhibited by pretreating tumor cells with BHPP but not with ASA. (nih.gov)
  • Lewis lung carcinoma cells contain specific high-affinity binding sites for the eicosanoid 12( S )-hydroxy-5,8,10,14-eicosatetraenoic acid [12( S )-HETE]. (pnas.org)
  • In this report, we present data showing that the 50-kDa 12( S )-HETE binding protein interacts as a homodimer with steroid receptor coactivator-1 (SRC-1) in the presence of 12( S )-HETE. (pnas.org)
  • Glutathione S -transferase (GST) pulldown experiments and far Western analyses demonstrated that the N-terminal region of SRC-1 (amino acids 1-212) alone does not bind the 50-kDa 12( S )-HETE binding protein, whereas GST/ΔSRC-1 1-1138 ligand-dependently pulled down a protein of ≈50 kDa in size. (pnas.org)
  • Our results suggest that the 50-kDa 12( S )-HETE binding protein is a receptor that may signal through interaction with a nuclear receptor coactivator protein. (pnas.org)
  • 12( S )-HETE binds specifically and with high affinity to LLC cells ( 9 ). (pnas.org)
  • Two heat shock proteins, hsp70 and hsp90, were detected as substoichiometric components of this complex, and addition of ATP caused the 650-kDa complex to dissociate into a 50-kDa 12( S )-HETE binding subunit ( 11 , 12 ). (pnas.org)
  • 1985) Cutaneous responses to 12 hydroxy - 5, 8, 10, 14 eicosatetraenoic acid (12 HETE) J Invest Dermatol 84: 537-541. (springer.com)
  • 15-Hydroxyeicosatetraenoic acid (also termed 15-HETE, 15(S)-HETE, and 15S-HETE) is an eicosanoid, i.e. a metabolite of arachidonic acid. (wikipedia.org)
  • Cycloxygenase: Cells can use prostaglandin-endoperoxide synthase 1 (i.e. cyclooxygenenase-1 or COX-1) and Prostaglandin-endoperoxide synthase 2 (COX-2) to metabolize arachidonic acid primarily to prostaglandins but also to small amounts of 11(R)-HETE and a racemic mixture of 15-HETEs composed of ~22% 15(R)-HETE and ~78% 15(S)-HETE. (wikipedia.org)
  • The objective was to test the hypothesis that M2 macrophages catabolize 12(S)-HETE into products that are incapable of promoting vasoconstriction. (elsevier.com)
  • These results indicate that M2, but not M1, macrophages degrade 12(S)-HETE into products that no longer enhance the angiotensin II-induced vascular constriction, supporting a possible antihypertensive role of M2 macrophages. (elsevier.com)
  • Among 5(S)-HETE, 12(S)-HETE, and 15(S)-HETE, 15(S)-HETE potentially stimulated more vascular smooth muscle cell (VSMC) migration. (elsevier.com)
  • Rat carotid arteries that were subjected to balloon injury and transduced with Ad-15-LOX1 upon exposure to [ 3 H]arachidonic acid ex vivo produced 15-HETE as a major eicosanoid and enhanced balloon injury-induced expression of MCP-1 in smooth muscle cells in Src and STAT-3-dependent manner in vivo. (elsevier.com)
  • In this study, we demonstrate that levels of BLT2, a low-affinity leukotriene B 4 receptor, and its ligands (LTB 4 and 12(S)-HETE) are greatly increased by UVB irradiation and are responsible for the UVB-induced ROS generation in human keratinocytes. (elsevier.com)
  • Tumour cell intravasation through lymphendothelial monolayers was measured and potential causal mechanisms were investigated analysing NF-κB- and cytochrome P450 activity, and 12(S)-HETE production.Lobatin B inhibited the expression of NPM/ALK, JunB and PDGF-Rβ, and attenuated proliferation of ALCL cells by arresting them in late M phase. (elsevier.com)
  • 5-hydroxyeicosatetraenoic acid (5-HETE) is an endogenous eicosanoid. (hmdb.ca)
  • The rats were treated with N-methylsulfonyl-12,12-dibromododec-11-enamide to inhibit 20-HETE formation and/or with N-cyclohexyl-N-dodecyl urea to inhibit soluble epoxide hydrolase and prevent degradation of EETs. (curehunter.com)
  • Although cyclooxygenase-2 (COX-2) and its product, prostaglandin E2 ( PGE2 ), have been associated with UVB-induced signaling to MMP expression, very little are known about the roles of lipoxygenases and their products, especially leukotriene B4 ( LTB4 ) and 12(S)-hydroxyeicosatetraenoic acid (12(S)- HETE ), in MMP-1 expression in skin keratinocytes . (bvsalud.org)
  • In the present study, we demonstrate that BLT2, a cell surface receptor for LTB4 and 12(S)- HETE , plays a critical role in UVB-mediated MMP-1 upregulation in human HaCaT keratinocytes . (bvsalud.org)
  • Furthermore, the demonstration that inhibition of PP-2A abolished the stimulatory effects of Ang II, AA, and 12 S -HETE on neuronal I K but did not alter Ang II-stimulated [ 3 H]-AA release suggests that PP-2A is a distal event in this pathway. (jneurosci.org)
  • In a rat model of OA, joint levels of an endogenous ligand for TRPV1, 12-hydroxy-eicosatetraenoic acid (12-HETE), were quantified using liquid chromatography-tandem mass spectrometry (LC-MS/MS). Effects of peripheral administration of the TRPV1 receptor antagonist JNJ-17203212 on afferent fibre activity, pain behaviour and core body temperature were investigated. (bmj.com)
  • In a model of OA pain, we report increased joint levels of 12-HETE, and the sensitisation of joint afferent neurones to mechanical stimulation of the knee. (bmj.com)
  • 20-Hydroxyeicosatetraenoic acid , also known as 20-HETE or 20-hydroxy-5 Z ,8 Z ,11 Z ,14 Z -eicosatetraenoic acid, is an eicosanoid metabolite of arachidonic acid that has a wide range of effects on the vascular system including the regulation of vascular tone, blood flow to specific organs, sodium and fluid transport in the kidney, and vascular pathway remodeling. (alchetron.com)
  • A subset of Cytochrome P450 (CYP450) microsome-bound ω-hydroxylases, the Cytochrome P450 omega hydroxylases, metabolize arachidonic acid to 20-HETE by an omega oxidation reaction. (alchetron.com)
  • Among this superfamily, certain members of the CYP4A and CYP4F subfamilies in the CYP4 family are considered predominant cytochrome P450 enzymes that are responsible in most tissues for forming 20-HETE and, concurrently, smaller amounts of 19-hydroxy-5 Z ,8 Z ,11 Z ,14 Z -eicosatetraenoic acid (19-HETE). (alchetron.com)
  • However, CYP2U1 may also contribute to the production of these two HETEs and CYP4F8 can metabolize arachidonic acid to 19-HETE while forming little or no 20-HETE. (alchetron.com)
  • Human CYP4Z1, which is expressed in a limited range of tissues such as human breast and ovary, may also metabolize arachidonic acid to 20-HETE while human CYP4A22, once considered as contributing to 20-HETE production, is now regarded as being metabolically inactive. (alchetron.com)
  • The following fatty acids will be measured in each blood sample (ng or pg per mL): 17-hydroxy-DHA (docosahexaenoic acid), 18-Hydroxy-EPA (eicosapentaenoic acid), 9-HODE (hydroxyl-octadecadienoic acid), 13-ODE (octadecadienoic acid), 5-HETE (hydroxyl-eicosatetraenoic acid), 8-HETE, 9-HETE, 11-HETE. (clinicaltrials.gov)
  • Prostaglandins Leukotrienes and Essential Fatty Acids. (edu.au)
  • Membrane lipids have been identified as autoantigens in MS and EAE pathologies ( 5 ). (pnas.org)
  • 14. The compound of claim 13, wherein said disease or condition comprises alterations of cell membrane lipids selected from the group consisting of structural alterations, functional alterations, composition alterations, and combinations thereof. (patentsencyclopedia.com)
  • 3H]12-KETE is formed from endogenous lipid stores in nervous tissue, labeled with [3H]arachidonic acid upon stimulation by application of histamine. (hmdb.ca)
  • Generation of leukotrienes starts with the release of arachidonic acid from phospholipids by cPLA 2 (cytosolic phospholipase A 2 ) ( Fig. 1 ). (diabetesjournals.org)
  • It transforms essential fatty acids ( EFA ) substrates into leukotrienes as well as a wide range of other biologically active products. (wikipedia.org)
  • ALOX5 products, particularly 5-hydroxyeicosatetraenoic acid and 5-oxo-eicosatetraenoic acid , promote the proliferation of these ALOX5 aberrantly expressing tumor cell lines suggesting that ALOX5 acts as a pro-malignancy factor for them and by extension their parent tumors. (wikipedia.org)
  • This compound belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. (hmdb.ca)
  • Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates hypertension and hypertension-induced end-organ damage in Ren-2 transgenic rats. (curehunter.com)
  • One of these (amino acids 701-781) was within the nuclear receptor interaction domain in SRC-1 required for binding of various steroid and thyroid hormone receptors. (pnas.org)
  • Steroid receptor coactivator-1 (SRC-1) is recruited by several nuclear receptors, e.g., the estrogen, glucocorticoid, progesterone, peroxisome proliferator-activated, thyroid hormone, and the 9- cis retinoic acid receptor, RXR ( 15 ). (pnas.org)
  • The main function of the dermis, which consists mostly of collagen and elastin, is to provide physical and nutritional support to the epidermis (5) (see the article on Micronutrients and Skin Health ). (oregonstate.edu)
  • However this enzyme has a preference for metabolizing linoleic acid rather than arachidonic acid. (wikipedia.org)
  • -CH=CH-CH=CH- ). The term "conjugated linoleic acid" (CLA) refers to several C18:2 linoleic acid variants such as 9,11-CLA and 10,12-CLA which correspond to 9,11-octadecadienoic acid and 10,12-octadecadienoic acid. (scientificpsychic.com)
  • The strongest drivers were the cytochrome P450-derived epoxide products of linoleic acid (leukotoxins) and their corresponding soluble epoxide hydrolase (sEH)-derived products (leukotoxin-diols). (ersjournals.com)
  • The binding sites are predominantly cytosolic/nuclear and the cytosolic sites occur in a protein complex of high apparent molecular mass, ≈ 650 kDa ( 10 ). (pnas.org)
  • One such viral protein, vMIP-II, encoded by human herpesvirus 8, has been identified with in vitro antagonistic activities against CC and CXC chemokine receptors. (rupress.org)
  • The ALOX5 gene, which occupies 71.9 kilo base pairs (kb) on chromosome 10 (all other human lipoxygenases are clustered together on chromosome 17), is composed of 14 exons divided by 13 introns encoding the mature 78 kilodalton (kD) ALOX5 protein consisting of 673 amino acids. (wikipedia.org)
  • Human ALOX5 is a soluble, monomeric protein consisting of 673 amino acids with a molecular weight of ~78 kDa . (wikipedia.org)
  • Celecoxib significantly reduced plasma c-reactive protein and interleukin-6 mRNA and protein and increased 15(S)-hydroxy-eicosatetraenoic acid levels in bronchoalveolar lavage (BAL) samples. (aacrjournals.org)
  • It is converted from 5(S)-HPETE via the enzyme glutathione peroxidase (EC 1.11.1.9)and then converted to 5-OxoETE. (hmdb.ca)
  • Resolution of the C-12 hydroxyl enantiomers was carried out by high pressure liquid chromatography of their diastereomeric methyl ester dehydroabietyl urethane derivatives. (nih.gov)
  • The composition of surface wax varies greatly among plant species, although the most common major components are longer-chain hydrocarbons and their oxygenated derivatives, namely primary and secondary alcohols, ketones, fatty acids, aldehydes, and esters. (plantphysiol.org)
  • Blockade of TRPV1 with the selective antagonist 5'-iodo-resiniferatoxin prevented the induction of LTD (98 +/- 4% of control values), but did not cause its reversal if LTD was already established. (nih.gov)
  • 5) Wang JW, Rambaldi A, Biondi A, Chen ZG, Sanderson CJ and Montovani A : Recombinant human interleukin 5 is a selective eosinophil chemoattractant. (okayama-u.ac.jp)
  • HO 2 ) residue to arachidonic acid (i.e. 5 Z ,8 Z ,11 Z ,14 Z -eicosatetraenoic acid) at carbon 5 of its 1,4 diene group (i.e. its 5 Z ,8 Z double bonds) to form 5 (S) -hydroperoxy-6 E ,8 Z ,11 Z ,14 Z -eicosatetraenoic acid (i.e. 5 S -HpETE). (wikipedia.org)
  • In this terminology S refers to the absolute configuration of the chirality of the hydroxy functional group at carbon position 15. (wikipedia.org)
  • Z and E give the cis-trans isomerism about each double bond moiety at carbon positions 5, 8, 11, and 13 with Z indicating cis and E indicating trans isomerism. (wikipedia.org)
  • Fatty acids consist of the elements carbon ( C ), hydrogen ( H ) and oxygen ( O ) arranged as a carbon chain skeleton with a carboxyl group ( -COOH ) at one end. (scientificpsychic.com)
  • Saturated fatty acids (SFAs) have all the hydrogen that the carbon atoms can hold, and therefore, have no double bonds between the carbons. (scientificpsychic.com)
  • Thus, "9,12-octadecadienoic acid" indicates that there is an 18-carbon chain (octa deca) with two double bonds (di en) located at carbons 9 and 12, with carbon 1 constituting a carboxyl group (oic acid). (scientificpsychic.com)
  • These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. (hmdb.ca)
  • A consensus motif (LXXLL, where X is any amino acid) in SRC-1 and related proteins, which is necessary and sufficient for interaction with nuclear receptors, has been identified ( 16 ). (pnas.org)
  • In this review we will discuss the benefits of diets enriched in virgin olive oil, whose effects are probably due not only to its oleic acid content but also to its other potentially health-promoting components. (isharonline.org)
  • Human cells release arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) from its storage site in phospholipids by reactions that involve phospholipase C and/or lipase enzymes. (wikipedia.org)
  • Due to their eicosanoid-modulating property, it was suggested that the spices may serve to provide clues to drugs directed to arachidonic acid (AA) pathway enzymes as pharmacological targets. (isharonline.org)
  • The second interaction domain was present in the N-terminal part of SRC-1 (amino acids 1-221). (pnas.org)
  • RNase A mutants were created in which all natural amino acids were substituted for Thr45 or Phe120, two residues of the B1 subsite. (augmentin2020.site)
  • The availability of serine and glycine, two nutritionally non-essential amino acids, is altered in humans with these pathologies and these amino acids have been shown to influence the proliferative state of non-muscle cells. (bvsalud.org)
  • Activation of TRPV1 with resiniferatoxin also reduced field potential amplitude to 84 +/- 8% of control values. (nih.gov)
  • 8R-hydroxy,11R,12R-epoxy-hepoxilin A3 is further metabolized by soluble Epoxide hydrolase 2 (sEH) to 8R,11R,12R-trihydroxy-5Z,9E,14Z-eicosatetraenoic acid. (wikipedia.org)
  • 8 R -hydroxy,11 R ,12 R -epoxy-hepoxilin A3 is further metabolized by soluble Epoxide hydrolase 2 (sEH) to 8 R ,11 R ,12 R -trihydroxy-5 Z ,9 E ,14 Z -eicosatetraenoic acid. (alchetron.com)
  • It is formed via cytochrome P450-mediated epoxidation of EPA to (±)14(15)-EpETE (Cay-10173), followed by conversion of the epoxide to a diol by soluble epoxide hydrolase. (biomol.com)
  • Ki-67 is a proliferation marker expressed in all phases of the cell cycle except in resting cells ( 5 ). (aacrjournals.org)
  • Ample preclinical data suggest that the cyclooxygenase-2 (COX-2)/prostaglandin E2 (PGE 2 ) signaling pathway plays a pivotal role in the development of malignant cells ( 8 ). (aacrjournals.org)
  • In L14 and L10 cells, identified neurons in the abdominal ganglion, applications of 12-KETE elicit changes in membrane potential similar to those evoked by histamine. (hmdb.ca)
  • The inflammation might damage retinal capillaries through the generation of reactive oxygen species, occlusion of vessels by leukostasis, promotion of retinal vascular leakage, and induction of endothelial cell death ( 1 , 14 - 16 ). (diabetesjournals.org)
  • The 'psoriasis derived" compound was shown to be stereochemically distinct from the platelet 12(S)-enantiomer as its derivative co-chromatographed with the 12(R)-diastereomer. (nih.gov)
  • Similar clinical syndromes may occur after direct nonimmunological mast cell degranulation or in association with abnormalities of the complement pathways or the arachidonic acid-prostaglandin systems. (springer.com)
  • The freed arachidonic acid is then converted to 15-hydroperoxy/hydroxy products by one or more of the following five pathways. (wikipedia.org)
  • 15-LOX-2 also differs from 15-LOX-1 in that it does not make 12(S)-HpETE or the leukotriene A4 isomer cited above. (wikipedia.org)
  • These R,S stereoisomers differ only in having their hydroxy residue in opposite orientations. (wikipedia.org)
  • Nuclear receptors are ligand-dependent transcription factors that bind as dimers to specific DNA sequences in promoter regions of target genes ( 13 , 14 ). (pnas.org)
  • Here, we determined that Ang II stimulates [ 3 H]arachidonic acid (AA) release from cultured neurons via AT 2 receptors. (jneurosci.org)
  • 12-KETE was identified in incubations of the tissue with arachidonic acid using HPLC, UV spectrometry, and gas-chromatography/mass spectrometry. (hmdb.ca)
  • The histopathology of the primary irritant reactions induced after 48 h in human volunteers by benzalkonium chloride, sodium lauryl sulphate, croton oil, nonanoic acid, dithranol, and propylene glycol has been investigated. (springer.com)
  • 14 GLS-409 potently inhibited platelet aggregation and protected against recurrent coronary thrombosis in a canine model. (ahajournals.org)
  • Its biological effects are diverse and include stimulation of platelet adhesion and aggregation ( 5 ), chemotaxis of human polymorphonuclear and eosinophilic leukocytes ( 6 ), and angiogenesis ( 7 ). (pnas.org)
  • For example, in response to inflammatory stimuli within the intestinal lumen, IL-8, as well as other CXC chemokines, are secreted from the basolateral surface of enterocytes prompting PMN escape from the bloodstream and eventual accumulation within the submucosal space ( 1 ). (jimmunol.org)
  • Lewis lung carcinoma (LLC) and B 16 melanoma], to metastasize, apparently as a consequence of increased expression of a cell adhesion glycoprotein ( 8 ). (pnas.org)