12-Hydroxy-5,8,10,14-eicosatetraenoic Acid: 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)Hydroxyeicosatetraenoic Acids: 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.Arachidonic AcidsLipoxygenase: 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.Arachidonate Lipoxygenases: 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.- .Leukotrienes: 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.Leukotriene B4: 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)Leukotriene A4: (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)Arachidonic Acid: 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.Prostaglandins B: Physiologically active prostaglandins found in many tissues and organs. They are potent pressor substances and have many other physiological activities.Arachidonate 5-Lipoxygenase: 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.Arachidonate 12-Lipoxygenase: 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.Lipid Peroxides: 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.Lipoxygenase Inhibitors: 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.Eicosanoids: 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).Neutrophils: 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.Chromatography, High Pressure Liquid: Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed.Receptors, Leukotriene B4: 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.Gas Chromatography-Mass Spectrometry: A microanalytical technique combining mass spectrometry and gas chromatography for the qualitative as well as quantitative determinations of compounds.Hydroxy Acids: Organic compounds containing both the hydroxyl and carboxyl radicals.Calcimycin: 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, Unsaturated: FATTY ACIDS in which the carbon chain contains one or more double or triple carbon-carbon bonds.Seminal Vesicles: 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)8,11,14-Eicosatrienoic Acid: 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.Peroxides: 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)Blood Platelets: Non-nucleated disk-shaped cells formed in the megakaryocyte and found in the blood of all mammals. They are mainly involved in blood coagulation.Microsomes: 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)Stereoisomerism: 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)Spectrophotometry, Ultraviolet: 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)Chemotactic Factors: 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.Prostaglandins: 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.Prostaglandin-Endoperoxide Synthases: Enzyme complexes that catalyze the formation of PROSTAGLANDINS from the appropriate unsaturated FATTY ACIDS, molecular OXYGEN, and a reduced acceptor.Chromatography, Thin Layer: 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)Indomethacin: 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.Eosinophils: 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.Mass Spectrometry: An analytical method used in determining the identity of a chemical based on its mass using mass analyzers/mass spectrometers.Cytosol: Intracellular fluid from the cytoplasm after removal of ORGANELLES and other insoluble cytoplasmic components.Kinetics: The rate dynamics in chemical or physical systems.Oxidation-Reduction: 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).5,8,11,14-Eicosatetraynoic Acid: 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).Rabbits: 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.Substrate Specificity: A characteristic feature of enzyme activity in relation to the kind of substrate on which the enzyme or catalytic molecule reacts.Dose-Response Relationship, Drug: The relationship between the dose of an administered drug and the response of the organism to the drug.Calcium: 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.Time Factors: Elements of limited time intervals, contributing to particular results or situations.Receptors, Eicosanoid: 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.Encyclopedias as Topic: 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)Inflammation: A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.Angioedema: Swelling involving the deep DERMIS, subcutaneous, or submucosal tissues, representing localized EDEMA. Angioedema often occurs in the face, lips, tongue, and larynx.Urticaria: A vascular reaction of the skin characterized by erythema and wheal formation due to localized increase of vascular permeability. The causative mechanism may be allergy, infection, or stress.ConjunctivitisInflammatory Bowel Diseases: Chronic, non-specific inflammation of the GASTROINTESTINAL TRACT. Etiology may be genetic or environmental. This term includes CROHN DISEASE and ULCERATIVE COLITIS.
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 ...
... oleic acids MeSH D10.251.355.325.600.525 --- oleic acid MeSH D10.251.355.325.600.780 --- ricinoleic acids MeSH D10.251.355.325. ... 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 ... gamma-linolenic acid MeSH D10.251.355.840 --- sorbic acid MeSH D10.251.355.920 --- trans fatty acids MeSH D10.251.400.092 --- ...
"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 release 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 ...
... β-hydroxy β-methylbutyric acid, and phosphatidic acid. Arachidonic acid is one of the most abundant fatty acids in the brain, ... 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). It is structurally related to the ...
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 ... metabolizes arachidonic acid primarily to 15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid (i.e. 15(S)-HpETE; see 15- ...
... 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 ...
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 ...
... see 20-Hydroxyeicosatetraenoic acid), i.e. 19-hydroxy- and/or 18-hydroxy-eicosatetranoic acids, takes on epoxygease activity in ... 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 ...
... metabolize arachidonic acid (also known as eicosatetraenoic acid) to 20-hydroxyeicosatetreaneoic 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. ...
Certain arachidonic acid metabolites, including 20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid (see 20-Hydroxyeicosatetraenoic ... hydroxy-9Z,11E-octadecadienoic acid (13(S)-HODE), 13(R)-hydroxy-9Z,11E-octadecadienoic acid (13(R)-HODE, 9(S)-hydroxy-10(E),12( ... hydroxy-5Z,8Z,10E,12S,14Z-eicosatetraenoic acid (12(S)-HETE (see 12-HETE), hepoxilin A3 (i.e. 8R/S-hydroxy-11,12-oxido-5Z,9E, ... are metabolites of the omega 3 fatty acids, eicosapentaenoic acid (for RvE1) or docosahexaenoic acid (for RvD2, NPD1, and Mar1 ...
... 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 ( ...
... (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 ...
... 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, ...
... 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 ...
... 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 resolvinss) and maresin 1 are metabolites of the omega 3 fatty acid, docosahexaenoic acid. ... 14Z-eicosatetraenoic acid 4,5-Epoxyeicosatrienoic acid HC030031 GRC17536 A-967079 ALGX-2513 ALGX-2541 ALGX-2563 ALGX-2561 ALGX- ...
13E-eicosatetraenoic acid → 11R-hydroxy-14S,15 S-epoxy-5Z,8Z,12E-eicosatrienoic acid and 13R-hydroxy-14S,15S-epoxy-5Z,8Z,11Z- ... 14Z-eicosatetraenoic acid + O2 → 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid → 8R/S-hydroxy-11,12-oxido-5Z,9E,14Z- ... hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid (i.e. 15S-HETE; see 15-hydroxyicosatetraenoic acid) may be involved in the ... those derived from the 22-carbon polyunsaturated fatty acid, docosahexaenoic acid, and the 18-carbon fatty acid, linoleic acid ...
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 ...
... 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 ...
... 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 ...
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 ...
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- ...
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 [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: ...
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- ...
  • 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)
  • 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)
  • 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)
  • 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)
  • There are two major classes of polyunsaturated fatty acids (PUFAs): the omega-3 (n-3) and the omega-6 (n-6) fatty acids, where the number corresponds to the position of the first double bond proximate to the methyl end of the fatty acid. (wikipathways.org)
  • Cloning, expression, and fatty acid regulation of the human delta-5 desaturase. (wikipathways.org)
  • The same rat Delta6-desaturase not only acts on 18- but also on 24-carbon fatty acids in very-long-chain polyunsaturated fatty acid biosynthesis. (wikipathways.org)
  • A C 20 hydroxy fatty acid having (5 S )-, (14 R )- and (15 S )-hydroxy groups as well as (6 E )- (8 Z )-, (10 E )- and (12 E )-double bonds. (ebi.ac.uk)
  • The present invention relates to novel uridine esters of the general formula ##STR00001## wherein R represents a carboxylic acid residue, preferably a fatty acid residue and R' represents hydrogen or a hydroxy group, their use as pharmaceutically active agents against a variety of diseases, methods for the preparation of said uridine esters and pharmaceutical compositions containing at least one uridine ester as active ingredient. (patents.com)
  • The present invention relates also to a drug combination comprising free fatty acids and/or fatty acid esters and uridine, deoxyuridine, uridine monophosphate and/or deoxyuridine monophosphate, and to the use of such a drug combination. (patents.com)
  • Fatty acid structure affects cellular activities through changes in membrane lipid composition and the generation of a diversity of bioactive derivatives. (plantcell.org)
  • To describe precisely the structure of a fatty acid molecule, one must give the length of the carbon chain (number of carbon atoms), the number of double bonds and also the exact position of these double bonds. (patentgenius.com)
  • 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 lung tissue from patients with severe pulmonary hypertension is under oxidant stress and peroxynitrite as well as several HETEs and 5-oxo-ETE are being formed in the lung tissue. (uni-goettingen.de)
  • Basal and A23187-stimulated release of 15-, 5-, and 12-hydroxyeicosatetraenoic acids (HETEs) from females and males were measured by liquid chromatography/mass spectrometry. (ahajournals.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)
  • 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)
  • 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)
  • 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)
  • 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)
  • 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)
  • 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 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)
  • DAF-12 is an orphan nuclear hormone receptor that regulates dauer larva diapause, reproductive development, fat metabolism, and life. (biomol.com)
  • 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)
  • Starting from these analogues, we synthesized compounds of types I and II (Figure 1 ) and tested their effects on aggregation of human blood platelets in response to arachidonic acid, collagen and TX receptor agonist, and on COX-1 activity in cells overexpressing the recombinant human COX-1. (biomedcentral.com)
  • 5-oxoER is critical for prostate cancer cell survival, and that the 5-LOX metabolite, 5-oxoETE, controls survival of prostate cancer cells through its own G-protein-coupled receptor, 5-oxoER. (uni-goettingen.de)
  • 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)
  • At first it must be recalled that if the majority of the fatty acids found in lipids are monocarboxylic acids, some of the fatty acids are dicarboxylic and constitute important metabolic productsof the previous ones. (patentgenius.com)
  • Arachidonic acid is metabolized to an array of oxidized bioactive lipids by a series of different oxygenases that can introduce molecular oxygen with extraordinary regioselectivity and stereospecificity ( Figure 1 ). (mdpi.com)
  • 36 In rat macrophages, curcumin inhibits the incorporation of arachidonic acid into membrane lipids, as well as prostaglandin E2, leukotriene B4, and leukotriene C4, but does not affect the release of arachidonic acid. (sigmaaldrich.com)
  • 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)
  • 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)
  • 5-LO and 15-LO-1 are present in RA and OA synovium, with 5-LO being mostly expressed in lining and sublining macrophages, neutrophils and mast cells and 15-LO-1 mainly in lining macrophages, fibroblasts and sublining endothelial cells. (biomedcentral.com)
  • This duality is typified by signaling cascade that (a) prevents the activation of 5-lipoxygenase (5-LO) in resting cells and (b) results in the formation and release of leukotrienes (LTs), which requires the sequential activation and interaction of at least eight different proteins. (jci.org)
  • 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)
  • This compound belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. (hmdb.ca)
  • α-linolenic acid (ALA) is the parent compound of n-3 PUFAs. (oregonstate.edu)
  • 15. The compound of claim 14, wherein said disease or condition is selected from the group consisting of cancer, vascular or cardiovascular disease, inflammatory disease, metabolic disease, obesity, neurological or neuropsychiatric disease, and neurodegenerative disease. (patentsencyclopedia.com)
  • Chaparral and Its Main Compound, Nordihydroguaiaretic acid (NDGA): Is it a Controversial Natural Substance? (biofoundations.org)
  • 5. The method according to claim 1 or 4, wherein the compound of the general formula (I) and/or pharmaceutically acceptable salts thereof is administered in a daily dosage corresponding to an effective concentration in the range of 1-10000 mg. (patentgenius.com)
  • 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)
  • Cloning of a human cDNA encoding a novel enzyme involved in the elongation of long-chain polyunsaturated fatty acids. (wikipathways.org)
  • Identification and characterization of an enzyme involved in the elongation of n-6 and n-3 polyunsaturated fatty acids. (wikipathways.org)
  • Mounting evidence from studies with Arabidopsis thaliana plants defective in stearoyl-acyl carrier protein-desaturase, the enzyme responsible for conversion of stearic acid (18:0) to oleic acid (18:1 Δ 9 ), has established that the levels of 18:1 are a critical regulator of salicylic acid (SA)- and jasmonic acid (JA)-mediated defense signaling in the plant (A. (plantcell.org)
  • For example, mouse Cyp1b1 was originally identified as the enzyme responsible for oxidative metabolism of 7,12-dimethylbenz(α)anthracene (DMBA). (aspetjournals.org)
  • We therefore aimed to investigate the 5-LO and 15-LO-1 expression pattern in RA and ostheoarthritis (OA) synovial tissue and to study the effect of intraarticular glucocorticoid (GC) therapy on enzyme expression. (biomedcentral.com)
  • Intraarticular GC treatment resulted in a significant suppression of 5-LO expression, but did not influence the 15-LO-1 enzyme significantly. (biomedcentral.com)
  • 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)
  • 5 Armstrong et al 6 have recently described an important contribution of platelet turnover to high on-treatment platelet reactivity. (ahajournals.org)
  • 14 GLS-409 potently inhibited platelet aggregation and protected against recurrent coronary thrombosis in a canine model. (ahajournals.org)
  • Analogues of 12-hydroxyeicosatetraenoic acid and 13-hydroxyocatdecadienoic acid were shown previously to modulate platelet activation and to block thromboxane receptors. (biomedcentral.com)
  • We synthesized 10 compounds based on the structures of analogues of 12-hydroxyeicosatetraenoic acid and 13-hydroxyocatdecadienoic acid and evaluated their effect on platelet aggregation triggered by arachidonic acid. (biomedcentral.com)
  • 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)
  • 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)
  • 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)
  • Here, we determined that Ang II stimulates [ 3 H]arachidonic acid (AA) release from cultured neurons via AT 2 receptors. (jneurosci.org)
  • The inflammatory response in early diabetic retinopathy includes diabetes-induced increases in 1 ) cytokine activation, 2 ) leukostasis, 3 ) vascular permeability, and 4 ) nuclear factor-κB (NF-κB)-regulated expression of proinflammatory molecules, including inducible NO (nitric oxide) synthase, cyclooxygenase-2, and intracellular adhesion molecule-1 (ICAM-1) ( 4 , 8 - 13 ). (diabetesjournals.org)
  • 14 ) demonstrated that COX-2 −/− mice develop EAE with comparable severity to wild-type control mice, while indomethacin, a nonsteroidal anti-inflammatory drug (NSAID), prevents EAE. (pnas.org)
  • Dietary supplementation with certain omega-6 fatty acids alleviates symptoms associated with skin sensitivity and inflammatory skin disorders. (oregonstate.edu)
  • AERD generally develops secondary to abnormalities in inflammatory mediators and arachidonic acid biosynthesis expression. (bvsalud.org)
  • Taken together, our results suggest that 12-HHT exerts anti-inflammatory effect via up-regulation of MKP-1, which negatively regulates p38 MAPK and NF-kappaB, thus attenuating IL-6 production in UVB-irradiated HaCaT cells. (bvsalud.org)
  • Considering the critical role of IL-6 in cutaneous inflammation, our findings provide the basis for the application of 12-HHT as a potential anti-inflammatory therapeutic agent in UV-induced skin diseases. (bvsalud.org)
  • Because enhanced LX production was associated with an increased anti-inflammatory status of 15-LO TG rabbits, a stable analog of 5 S ,6 R ,15 S -trihydroxyeicosa-7 E ,9 E ,11 Z ,13 E -tetraenoic acid (LXA 4 ) was applied to the gingival crevice subject to periodontitis. (jimmunol.org)
  • Turmeric has been associated with the inhibition of tumor necrosis factor-α, interleukin-8, monocyte inflammatory protein-1, interleukin-1B, and monocyte chemotactic protein-1 25 . (sigmaaldrich.com)
  • 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)
  • 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)
  • Altered expression of JA and SA pathway genes in EP plants shows that eicosapolyenoic acids effectively modulate stress-responsive transcriptional networks. (plantcell.org)
  • A class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation. (ebi.ac.uk)
  • Epithelial cells are a major source of 5-oxo-ETE under conditions of oxidative stress, which may contribute to eosinophil infiltration in allergic diseases. (uni-goettingen.de)
  • 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)
  • Primarily due to the action of COXs on the free arachidonic acid (AA) liberated from membrane phospholipids, overproduction of PGE 2 , which is predominantly generated by upregulation of COX-2, is associated with a variety of carcinogenic mechanisms ( 9-12 ). (aacrjournals.org)
  • 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)
  • 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 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)
  • 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)
  • 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)
  • Ki-67 is a proliferation marker expressed in all phases of the cell cycle except in resting cells ( 5 ). (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)
  • When MKP-1 was suppressed by siRNA knock-down, the 12-HHT-mediated inhibitory effects on the UVB-stimulated activation of p38 MAPK and NF-kappaB, as well as the production of IL-6, were attenuated in HaCaT cells. (bvsalud.org)
  • Comparison of the metabolism of alpha-linolenic acid and its delta 6 desaturation product, stearidonic acid, in cultured NIH-3T3 cells. (wikipathways.org)
  • Using COS-7 cells overexpressing human cyclooxygenase-1, we showed that these compounds are specific inhibitors of cyclooxygenase-1 with IC 50 ranging from 1.3 to 12 μM. (biomedcentral.com)
  • The presence of a second inducible form of COX was first suggested by experiments, which showed a transient increase in the formation of PGE 2 from arachidonic acid by canine kidney cells upon stimulation with tumor promoters and carcinogens [ 5 , 6 ]. (mdpi.com)
  • 5-oxo-ETE is a potent activator of human eosinophils and may be an important regulator of tissue infiltration of these cells. (uni-goettingen.de)
  • The cells were also found to convert arachidonic acid to eoxin C4 (EXC4). (blogspot.com)
  • 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)
  • Oct. 1996) vol. 10, No. 5, pp. 280-287) (Abstract Sent). (patents.com)