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Epoxyeicosatrienoic acid

TRPV4 was identified a decade ago as an osmotransducer that is expressed in lung, heart, kidney, airway muscle cells, sensory neurons, brain, skin, gut, sympathetic nerves, inner ear, endothelium, and fat tissue [58-61]. TRPV4 is activated by heat (27-34°C), endogenous substances such as anandamide (59, AA) and the arachi-donic acid metabolite 5,6-epoxyeicosatrienoic acid (60, 5,6-EET), a plant dimeric diterpenoid bisandrographolide A (61, BAA), and the semisynthetic phorbol ester 4a-phorbol-12,13-didecanoate (62, 4a-PDD) [62],... [Pg.45]

Carroll MA, Garcia MR Falck JR, McGiff JC (1990) 5,6-epoxyeicosatrienoic acid, a novel arachidonate metabolite. Mechanism of vasoactivity in the rat. CircRes 67 1082-1088... [Pg.902]

EDTA Ethylenediamine tetraacetic acid ako known as etidronic acid EE Eosinophilic eosinophils EEG Electroencephalogram EET Epoxyeicosatrienoic acid EFA Essential fatty acid EFS Electrical field stimulation EGl Monoclonal antibody specific for the cleaved form of eosinophil cationic peptide... [Pg.281]

Rosolowsky, M. and Campbell, W. B., Synthesis of hydroxyeicosatetraenoic (HETES) and epoxyeicosatrienoic acids (EETS) by cultured bovine coronary artery endothelial cells, Biochim. Biophys. Acta, 1299, 267, 1996. [Pg.50]

Polyunsaturated fatty acids in general and arachidonic acid in particular are especially of interest. With its four C=C bonds, arachidonic acid (10.51) can be oxidized by cytochrome P450 to four regioisomeric monoepoxides, namely the epoxyeicosatrienoic acids (EETs). The four epoxides, although chemically stable, were shown to be hydrolyzed to the corresponding vicinal diols by mouse liver cytosolic EH but not by microsomal EH... [Pg.639]

D. C. Zeldin, S. Wei, J. R. Falck, B. D. Hammock, J. P. Snapper, J. H. Capdevilla, Metabolism of Epoxyeicosatrienoic Acids by Cytosolic Epoxide Hydrolase Substrate Structural Determinants of Asymmetric Catalysis , Arch. Biochem. Biophys. 1995, 316, 443 - 451. [Pg.674]

Fig. 3. Mechanisms of vasocontraction and vasorelaxation in endothelial and smooth muscle cells. COX cyclooxygenase, eNOS endothelial nitric oxide synthase, HO-1 heme oxygenase-1, EET epoxyeicosatrienoic acid, EDHF endothelium-derived hyperpolariz-ing factor, PGI2 prostaglandin I2, NO nitric oxide, CO carbon monoxide, PLC phospholipase C, IP3 inositol 1,4,5-trisphosphate, DAG diacylglycerol, ER/SR endo-plasmic/sarcoplasmic reticulum, AC adenylyl cyclase, cAMP cyclic adenosine monophosphate, sGC soluble guanylyl cyclase, cGMP cyclic guanosine monophosphate. Fig. 3. Mechanisms of vasocontraction and vasorelaxation in endothelial and smooth muscle cells. COX cyclooxygenase, eNOS endothelial nitric oxide synthase, HO-1 heme oxygenase-1, EET epoxyeicosatrienoic acid, EDHF endothelium-derived hyperpolariz-ing factor, PGI2 prostaglandin I2, NO nitric oxide, CO carbon monoxide, PLC phospholipase C, IP3 inositol 1,4,5-trisphosphate, DAG diacylglycerol, ER/SR endo-plasmic/sarcoplasmic reticulum, AC adenylyl cyclase, cAMP cyclic adenosine monophosphate, sGC soluble guanylyl cyclase, cGMP cyclic guanosine monophosphate.
The autacoids comprise histamine, serotonin, angiotensin, neurotensin, NO (nitric oxide), kinins, platelet-activating factor, endothelins and the four families of traditional eicosanoids - the leukotrienes and three types of prostanoids i.e. prostaglandins, prostacyclins, and thromboxanes. Several other natural occurring molecules are sometimes called eicos-anoid, including the hepoxilins, resolvins, isofurans, isoprostanes, lipoxins, epoxyeicosatrienoic acids (EETs) and some endocannabinoids. However, not... [Pg.311]

Specific isozymes of microsomal cytochrome P450 monooxygenases convert AA to hydroxy- or epoxyeicosatrienoic acids (Figures... [Pg.401]

Effects of epoxyeicosatrienoic acids on growth hormone release... [Pg.220]

Snider, N. T., Kornilov, A. M., Kent, U. M., and Hollenberg, R F. (2007). Anandamide metabolism by human liver and kidney microsomal cytochrome P450 enzymes to form hydroxyeicosatetraenoic and epoxyeicosatrienoic acid ethanolamides. J. Pharmacol. Exp. Ther. 321, 590—597. [Pg.55]

Zhang B, Cao H, Rao GN. Fibroblast growth factor-2 is a downstream mediator of phosphatidylinositol 3-kinase-akt signaling in 14,15-epoxyeicosatrienoic acid-induced angiogenesis. J Biol Chem 2006 281 905-914. [Pg.214]

Arachidonic acid can also be metabolized to a variety of mediators, depending on the cell type. For example, lipoxygenase catalyzes the production of leu-kotrienes, and mixed-function oxygenases catalyze the production of epoxyeicosatrienoic acids. Collectively, these oxygenated metabolites may play a critical role in NSAIEt-induced nephrotic syndrome by shunting arachidonic acid metabolism from prostaglandins to... [Pg.420]

In order to study the metabolism of arachidonic acid by the cytochrome P450 complex, Nithipatikom et al. [38] developed a negative-ion LC-ESI-MS method for the quantitative determination of 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acids (EET), their corresponding diHET, and 20-HETE. The analytes and their deuterium-labelled internal standards were measured as [M-H] in selected-ion monitoring (SIM) mode. The detection limit was 1 pg (2-mm-ID column). [Pg.571]

Watanabe H, Vriens J, Prenen J, Droogmans G, Voets T, Nilius B (2003) Anandamide and arachidonic acid use epoxyeicosatrienoic acids to activate TRPV4 channels. Nature 424 434-438... [Pg.185]

CYP2J subfamily. CYP2J2 is the only gene of this subfamily. It is known to be expressed in many extrahepatic tissues and may play a role in the oxidative bioactivation of arachidonic acid to form epoxyeicosatrienoic acids, which modulate bronchial smooth muscle tone and airway transepithelial ion transport [53], CYP2J2 is also active toward other compounds such as linoleic acid and testosterone. Recently, it has been reported that CYP2J2 is involved in the intestinal first-pass metabolism of an antihistamine drug, astemizole [54],... [Pg.9]

Toto R, Siddhanta A, Manna S, Pramanik B, Faick JR, Capdevila J. Arachidonic acid epoxygenase detection of epoxyeicosatrienoic acids (EETs) in human urine. Biochim Biophys Acta 1987 919 132-139. [Pg.654]

Yu Z, Fluse LM, Adler P, Graham L, Ma J, Zeldin DC, Kroetz DL. Increased CYP2J expression and epoxyeicosatrienoic acid formation in spontaneously hypertensive rat kidney. Mol Pharmacol 2000 57 1011-1020. [Pg.664]

Fig. 12. Metabolism of arachidonic acid by cytochrome P-450 enzymes and the formation of three structurally distinct metabolite families. Fig. 12. Metabolism of arachidonic acid by cytochrome P-450 enzymes and the formation of three structurally distinct metabolite families. <o-Oxidation leads to a family of to to w-4 products including 20-HETE ((o-oxidation) and 19-HETE (co-1 oxidation). The lipoxygenase-like mechanism of cytochrome P-450 metabolism leads to the formation of six different conjugated dienols, for which the structures of four are indicated. One unique biologically active lipoxygenase-like P-450 metabolite is 12(/f)-HETE. The epoxygenase pathway leads to the formation of four regio-isomeric epoxyeicosatrienoic acid (EETs) all of which are biologically active.
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See also in sourсe #XX -- [ Pg.45 ]



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Epoxyeicosatrienoic acids metabolism

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