Peroxynitrite and arachidonic acid. Identification of arachidonate epoxides.
Peroxynitrite is a novel substance capable of oxidation of arachidonic acid. Treatment of [1-14C]arachidonic acid with peroxynitrite at pH 7.4 resulted in formation of a complex mixture of radioactive products. The isolation of these compounds and structural analysis by liquid chromatography/mass spectrometry revealed formation of three epoxyeicosatrienoic acids: 8,9-EET, 11,12-EET and 14,15-EET. These epoxides can play a role in peroxynitrite induced oxidative modification of arachidonic acid in cells.
Balazy
M
M
Department of Pharmacology, New York Medical College, Valhalla 10595, USA.
D015126:8,11,14-Eicosatrienoic Acid / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D016718:Arachidonic Acid / Q000737:chemistry / Q000378:metabolism*; D002853:Chromatography, Liquid; D004852:Epoxy Compounds / Q000737:chemistry / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D006861:Hydrogen Peroxide / Q000378:metabolism; D009566:Nitrates / Q000737:chemistry / Q000378:metabolism*; D010084:Oxidation-Reduction; D012015:Reference Standards; D013237:Stereoisomerism
D004852:Epoxy Compounds; D009566:Nitrates; C039642:peroxynitric acid; D016718:Arachidonic Acid; C046783:11,12-epoxy-5,8,14-eicosatrienoic acid; C050715:8,9-epoxyeicosatrienoic acid; C046782:14,15-epoxy-5,8,11-eicosatrienoic acid; D006861:Hydrogen Peroxide; D015126:8,11,14-Eicosatrienoic Acid