Cytochrome P450/NADPH-dependent formation of trans epoxides from trans-arachidonic acids.
Trans-arachidonic acids (trans-AA) are products of cis-trans isomerization of arachidonic acid by nitrogen dioxide radical (NO(2)), and occur in vivo, but their metabolism is unknown. We found that hepatic microsomes oxidized trans-AA via cytochrome P450/NADPH system to epoxides, which were hydrolyzed by epoxide hydrolase to diols (DiHETEs). 14,15-trans-AA produced one erythro diol and three threo diols each having one trans double bond.
Roy
Uzzal
U
Department of Pharmacology, New York Medical College, Valhalla, New York 10595, USA.
Loreau
Olivier
O
Balazy
Michael
M
D000818:Animals; D016718:Arachidonic Acid / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D004852:Epoxy Compounds / Q000737:chemistry / Q000378:metabolism*; D008862:Microsomes, Liver / Q000201:enzymology / Q000378:metabolism; D015394:Molecular Structure; D009249:NADP / Q000378:metabolism*; D010084:Oxidation-Reduction; D051381:Rats
D004852:Epoxy Compounds; D016718:Arachidonic Acid; D009249:NADP; D003577:Cytochrome P-450 Enzyme System