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J. Biol. Chem., Vol. 265, Issue 18, 10244-10249, Jun, 1990
JR Falck, S Lumin, I Blair, E Dishman, MV Martin, DJ Waxman, FP Guengerich and JH Capdevila
Incubation of rat liver microsomal fractions with arachidonic acid in the
presence of NADPH results in the formation of three novel monohydroxylated
fatty acid metabolites. Utilizing chromatographic and mass spectral
techniques, these metabolites have been identified as 16- , 17-, and
18-hydroxyeicosatetraenoic acids. The NADPH-dependent microsomal metabolism
of arachidonic acid to 16-, 17-, 18-, and 19- hydroxyeicosatetraenoic acids
is induced after animal treatment with beta-naphthoflavone. Reconstitution
of the arachidonic acid oxygenase utilizing individual purified cytochrome
P-450 enzymes demonstrates regioselectivity, controlled by the protein
catalyst, for the hydroxylation of the sp3 carbon atoms adjacent to the
methyl end of the fatty acid.
Cytochrome P-450-dependent oxidation of arachidonic acid to 16-, 17-, and 18-hydroxyeicosatetraenoic acids
Department of Molecular Genetics, University of Texas Southwestern Medical Center, Dallas 75235.
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