title: Lipoxygenase-catalyzed epoxidation of benzo(a)pyrene-7,8-dihydrodiol.
abstract: Metabolism of resolved radioactive stereoisomer, [14C](+)-benzo-(a)pyrene-trans-7,8-dihydrodiol by highly purified soybean lipoxygenase plus linoleic acid was investigated. Trans-anti-7,8,9,10-tetrahydrotetrol, the product of hydrolytic breakdown of ultimate mutagenic benzo(a)pyrene-anti-7,8-dihydrodiol,9,10-epoxide, was detected as a major metabolite. The epoxidation, depended on the enzyme concentration and was inhibited by nordihydroguaiaretic acid. This study provides evidence on the ability of lipoxygenase to catalyze the epoxidation of benzo(a)pyrene-7,8-dihydrodiol.
authors.affiliation: Florida Toxicology Research Center, College of Public Health, University of South Florida, Tampa 33612.
authors.forename: J Z
authors.initials: JZ
authors.lastname: Byczkowski
authors.forename: A P
authors.initials: AP
authors.lastname: Kulkarni
mesh_terms: D002851:Chromatography, High Pressure Liquid; D004101:Dihydroxydihydrobenzopyrenes / Q000378:metabolism*; D004852:Epoxy Compounds; D007700:Kinetics; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000378:metabolism; D008084:Lipoxygenase / Q000378:metabolism*; D010944:Plants / Q000201:enzymology*; D013025:Glycine max / Q000201:enzymology
chemical_list: D004101:Dihydroxydihydrobenzopyrenes; D004852:Epoxy Compounds; D008041:Linoleic Acids; C020738:9,10-dihydro-9,10-dihydroxybenzo(a)pyrene; D019787:Linoleic Acid; D008084:Lipoxygenase