Peroxidatic oxidation of benzo[a]pyrene and prostaglandin biosynthesis

The arachidonic acid dependent oxidation of benzo[a]pyrene to a mixture of 3,6-, 1,6-, and 6,12-quinones has been studied by using enzyme preparations from sheep seminal vesicles. Maximal oxidation is observed at 100 microM benzo[a]pyrene and 150 microM arachidonic acid. The arachidonic acid depende...

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Veröffentlicht in:	Biochemistry (Easton) 1979-07, Vol.18 (14), p.2923-2929
Hauptverfasser:	Marnett, Lawrence J, Reed, Gregory A
Format:	Artikel
Sprache:	eng
Schlagworte:	550201 - Biochemistry- Tracer Techniques ANIMALS ARACHIDONIC ACID AROMATICS BASIC BIOLOGICAL SCIENCES BENZOPYRENE Benzopyrenes - metabolism BIOSYNTHESIS CARBON 14 COMPOUNDS CARBOXYLIC ACIDS CHEMICAL REACTIONS CONDENSED AROMATICS DATA DATA FORMS DOMESTIC ANIMALS ENZYMES EXPERIMENTAL DATA GLOBIN GRAPHS HEME Heme - metabolism HEMOGLOBIN HETEROCYCLIC ACIDS HETEROCYCLIC COMPOUNDS HYDROCARBONS HYDROGEN COMPOUNDS HYDROGEN PEROXIDE In Vitro Techniques INFORMATION LABELLED COMPOUNDS Male MAMMALS METABOLIC ACTIVATION METABOLISM METHEMOGLOBIN Methemoglobin - metabolism Microsomes - enzymology Microsomes, Liver - metabolism MONOCARBOXYLIC ACIDS NUMERICAL DATA ORGANIC ACIDS ORGANIC COMPOUNDS ORGANIC NITROGEN COMPOUNDS ORGANIC OXYGEN COMPOUNDS OXIDATION Oxidation-Reduction OXIDOREDUCTASES OXYGEN COMPOUNDS PEROXIDASES PEROXIDES Peroxides - metabolism PIGMENTS PORPHYRINS Prostaglandin-Endoperoxide Synthases - metabolism PROSTAGLANDINS Prostaglandins - biosynthesis PROTEINS QUINONES Rats RNA, Transfer - metabolism RUMINANTS Seminal Vesicles - ultrastructure SHEEP SYNTHESIS TABLES TRITIUM COMPOUNDS VERTEBRATES
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Zusammenfassung:	The arachidonic acid dependent oxidation of benzo[a]pyrene to a mixture of 3,6-, 1,6-, and 6,12-quinones has been studied by using enzyme preparations from sheep seminal vesicles. Maximal oxidation is observed at 100 microM benzo[a]pyrene and 150 microM arachidonic acid. The arachidonic acid dependent oxidation is peroxidatic and utilizes prostaglandin G2 (PGG2), generated in situ from arachidonate, as the hydroperoxide substrate. 15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid is equivalent to PGG2 as a hydroperoxide substrate, but hydrogen peroxide, cumene hydroperoxide, and tert-butyl hydroperoxide are much poorer substrates. Arachidonic acid dependent benzo[a]pyrene oxidation by microsomal and solubilized enzyme preparations is markedly.
ISSN:	0006-2960 1520-4995
DOI:	10.1021/bi00581a001