Characteristics of two classes of azo dye reductase activity associated with rat liver microsomal cytochrome P450

Biochemical Pharmacology
S Zbaida, W G Levine

Abstract

Azo dyes are reduced to primary amines by the microsomal enzymes NADPH-cytochrome P450 reductase and cytochrome P450. Amaranth, a highly polar dye, is reduced almost exclusively by rat liver microsomal cytochrome P450 and the reaction is inhibited almost totally by oxygen or CO. Activity is induced by pretreatment with phenobarbital or 3-methylcholanthrene. In contrast, microsomal reduction of the hepatocarcinogen dimethylaminoazobenzene (DAB), a lipid soluble, weakly polar compound, is insensitive to both oxygen and CO. However, reconstitution of activity with purified NADPH-cytochrome P450 reductase and a partially purified cytochrome P450 preparation indicates that activity is catalyzed almost exclusively by cytochrome P450. Activity is induced by clofibrate but not phenobarbital, beta-naphthoflavone, 3-methylcholanthrene, isosafrol, or pregnenolone-16 alpha-carbonitrile. These observations suggest the existence of at least two classes of azoreductase activity catalyzed by cytochrome P450. To investigate this possibility, the reduction of a number of azo dyes was investigated using microsomal and partially purified systems and the characteristics of the reactions were observed. Microsomal reduction of azo dyes structurally r...Continue Reading

References

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Citations

May 28, 1992·Biochemical Pharmacology·A M Stoddart, W G Levine
Aug 15, 2015·Hepatology Research : the Official Journal of the Japan Society of Hepatology·Nisha Susan ThomasNalini Namasivayam
Sep 1, 1992·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·W G LevineS Zbaida
Jan 1, 1991·Drug Metabolism Reviews·W G Levine
Jul 10, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sergiu Adrian ChicuGeorgeta Maria Simu

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