Amino acids benzo pyrene

FIGURE 2.6 The procarcinogen benzo[a]pyrene oriented in the CYPlAl active site (stereo view) via n- n stacking between aromatic rings on the substrate and those of the complementary amino acid side chains, such that 7,8-epoxidation can occur. The substrate is shown with pale lines in the upper structures. The position of metabolism is indicated by an arrow in the lower structure (after Lewis 1996). 

Mammen JS, Pittman GS, Li Y, Abou-Zahr F, Bejjani BA, Bell DA, Strickland PT, Sutter TR. Single amino acid mutations, but not common polymorphisms, decrease the activity of CYP1B1 against (—)benzo[a]pyrene-7R- r , s-7,8-dihydrodiol. Carcinogenesis 2003 24 1247-1255. 

Wheeler, E.L., Schwass, D.E., and Berry, D.L. Modulation of Benzo-a-pyrene Metabolism by Dietary Sulfur Amino Acids. 

Modulation of Benzo[a]pyrene Metabolism by Dietary Sulfur Amino Acids... 

Nutritional and nutritional status markedly influence xenobiotic metabolism in laboratory animals. Microsomes were prepared from the livers of rats which had been fed chow or modified AIN-76 diets with or without oxidized or unoxidized sulfur amino acids for 7 days. The pattern of benzo(a)pyrene (BaP) metabolites formed by each microsomal preparation in the presence of a NADPH-generating system was determined using high performance liquid chromatography (HPLC). The results indicate that oxidized sulfur amino acids induce different forms of cytochromes P-450 in rat liver Which are reflected by different BaP metabolic profiles. 

Patterson, J.M., N.F. Haidar, W.T. Smith Jr, J.F. Benner, H.R. Burton, and D. Burton Benzo[a]pyrene formation in the pyrolysis of selected amino acids, amines, and maleic hydrazide J. Agr. Food Chem. 26 (1978) 268-270. 

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