Benzo(a)pyrene diol epoxides as intermediates in nucleic acid binding in vitro and in vivo.
Evidence has been obtained that a specific isomer of a diol epoxide derivative of benzo(a)pyrene, (+/-)-7 beta,8alpha-dihydroxy-9alpha, 10alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene, is an intermediate in the binding of benzo(a)pyrene to RNA in cultured bovine bronchial mucosa. An adduct is formed between position 10 of this derivative and the 2-amino group of guanine.
D000818:Animals; D001580:Benzopyrenes / Q000378:metabolism*; D001665:Binding Sites; D001980:Bronchi; D002417:Cattle; D055598:Chemical Phenomena; D002621:Chemistry; D004247:DNA / Q000378:metabolism*; D004988:Ethers, Cyclic; D008961:Models, Structural; D009092:Mucous Membrane; D011068:Poly G / Q000378:metabolism; D012313:RNA / Q000378:metabolism*; D013329:Structure-Activity Relationship
D001580:Benzopyrenes; D004988:Ethers, Cyclic; D011068:Poly G; D012313:RNA; D004247:DNA