Concepedia

Benzo[ <i>a</i> ]pyrene Diol Epoxides as Intermediates in Nucleic Acid Binding in Vitro and in Vivo

I. Bernard Weinstein, Alan M. Jeffrey, K. W. Jennette, Steven H. Blobstein, Ronald G. Harvey, Curtis C. Harris, Herman Autrup, Hiroshi Kasai, Koji Nakanishi

Science · 1976 · 580 citations · 15 references

DOI

Concepts

Abstract

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.

References

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Metabolic activation of benzo(a)pyrene proceeds by a diol-epoxide

Peter Sims, P.L. Grover, Alan Swaisland et al. · Nature · 1974 · 1.1K citations

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Evidence for the Binding of Polynuclear Aromatic Hydrocarbons to the Nucleic Acids of Mouse Skin : Relation between Carcinogenic Power of Hydrocarbons and their Binding to Deoxyribonucleic Acid

P. Brookes, P.D. Lawley · Nature · 1964 · 678 citations

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Identification of mutagenic metabolites of benzo(a)pyrene in mammalian cells.

Eliezer Huberman, Leo Sachs, Shen K. Yang et al. · Proceedings of the National Academy of Sciences · 1976 · 480 citations · Full text

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Metabolic conversion of benzo[a]pyrene by Syrian hamster liver microsomes and binding of metabolites to deoxyribonucleic acid

A. Borgen, H. Darvey, Neal Castagnoli et al. · Journal of Medicinal Chemistry · 1973 · 311 citations

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