A metabolite of the carcinogen 7,12-dimethylbenz[a]anthracene that reacts predominantly with adenine residues in DNA
- 1 September 1988
- journal article
- research article
- Published by Oxford University Press (OUP) in Carcinogenesis: Integrative Cancer Research
- Vol. 9 (9) , 1721-1723
- https://doi.org/10.1093/carcin/9.9.1721
Abstract
Four 7,12-dimethylbenz[α]anthracene-deoxyribonucleoside adducts formed in mouse epidermis in vivo arise from the syn dihydrodiol epoxide metabolite of this carcinogen. With the synthetic syn dihydrodiol epoxide it was possible to identify three of these as deoxyadenosine adducts and to establish their structures. These three adducts account for the large majority of DNA adduct arising from this metabolite in vivo . The in vivo metabolite is unusual, therefore, in that it reacts almost exclusively with adenine residues in DNA while most carcinogen metabolites react preferentially with guanine residues.This publication has 11 references indexed in Scilit:
- ACTIVATION OF THE K-RAS PROTOONCOGENE IN LUNG-TUMORS FROM RATS AND MICE CHRONICALLY EXPOSED TO TETRANITROMETHANE1987
- Chemical characterization of DNA adducts derived from the configurationally isomeric benzo[c]phenanthrene-3,4-diol 1,2-epoxidesJournal of the American Chemical Society, 1987
- Specific activation of the cellular Harvey-ras oncogene in dimethylbenzanthracene-induced mouse mammary tumors.Molecular and Cellular Biology, 1986
- Mutagenesis of the Ha-ras oncogene in mouse skin tumors induced by polycyclic aromatic hydrocarbons.Proceedings of the National Academy of Sciences, 1986
- Activating mutations of the c-Ha-ras protooncogene in chemically induced hepatomas of the male B6C3 F1 mouse.Proceedings of the National Academy of Sciences, 1986
- Direct mutagenesis of Ha-ras-1 oncogenes by N-nitroso-N-methylurea during initiation of mammary carcinogenesis in ratsNature, 1985
- Acid lability of the hydrocarbon-deoxyribonucleoside linkages in 7,12-dimethylbenz[a]anthracene-modified deoxyribonucleic acidBiochemistry, 1985
- INVOLVEMENT OF BOTH SYN-DIHYDRODIOL-EPOXIDE AND ANTI-DIHYDRODIOL-EPOXIDE IN THE BINDING OF 7,12-DIMETHYLBENZ(A)ANTHRACENE TO DNA IN MOUSE EMBRYO CELL-CULTURES1983
- EVIDENCE THAT BINDING OF 7,12-DIMETHYLBENZ(A)ANTHRACENE TO DNA IN MOUSE EMBRYO CELL-CULTURES RESULTS IN EXTENSIVE SUBSTITUTION OF BOTH ADENINE AND GUANINE RESIDUES1983
- PRODUCTS OF BINDING OF 7,12-DIMETHYLBENZ(A)ANTHRACENE TO DNA IN MOUSE SKIN1983