Preferential mutagenesis at G.C base pairs by the anti 3,4-dihydrodiol 1,2-epoxide of 7-methylbenz[a]anthracene.
The racemic anti-dihydrodiol epoxide of 7-methylbenz[a]anthracene preferentially induced mutations at G.C base pairs in the pS189 shuttle vector. Mutations were not randomly distributed throughout the supF target gene, but were concentrated at five hotspots. The hotspots for this agent did not correspond exactly to those produced by any other dihydrodiol epoxide examined to date, indicating that dihydrodiol epoxide structure and reactivity play a major role in determining mutagenic hotspots.
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Chemistry of Carcinogenesis Laboratory, ABL-Basic Research Program, National Cancer Institute-Frederick Cancer Research and Development Center, Maryland 21701.
Flickinger
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St John
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Harvey
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Dipple
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D001482:Base Composition / Q000187:drug effects; D001483:Base Sequence / Q000187:drug effects; D001551:Benz(a)Anthracenes / Q000008:administration & dosage / Q000633:toxicity*; D002273:Carcinogens; D004247:DNA / Q000187:drug effects*; D006801:Humans; D008969:Molecular Sequence Data; D016296:Mutagenesis; D013237:Stereoisomerism; D013489:Suppression, Genetic; D014407:Tumor Cells, Cultured
D001551:Benz(a)Anthracenes; D002273:Carcinogens; C069753:7-methylbenz(a)anthracene 3,4-dihydrodiol 1,2-epoxide; D004247:DNA; C021219:7-methylbenzanthracene