Mutational spectra for 5,6-dimethylchrysene 1,2-dihydrodiol 3,4-epoxides in the supF gene of pSP189.
Dihydrodiol epoxides from 5,6-dimethylchrysene exhibit properties similar to those of fjord region-containing hydrocarbon derivatives in that they react extensively with deoxyadenosine residues in DNA and consequently generate substantial numbers of mutations at AT pairs as well as GC pairs. The syn-dihydrodiol epoxide favors reaction with deoxyadenosine (68% of adducts) to a greater extent than does the anti-dihydrodiol epoxide (52% of adducts), and point mutations at AT pairs (72% for syn- and 45% for anti-dihydrodiol epoxide) follow the same trend. A novel feature of the mutagenicity of the 5,6-dimethylchrysene derivatives is that they exhibit a higher fraction of AT-->GC transitions (28% and 26% for syn and anti, respectively) than has been seen for other hydrocarbon derivatives to date.
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Chemistry of Carcinogenesis Laboratory, ABL-Basic Research Program, NCI-Frederick Cancer Research and Development Center, Maryland 21702, USA.
Szeliga
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Amin
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Hecht
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Dipple
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D001483:Base Sequence; D002273:Carcinogens / Q000378:metabolism*; D002911:Chrysenes / Q000378:metabolism*; D018736:DNA Adducts / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry; D005822:Genetic Vectors; D008969:Molecular Sequence Data; D009153:Mutagens
D002273:Carcinogens; D002911:Chrysenes; D018736:DNA Adducts; D004852:Epoxy Compounds; D009153:Mutagens; C043380:5,6-dimethylchrysene