Absolute stereochemistry of the major 7,12-dimethylbenz[alpha]anthracene- DNA adducts formed in mouse cells.
In recent work we assigned partial structures to individual 7,12-dimethylbenz[alpha]anthracene (DMBA)--deoxyribonucleoside bisphosphates separated by TLC after postlabeling with [32P]ATP. We have now been able to postlabel DNA adducts formed in cells exposed to either the (4R,3R)- or (4S,3S)-dihydrodiol of DMBA and thereby to assign absolute stereochemistry to the 2-, 3- and 4- positions in the major DMBA-DNA adducts. It is found that the major anti dihydrodiol epoxide-DNA adducts arise from the (4R,3S)-dihydrodiol (2S,1R)-epoxide and that the major syn dihydrodiol epoxide-DNA adducts arise from the (4S,3R)-dihydrodiol (2S,1R)-epoxide.
Vericat
J A
JA
BRI Basic Research Program, NCI-Frederick Cancer Research Facility, MD 21701.
Cheng
S C
SC
Dipple
A
A
D015127:9,10-Dimethyl-1,2-benzanthracene / Q000378:metabolism*; D000818:Animals; D002478:Cells, Cultured; D004247:DNA / Q000378:metabolism*; D051379:Mice; D008968:Molecular Conformation
D015127:9,10-Dimethyl-1,2-benzanthracene; D004247:DNA