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 residues.
Primary mouse embryo cell cultures were grown in the presence of [14C]guanine, labeling primarily deoxyguanosine residues in the cellular DNA, or in the presence of [14C]adenine, labeling both deoxyguanosine and deoxyadenosine residues in the cellular DNA. These cultures were subsequently exposed to 7,12-[3H]dimethylbenz(a)anthracene for 24 hr. The DNA was isolated and hydrolyzed to deoxyribonucleosides, and the 7,12-dimethylbenz(a)anthracene:deoxyribonucleoside adducts were separated chromatographically allowing the three major adducts found to be identified as bay-region anti-dihydrodiol-epoxide:deoxyguanosine and :deoxyadenosine adducts and a bay-region syn-dihydrodiol-epoxide:deoxyadenosine adduct. Therefore, in contrast to what is known for benzo(a)pyrene, substantial amounts of deoxyadenosine adducts are formed with the more potent carcinogen, 7,12-dimethylbenz(a)anthracene.
D015127:9,10-Dimethyl-1,2-benzanthracene / Q000378:metabolism*; D000225:Adenine / Q000378:metabolism*; D000818:Animals; D001551:Benz(a)Anthracenes / Q000378:metabolism*; D002250:Carbon Radioisotopes; D002478:Cells, Cultured; D004247:DNA / Q000302:isolation & purification / Q000378:metabolism*; D004622:Embryo, Mammalian / Q000378:metabolism; D005260:Female; D006147:Guanine / Q000378:metabolism*; D007700:Kinetics; D051379:Mice; D011247:Pregnancy; D014316:Tritium
D001551:Benz(a)Anthracenes; D002250:Carbon Radioisotopes; D014316:Tritium; D015127:9,10-Dimethyl-1,2-benzanthracene; D006147:Guanine; D004247:DNA; D000225:Adenine