Covalent binding of polycyclic aromatic hydrocarbons to adenine correlates with tumorigenesis in mouse skin.
Mouse epidermal homogenates were utilized to convert various polycyclic aromatic hydrocarbons to metabolites capable of binding covalently with nucleic acids. Poly(G) showed the highest capacity to bind covalently with the hydrocarbons; however, there was no correlation between binding to poly(G) and mouse skin tumorigenicity. On the other hand, covalent binding to poly(A) correlated well with values obtained for binding to DNA and mouse skin tumorigenicity. The order of binding to poly(A) was; 7,12-dimethylbenza[a]anthracene greater than benzo[a]pyrene greater than dibenz[a,h]anthracene greater than dibenz[a,c]anthracene.
D015127:9,10-Dimethyl-1,2-benzanthracene / Q000494:pharmacology; D000818:Animals; D001551:Benz(a)Anthracenes / Q000494:pharmacology*; D004247:DNA / Q000378:metabolism; D004852:Epoxy Compounds / Q000378:metabolism; D005260:Female; D051379:Mice; D009374:Neoplasms, Experimental / Q000139:chemically induced; D011061:Poly A / Q000378:metabolism; D011068:Poly G / Q000378:metabolism; D012867:Skin / Q000378:metabolism; D012878:Skin Neoplasms / Q000139:chemically induced*
D001551:Benz(a)Anthracenes; D004852:Epoxy Compounds; D011061:Poly A; D011068:Poly G; D015127:9,10-Dimethyl-1,2-benzanthracene; D004247:DNA