title: Carcinogenic purine N-oxide ester modifies covalently all common bases in polynucleotides.
abstract: The carcinogen 1-methyl-3-hydroxyxanthine after esterification binds covalently to polynucleotides, RNA and DNA. All four ribopolynucleotides and poly(dT) are targets. Depending on reaction conditions, covalent binding is greatest to poly(A) followed by poly(U), poly(dT), poly(G), poly(C), RNA and DNA. Maximal covalent modification of DNA is one moiety per 360 nucleotides. All modified polynucleotides, RNA and DNA, except poly guanylic acid have been enzymatically digested and the major adducts characterized as nucleosides.
mesh_terms: D001665:Binding Sites; D004247:DNA / Q000378:metabolism; D066298:In Vitro Techniques; D011061:Poly A / Q000378:metabolism; D011066:Poly C / Q000378:metabolism; D011068:Poly G / Q000378:metabolism; D011072:Poly U / Q000378:metabolism; D011119:Polynucleotides / Q000378:metabolism*; D012313:RNA / Q000378:metabolism; D013806:Theophylline / Q000031:analogs & derivatives* / Q000378:metabolism / Q000494:pharmacology
chemical_list: D011119:Polynucleotides; D011061:Poly A; D011068:Poly G; D011072:Poly U; D011066:Poly C; D012313:RNA; D004247:DNA; D013806:Theophylline