The modification of guanine nucleosides and nucleotides by the borderline arylamine carcinogens 4-methyl- and 4-methoxyaniline: chemistry and structural characterization.

We report here on the conformational analysis of C8-arylamine nucleoside and nucleotide adducts of the borderline carcinogens 4-methylaniline and 4-methoxyaniline. The non-phosphorylated adducts show anti conformation of the glycosidic link, while the corresponding 5'-phosphorylated adducts have a syn conformation. All adducts exhibit a predominant C2'-endo conformation of the sugar ring and a gg conformation of the exocyclic bond.