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© 1991 Oxford University Press

research-article

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

Chris Meier 1 and Gernot Boche

Fachbereich Chemie, University of Marburg Hans-Meerwein-Strasse, D-3550 Marburg, FRG

We report here on the conformational analysis of C8-arylamine nucleoside and nucleotide adducts of the borderline carcinogen 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 exocyctic bond.


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