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.
Meier
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Fachbereich Chemie, University of Marburg, FRG.
Boche
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D000814:Aniline Compounds / Q000633:toxicity*; D002273:Carcinogens; D006150:Guanine Nucleotides / Q000737:chemistry*; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry*; D010766:Phosphorylation
D000814:Aniline Compounds; D002273:Carcinogens; D006150:Guanine Nucleotides; D009705:Nucleosides; C013813:4-anisidine; C021313:methylaniline