Interaction and Reactivity of Carcinogenic N-Acetyl-N-(acyloxy)-2-aminofluorene with Deoxyguanosine. An Intramolecular Approach

Article abstract of DOI:10.1021/jo00016a001

Solvolysis of 3 in water-acetone mixtures yields the "adduct" 4 (65percent in water) with product and rate data consistent with the hypothesis that hydrophobic guanine-fluorene stacking, similar to that which occurs when the carcinogenic animofluorene metabolite is intercalated in DNA, is responsible for selective binding of the carcinogen at the C-8 guanine center.