Reaction of 1-naphthylhydroxylamine with calf thymus deoxyribonucleic acid. Isolation and synthesis of N-(guanin-C8-yl)-1-naphthylamine.

Abstract
A possible activated form of 1-naphthylamine, N-hydroxy-1-naphthylamine, reacted with C8-position of guanine in DNA. Hydrolysis of the modified DNA with nuclease and acid gave N-(guanin-C8-yl)-1-naphthylamine as a modified base. The C8-position of guanine seems to be a common site of attack on DNA by activated muta-carcinogenic aromatic amines.