Studies on oxidative modifications of nucleic acid pyrimidine bases.

Oxidation of diacetylthymidine (4), triacetyluridine (5), and 5-fluoro-1,3-dimethyluracil (3) with m-chloroperbenzoic acid and cross-linkage of the bromohydrin (6) with the benzylamine and glycine ethyl ester are described. A Plausible mechanism for formation of oxidation products is also presented.