An unexpected deamination reaction after hydrolysis of the pyrimidine (6-4) pyrimidone photoproduct

嘧啶(6-4)嘧啶酮光产物水解后发生意外的脱氨反应

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Abstract

Pyrimidine (6-4) pyrimidone photoproduct (6-4PP), a common DNA photolesion formed under solar irradiation, was indicated to hydrolyze under strong basic conditions, breaking the N3-C4 bond at the 5'-thymine. The reanalysis of this reaction revealed that the resulting water adduct may not be stable as previously proposed; it readily undergoes an esterification reaction induced by the 5-OH group at 6-4PP to form a five-membered ring, eliminating a molecule of ammonia.

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