Efficient conversion of thymine glycol into the formamide lesion in oligonucleotides

Oxidation of (5R,6S)-5,6-dihydro-5,6-dihydroxythymidine (thymidine glycol) with sodium periodate efficiently produced N-(2-deoxy-β-d-erythro-pentofuranosyl)formamide, a hydroxyl radical-induced decomposition product of pyrimidine bases in DNA, and this method was successfully applied to the conversion of thymine glycol in oligonucleotides into the formamide lesion.

Oxidation of thymidine glycol with sodium periodate efficiently produced N-(2-deoxy-β-d-erythro-pentofuranosyl)formamide. This method was successfully applied to the conversion of thymine glycol in oligonucleotides into the formamide lesion.