MILD ACID HYDROLYSIS OF 2-PYRIMIDINONE-CONTAINING DNA FRAGMENTS GENERATES APURINIC/APYRIMIDINIC SITES

Article abstract of DOI:10.1016/S0040-4039(00)94363-6

Facile glycosidic bond cleavage of 2-pyrimidinone-2'-deoxynucleosides occurs under mildly acidic conditions (pH 3.0) and ambient temperature.When a 2-pyrimidinone nucleoside residue is present in a DNA fragment, hydrolysis results in an apurinic/apyrimidinic (abasic) site.The incorporation of 2-pyrimidinones into chemically synthesized DNA provides a route for the chemical generation of an abasic site at a preselected position in the sequence.