Synthesis and Characterization of Oligonucleotides Containing the C4′-Oxidized Abasic Site Produced by Bleomycin and Other DNA Damaging Agents

Selective introduction of damage: The C4′-position of DNA serves as the site of attack for a number of DNA damaging agents, including bleomycin. The C4′-abasic site is a major product found in damaged DNA following abstraction of the hydrogen atom from this position. The first general method for the synthesis of oligonucleotides 1 containing the C4′-abasic site at defined positions is described (see scheme). This method should facilitate physicochemical, biochemical, and biological studies on this commonly formed DNA lesion.