Synthesis of oligodeoxyribonucleotides containing 2'-deoxypseudouridine: inhibition of uracil-DNA glycosylase.

2'-Deoxypseudouridine (1) was synthesized starting from thymidine in a 23% overall yield via a silylated furanoid glycal. Compound 1 was introduced to oligodeoxyribonucleotides (ODNs) by the solid phase phosphoramidite chemistry. The ODNs containing 1 inhibited uracil-DNA glycosylase (UDG) reaction.