Design and synthesis of a new type of modified nucleoside for triple helix-mediated adenine-thymine base pair recognition: Formation of hydrogen bonds to the far-side adenine

Article abstract of DOI:10.1016/S0040-4039(99)00857-6

We have synthesized a new class of modified nucleoside, X, that could recognize adenine-thymine base pairs. They were designed to form the triple helix of A-T-X motif, where X forms hydrogen bonds to the N7 and NH₂ of the far-side adenine in the major groove. Compounds 1 and 2 are a new type of triplex-forming modified nucleoside which are expected to act as DNA cleaving agents through the p-nitrophenyl group.