Synthesis of 4-guanidinopyrimidine nucleosides for triple helix-mediated guanine and cytosine recognition

Article abstract of DOI:10.1016/S0040-4039(97)10627-X

Recognition of DNA sequences by triple helix-forming oligonucleotides is restricted to homopurine sequences. Based on geometrical considerations, a single nucleoside, 4-guanidinocytidine 1, was designed to recognize both guanosine (as the natural 1β anomer) and cytidine (as the 1α anomer) in a new triple helix context where the third strand is centered in the major groove of the target duplex. Several methods of synthesis of this nucleoside are described.