Synthesis and triplex forming properties of pyrimidine derivative containing extended functionality

Two pyrimidine nucleosides have been synthesized containing extended hydrog en bonding functionality. In one case the side chain is based upon semicarb azide and in the second monoacetylated carbohydrazide was employed. DNA seq uences;sequences could be prepared using both analogue nucleosides in a rev erse coupling protocol, and provided that the normal capping step was elimi nated and that the iodine-based oxidizing solution was replaced with one ba sed upon 10-camphorsulfonyl oxaziridine. Both derivatives exhibited moderat e effects in targeting selectively C-G base pairs embedded within a polypur ine target sequence.