SYNTHESIS AND CHARACTERIZATION OF A CARBAMATE-LINKED OLIGONUCLEOSIDE

Article abstract of DOI:10.1016/S0040-4039(01)80978-3

Reaction of 5'-O-dimethoxytritylthymidine with 1,1'-carbonyldiimidazole gave the 3'-O-carbonylimidazolide, which was condensed in high yield with 5'-amino-5'-deoxythymidine to produce a dinucleoside containing a 3'-O-5'-N-carbamoyl linkage.Four repetitions of carbonyl imidazolide formation and condensation produced a carbamate-linked hexamer.Hydrolytic and thermal denaturation studies did not indicate the presence of intramolecular base stacking.