A post-synthetic approach for the synthesis of 2′-O-methyldithiomethyl-modified oligonucleotides responsive to a reducing environment

摘要

Based on a novel concept a Reducing-Environment-Dependent Uncatalyzed Chemical Transforming RNA, "REDUCT RNA". we established a post-synthetic approach for the synthesis of 2′-O-methyldithiometriyl-modified oligonucleotides from 2′-O-(2,4,6-trimethoxybenzylthiomethyl)-oligonucleotides by treatment with dimethyl(methylthio)sulfonium tetrafluoroborate. 2′-O-methyldithiomethyl oligonucleotides were easily converted into 2′-hydroxy oligonucleotides under reducing conditions, such as those found in the intracellular environment.