A post-synthetic approach for the synthesis of 2'-O-methyldithiomethyl-modified oligonucleotides responsive to a
Yosuke Ochi1, Osamu Nakagawa, Katsunori Sakaguchi
1Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
Chemical Communications (Cambridge, England)
|July 23, 2013
Abstract:
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-methyldithiomethyl-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.
