title: A post-synthetic approach for the synthesis of 2'-O-methyldithiomethyl-modified oligonucleotides responsive to a reducing environment.
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.
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Ochi
authors.forename: Osamu
authors.initials: O
authors.lastname: Nakagawa
authors.forename: Katsunori
authors.initials: K
authors.lastname: Sakaguchi
authors.forename: Shun-ichi
authors.initials: S
authors.lastname: Wada
authors.forename: Hidehito
authors.initials: H
authors.lastname: Urata
mesh_terms: D001483:Base Sequence; D004220:Disulfides / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012313:RNA / Q000737:chemistry; D013455:Sulfur / Q000737:chemistry
chemical_list: D004220:Disulfides; D009841:Oligonucleotides; C414104:dimethyl(methylthio)sulfonium; D012313:RNA; D013455:Sulfur