Chemical ligation of oligonucleotides using an electrophilic phosphorothioester. Issue 12 (18th May 2017)

• Record Type: Journal Article
• Authors: Maruyama, Hideto; Oikawa, Ryota; Hayakawa, Mayu; Takamori, Shono; Kimura, Yasuaki; Abe, Naoko; Tsuji, Genichiro; Matsuda, Akira; Shuto, Satoshi; Ito, Yoshihiro; Abe, Hiroshi
• Is Part Of: Nucleic acids research. Volume 45:Issue 12(2017)
• Page Start: 7042
• Page End: 7048
• Publication Date: 2017-05-18
• Subjects: Nucleic acids -- Periodicals; Molecular biology -- Periodicals; 572.805
• DOI: 10.1093/nar/gkx459
• Languages: English
• ISSNs: 0305-1048

Abstract

Abstract: We developed a new approach for chemical ligation of oligonucleotides using the electrophilic phosphorothioester (EPT) group. A nucleophilic phosphorothioate group on oligonucleotides was converted into the EPT group by treatment with Sanger's reagent (1-fluoro-2, 4-dinitrobenzene). EPT oligonucleotides can be isolated, stored frozen, and used for the ligation reaction. The reaction of the EPT oligonucleotide and an amino-modified oligonucleotide took place without any extra reagents at pH 7.0–8.0 at room temperature, and resulted in a ligation product with a phosphoramidate bond with a 39–85% yield. This method has potential uses in biotechnology and chemical biology.