title: Development of an N-unprotected phosphoramidite method for the chemical synthesis of aminoacylated RNAs.
abstract: In the previous study, we developed a method for O-selective phosphorylation, i.e., "the activated phosphite method" for DNA synthesis without base protection. However, the O-selectivity was low in RNA synthesis when the activated phosphite method was used. In this paper, we developed a new method for the O-selective phosphorylation available for the chemical synthesis of aminoacylated RNAs on polymer supports. As the result, it was found that the selectivity of the phosphorylation in RNA synthesis without base protection increased to more than 99% by treatment of the undesired N-P(III) bonds with 1-hydroxyl-6-nitorobenzotriazole, independent of the kind of protecting groups at the 2' position. Moreover, we succeeded in synthesizing a 21 mer oligoRNA without base protection.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama, 226-8501, Japan.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ohkubo
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Noma
authors.forename: Haruhiko
authors.initials: H
authors.lastname: Taguchi
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D049148:Aminoacylation; D001671:Biochemistry / Q000379:methods; D009843:Oligoribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010766:Phosphorylation
chemical_list: D009843:Oligoribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite