Development of an N-unprotected phosphoramidite method for the chemical synthesis of aminoacylated RNAs.
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.
Ohkubo
Akihiro
A
Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama, 226-8501, Japan.
Noma
Yasuhiro
Y
Taguchi
Haruhiko
H
Seio
Kohji
K
Sekine
Mitsuo
M
D049148:Aminoacylation; D001671:Biochemistry / Q000379:methods; D009843:Oligoribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry*; D010766:Phosphorylation
D009843:Oligoribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite