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Nucleic Acids Symposium Series 2007 51(1):1-2; doi:10.1093/nass/nrm001
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© 2007 Oxford University Press

Development of an N-unprotected phosphoramidite method for the chemical synthesis of aminoacylated RNAs

Akihiro Ohkubo1,2, Yasuhiro Noma1, Haruhiko Taguchi1,2, Kohji Seio1,2 and Mitsuo Sekine1,2

1Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama, 226-8501, Japan, and
2CREST, JST

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.


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