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Chemical synthesis of RNA via 2′-O-cyanoethylated intermediates |
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| Authors: | Hisao Saneyoshi Kaori Ando Mitsuo Sekine |
| Institution: | a Department of Life Science, Tokyo Institute of Technology, Yokohama 226-8501, Japan b Division of Collaborative Research for Bioscience and Biotechnology, Frontier Collaborative Research Center, Yokohama 226-8503, Japan c CREST, JST (Japan Science and Technology Agency), Nagatsuta, Midoriku, Yokohama 226-8501, Japan d Department of Applied Chemistry, Gifu University, Yanagito, Gifu 501-1193, Japan |
| Abstract: | It was found that 2′-O-cyanoethyl group could be removed from 2′-O-cyanoethylated ribonucleoside derivatives by treatment with Bu4NF. This finding was successfully applied to the synthesis of oligoribonucleotides via their 2′-O-cyanoethylated derivatives as key intermediates where a cyanoethyl group was used as the 2′-hydroxyl protecting group. The rate of condensation using this protecting group in the presence of various activators was generally faster than that observed when a TBDMS group was used as the protecting group. |
| Keywords: | RNA synthesis Hydroxyl protecting group β-Elimination siRNA |
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