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Nucleic Acids Symposium Series 2004 48(1):9-10; doi:10.1093/nass/48.1.9
© 2004 by Oxford University Press
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Oligoribonucleotide synthesis by the use of 1-(2-cyanoethoxy)ethyl (CEE) as a 2'-hydroxy protecting group

Tadashi Umemoto and Takeshi Wada

Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5 Kashiwanoha Bioscience bldg 702, Kashiwa, Chiba 277-8562, Japan

A novel method for the synthesis of oligoribonucleotides has been developed by the use of 1-(2-cyanoethoxy)ethyl (CEE) as a 2'-hydroxy protecting group. The CEE group was indroducted to the 2'-position of an N-acyl-3',5'-O-silyl protected ribonucleoside under acidic conditions. A combination of the use of N-acyl and 2'-O-CEE protecting groups enables a reliable and complete two step deprotection, first with NH3aq-EtOH, then with TBAF in THF, without cleavage of internucleotidic linkages


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