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Nucleic Acids Research, 1974, Vol. 1, No. 10 1351-1358
© 1974

Articles

Studies on transfer ribonucleic acids and related compounds. IX(1) Ribo-oligonucleotide synthesis using a photosensitive o-nitrobenzyl protection at the 2'-hydroxyl group

E. Ohtsuka, S. Tanaka and M. Ikehara

Faculty of Pharmaceutical Sciences, Osaka University 6-1-1-, Toneyama, Toyonaka, Osaka, Japan

Received September 3, 1974. o-Nitrobenzyl group was introduced to the 2'-hydroxyl function of uridine via 2', 3'-O-(dibutylstannylene) uridine. The benzylated uridine was protected at the 5'-hydroxyl group with monomethoxytrityl chloride and condensed with 2',3'-O-dibenzoyluridine 5'-phosphate or N, N',2',3'-O-tetrabenzoyladenosine 5'-phosphate using dicyclohexylcarbodiimide (DCC). o-Nitrobenzyl ether linkage of the dinucleotides was removed by UV irradiation with wavelength longer than 320 nm. Deprotected UpU and UpA thus obtained were characterized by RNase A digestion.


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