Studies on Transfer Ribonucleic Acids and Related Compounds. XXXVIII. A Rapid Method for the Synthesis of Ribooligonucleotides by using 3', 5'-Unsubstituted Nucleosides. Synthesis of a Hexanucleotide containing Anticodon Triplet of E. coli tRNA^<Met>_f.

概要

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N-Protected 2'-O-(o-nitrobenzyl) nucleosides have been used as condensing units with protected nucleoside 3'-phosphates. After formation of the 3'-5'linkage, the 3'-hydroxyl group of the dinucleoside monophosphate was phosphorylated by treatment with ether p-chlorophenyl phosphate plus DCC or p-chlorophenyl phosphoroditriazolide. The dinucleotide was further elongated in the 3'-direction by condensation with the N-and 2'-O-protected nucleosides followed by phosphorylation. Protected C-Gp and C-A-Up were prepared by this procedure. The trimer was used in the synthesis of hexamer C-A-U-A-A-C by condensation with the 3'-O-(o-nitrobenzyl)-containing trimer block. This hexamer corresponds to the bases 35 to 40 of E. coli tRNA^<Met>_f, which are located in the anticodon loop. A trimer containing uridine in the middle position has also been synthesized by this method in combination with an extraction procedure for the intermediate to permit rapid isolation.
公益社団法人日本薬学会の論文
1981-03-25