Biopolymers and cell. 1996; 12 (5): 50 - 55

Nucleoside N-acylation with active derivatives of amino acids

Sergiy M. Yarmoluk, Alexander M. Kostenko, Dmytro V. Kryvorotenko, Igor Ya. Dubey

Simple procedure for N-acylation ofadenosine. guanosine and cytidine by active deriva¬tives of amino acids is proposed. Procedure is based on transient silyl protection ofribose hydroxy groups and consists of 3 steps: (a) silylotion of nucleoside by trimethylchloro-silane, (b) reaction of amino group ofsilylated nucleoside with chloroanhydride or active ester of N-protected amino acid, (c) desilylation of intermediate. The yields ofN-amino-acylated nucleosides were about 40—90 %.