Controllable regioselective enzymatic synthesis of polymerizable 5'-O-vinyl- and 3'-O-vinyl-nucleoside analogues in acetone

Sun XF; Wang N; Wu Q; Lin XF

Biotechnology Letters, Vol.26, No.12, 1019-1022, 2004

DOI10.1023/B:BILE.0000030050.20353.a6 Export Citation

Controllable regioselective enzymatic synthesis of polymerizable 5'-O-vinyl- and 3'-O-vinyl-nucleoside analogues in acetone

Sun XF, Wang N, Wu Q, Lin XF

An efficient synthesis of polymerizable 3'- and 5'-O-acyl-nucleoside derivatives has been developed from inosine and 2'-deoxyuridine by enzyme-catalyzed regioselective acylation with divinyl dicarboxylates. In acetone, Lipozyme (immobilized lipase from Mucor miehei) gave 5'-O-acyl-nucleoside products, and PPL (lipase from porcine pancreas) provided 3'-O-acyl-nucleoside products.

Keywords:acetone;controllable regioselectivity;enzymatic synthesis;lipase;nucleoside analogues