Regioselective enzymatic acylation of beta-L-2'-deoxynucleosides: application in resolution of beta-D/L-2'-deoxynucleosides.
[reaction: see text] A practical synthesis of beta-L-3'- and beta-L-5'-O-levulinyl-2'-deoxynucleosides has been described for the first time through enzymatic acylation and/or hydrolysis processes. It is noteworthy that the different behavior exhibited by Pseudomonas cepacia lipase in the acylation of D- and L-nucleosides allows the parallel kinetic resolution of D/L-nucleosides.
García
Javier
J
Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, 33071-Oviedo, Spain.
Fernández
Susana
S
Ferrero
Miguel
M
Sanghvi
Yogesh S
YS
Gotor
Vicente
V
D000215:Acylation; D002851:Chromatography, High Pressure Liquid; D004798:Enzymes / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry*
D004798:Enzymes; D009705:Nucleosides