A Versatile Synthesis of 5′??Functionalized Nucleosides Through Regioselective Enzymatic Hydrolysis of Their Peracetylated Precursors

T Bavaro, S Rocchietti, D Ubiali, M Filice…

Index: Bavaro, Teodora; Rocchietti, Silvia; Ubiali; Filice, Marco; Terreni, Marco; Pregnolato, Massimo European Journal of Organic Chemistry, 2009 , # 12 p. 1967 - 1975

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Citation Number: 13

Abstract

Abstract We describe a chemo-enzymatic synthesis of modified nucleosides through lipase- catalyzed hydrolysis of their peracetylated precursors. It was found from screening of a large number of substrates that these enzymes' regioselectivities were affected by the sugar and the nucleobase structures. By selecting the best enzyme for each substrate in terms of activity and regioselectivity, we prepared a small library of differently monodeprotected ...