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Bioorg Med Chem ; 20(9): 3111-8, 2012 May 01.
Article in English | MEDLINE | ID: mdl-22465858

ABSTRACT

A new enzymatic method for the synthesis of ß-galactosides of nucleosides and acyclic nucleoside analogues has been developed, using ß-galactosidase from Escherichia coli as a catalyst and lactose as a sugar donor. The method is very rapid, feasible and last but not least inexpensive. Its applicability has been proven for a broad variety of possible substrates with respect to its scaling up for preparative use. Five new compounds from a series of nucleoside and acyclic nucleoside analogues have been prepared on a scale of several hundred milligrams, in all cases revealing very good results of the method concerning the reproducibility of the reaction yields and simplicity of the purification process.


Subject(s)
Escherichia coli/enzymology , Nucleosides/chemistry , beta-Galactosidase/metabolism , Biocatalysis , Glycosylation , Kinetics , Lactose/metabolism
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