title: An enzymatic glycosylation of nucleoside analogues using β-galactosidase from Escherichia coli.
abstract: A new enzymatic method for the synthesis of β-galactosides of nucleosides and acyclic nucleoside analogues has been developed, using β-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.
authors.affiliation: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of Czech Republic, v.v.i., Flemingovo náměstí 2, CZ-166 10 Prague 6, Czech Republic. blazek@uochb.cas.cz
authors.forename: Jiří
authors.initials: J
authors.lastname: Blažek
authors.forename: Petr
authors.initials: P
authors.lastname: Jansa
authors.forename: Ondřej
authors.initials: O
authors.lastname: Baszczyňski
authors.forename: Martin Maxmilian
authors.initials: MM
authors.lastname: Kaiser
authors.forename: Miroslav
authors.initials: M
authors.lastname: Otmar
authors.forename: Marcela
authors.initials: M
authors.lastname: Krečmerová
authors.forename: Martin
authors.initials: M
authors.lastname: Drančínský
authors.forename: Antonín
authors.initials: A
authors.lastname: Holý
authors.forename: Blanka
authors.initials: B
authors.lastname: Králová
mesh_terms: D055162:Biocatalysis; D004926:Escherichia coli / Q000201:enzymology*; D006031:Glycosylation; D007700:Kinetics; D007785:Lactose / Q000378:metabolism; D009705:Nucleosides / Q000737:chemistry*; D001616:beta-Galactosidase / Q000378:metabolism*
chemical_list: D009705:Nucleosides; D001616:beta-Galactosidase; D007785:Lactose