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Folia Microbiol (Praha) ; 48(3): 329-37, 2003.
Article in English | MEDLINE | ID: mdl-12879742

ABSTRACT

4-Nitrophenyl alpha-D-galactopyranosyl-(1-->3)-6-O-acetyl-alpha-D-galactopyranoside was prepared in a transglycosylation reaction catalyzed by alpha-D-galactosidase from Talaromyces flavus using 4-nitrophenyl alpha-D-galactopyranoside as a glycosyl donor and 4-nitrophenyl 6-O-acetyl-alpha-D-galactopyranoside as an acceptor. 4-Nitrophenyl 6-O-acetyl-alpha-D-galactopyranoside and 4-nitrophenyl 6-O-acetyl-beta-D-galactopyranoside were prepared in a regioselective enzymic transesterification in pyridine-acetone catalyzed by the lipase PS from Burkholderia cepacia. A series of water-miscible organic solvents (acetone, acetonitrile, dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, 2-methoxyethanol, pyridine, 2-methylpropan-2-ol, tetrahydrofuran, propargyl alcohol) were used as co-solvents in this enzymic reaction. Their influence on the activity and stability of the alpha-galactosidase from T. flavus was established. 2-Methylpropan-2-ol and acetone (increasing the solubility of the modified substrate acceptors and displaying the minimum impairment of the activity and stability of the enzyme) were used as co-solvents in transglycosylation reactions.


Subject(s)
Disaccharides/chemical synthesis , Nitrophenylgalactosides/chemical synthesis , alpha-Galactosidase/chemistry , Burkholderia cepacia/enzymology , Carbohydrate Conformation , Carbohydrate Sequence , Catalysis , Disaccharides/biosynthesis , Magnetic Resonance Spectroscopy , Molecular Structure , Nitrophenylgalactosides/biosynthesis , Solvents , Talaromyces/enzymology , alpha-Galactosidase/metabolism
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