Collect. Czech. Chem. Commun. 1999, 64, 1325-1334

Pyridoxine as a Substrate for Screening Synthetic Potential of Glycosidases

Lenka Weignerováa, Yukio Suzukib, Zdenka Huňkováa, Petr Sedmeraa, Vladimír Havlíčeka, Radek Marekc and Vladimír Křena,*

a Institute of Microbiology, Academy of Sciences of the Czech Republic, Vídeňská 1083, 142 20 Prague 4, Czech Republic
b Research Institute for Bioresources, Okayama University, Kurashiki 710, Japan
c Laboratory of Biomolecular Structure and Dynamics, Faculty of Science, Masaryk University, 611 37 Brno, Czech Republic


The reactions of glycosidases with pyridoxine were used for testing their ability to make new glycosidic bonds. Of 35 glycosidases examined, some exhibited regiospecificity towards one primary alcoholic group; glycosylation of phenolic hydroxyl group was not observed. A series of new glycosides of pyridoxine, 2-acetamido-2-deoxy-β-D-glucopyranosides, α-D-manno- pyranosides, and one α-D-galactopyranoside were prepared and completely characterized by MS and NMR.

Keywords: Pyridoxine; Glycosides; Glycosidases; Enzymatic glycosylation; Vitamins; Biocatalysis.