Towards regioselective synthesis of oligosaccharides by use of alpha-glucosidases with different substrate specificity.
alpha-Glucosidase from two microbial sources, Bacillus stearothermophilus and Brewer's yeast, has been used to catalyze transglycosylation reactions and a comparative study was carried out to determine the regioselectivity of this reaction. Bacterial alpha-glucosidase exhibited higher transfer activity with maltose and was able to synthesize tri- and tetrasaccharides in high yield (27%). In the case of yeast enzyme, only trisaccharides were synthesized in lower yield. Structure analysis of transglycosylation products by means of GC-MS and NMR spectroscopy revealed a correlation between the hydrolytic substrate specificity and the regioselectivity of transglycosylation reaction. Higher substrate specificity of bacterial enzyme, however, influenced its transglucosylation activity toward other saccharide acceptors.
Malá
S
S
Department of Biochemistry and Microbiology, Institute of Chemical Technology, Prague, Czech Republic.
Dvoráková
H
H
Hrabal
R
R
Králová
B
B
D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D006031:Glycosylation; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013379:Substrate Specificity; D000520:alpha-Glucosidases / Q000378:metabolism*
D009844:Oligosaccharides; D000520:alpha-Glucosidases