Synthesis by an alpha-glucosidase of glycosyl-trehaloses with an isomaltosyl residue
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Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
M Kurimoto1, T Nishimoto, T Nakada
1Hayashibara Biochemical Laboratories, Inc., Okayama, Japan.
Abstract:
Glycosyl-trehaloses with an isomaltosyl residue were synthesized by alpha-glucosidase from Aspergillus niger by using maltotetraose as a glucosyl donor and trehalose as the acceptor. The one trisaccharide and two tetrasaccharides formed were isolated by successive column chromatography. The results of an enzymatic digestion, methylation analysis, and 13C-NMR studies indicated that these oligosaccharides were alpha-isomaltosyl alpha-glucoside, alpha-isomaltotriosyl alpha-glucoside and alpha-isomaltoside. These oligosaccharides were not fermented to an acid by Streptococcus mutans, and they effectively inhibited water-insoluble glucan synthesis from sucrose by glucosyltransferase. In an in vitro utilization test with human intestinal bacteria, these oligosaccharides were predominantly utilized by Bifidobacteria.
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