Synthesis by an alpha-glucosidase of glycosyl-trehaloses with an isomaltosyl residue.
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.
Kurimoto
M
M
Hayashibara Biochemical Laboratories, Inc., Okayama, Japan.
Nishimoto
T
T
Nakada
T
T
Chaen
H
H
Fukuda
S
S
Tsujisaka
Y
Y
D001439:Bacteroides / Q000378:metabolism; D001644:Bifidobacterium / Q000378:metabolism; D002247:Carbon Isotopes; D003013:Clostridium / Q000378:metabolism; D013293:Enterococcus faecalis / Q000378:metabolism; D004926:Escherichia coli / Q000378:metabolism; D006801:Humans; D007422:Intestines / Q000382:microbiology; D007778:Lactobacillus / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D009834:Oligo-1,6-Glucosidase / Q000032:analysis*; D010462:Peptostreptococcus / Q000378:metabolism; D014199:Trehalose / Q000138:chemical synthesis* / Q000378:metabolism; D000520:alpha-Glucosidases / Q000737:chemistry*
D002247:Carbon Isotopes; D014199:Trehalose; D009834:Oligo-1,6-Glucosidase; D000520:alpha-Glucosidases