Synthesis of methyl 6-O-beta-inulotriosyl-alpha-D-glucopyranoside by intermolecular transglycosylation reaction of cycloinulo-oligosaccharide fructanotransferase.
Incubation of cycloinulohexaose and methyl alpha-D-glucopyranoside in the presence of cycloinulo-oligosaccharide fructanotransferase gave some hetero-oligosaccharides. The main product was a tetrasaccharide whose sugar composition was methyl alpha-D-glucopyranoside-D-fructose in a ratio 1:3. This oligosaccharide was isolated from the reaction mixture by charcoal-column chromatography and was identified as methyl O-beta-D-fructofuranosyl-(2--> 1)-O-beta-D-fructofuranosyl-(2-->1)-O-beta-D-fructofuranosyl-(2-->6)- alpha-D-glucopyranoside (methyl 6-O-beta-inulotriosyl-alpha-D-glucopyranoside), by two-dimensional NMR spectroscopy.
Kawamura
M
M
Department of Biology, Osaka Kyoiku University, Japan.
Nakai
H
H
Uchiyama
T
T
Takai
Y
Y
Sawada
M
M
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002851:Chromatography, High Pressure Liquid; D006602:Hexosyltransferases / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009005:Monosaccharides / Q000032:analysis; D009844:Oligosaccharides / Q000096:biosynthesis* / Q000737:chemistry / Q000378:metabolism
D009005:Monosaccharides; D009844:Oligosaccharides; C102956:cycloinulohexaose CF6; C105302:methyl 6-O-inulotriosylglycopyranoside; D006602:Hexosyltransferases; C062589:cycloinulo-oligosaccharide fructanotransferase