Synthesis of methyl 6-O-β-inulotriosyl-α-d-glucopyranoside by intermolecular transglycosylation reaction of cycloinulo-oligosaccharide fructanotransferase

Incubation of cycloinulohexaose and methyl α-d-glucopyranoside in the presence of cycloinulo-oligosaccharide fructanotransferase gave some hetero-oligosaccharides. The main product was a tetrasaccharide whose sugar composition was methyl α-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-β-d-fructofuranosyl-(2 → 1)-O-β-d-fructofuranosyl-(2 → 1)-O-β-d-fructofuranosyl-(2 → 6)-α-d-glucopyranoside (methyl 6-O-β-inulotriosyl-α-d-glucopyranoside), by two-dimensional NMR spectroscopy. © 1997 Elsevier Science Ltd.