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 so me hetero-oligosaccharides. The main product was a tetrasaccharide who se sugar composition was methyl alpha-D-glucopyranoside-D-fructose in a ratio 1:3. This oligosaccharide was isolated from the reaction mixtu re by charcoal-column chromatography and was identified as methyl O-be ta-D-fructofuranosyl-(2 --> 1)-O-beta-D-fructofuranosyl-(2 --> 1)-O-be ta-D-fructofuranosyl-(2 --> 6)-alpha-D-glucopyranoside (methyl 6-O-bet a-inulotriosyl-alpha-D-glucopyranoside), by two-dimensional NMR spectr oscopy. (C) 1997 Elsevier Science Ltd.