A series of β-(1→4)-thiooligosaccharide analogs,
O-β-D-glucopyranosyl-(1→4)-
S-β-D- glucopyranosyl-(1→4)-4-deoxy-4-thio-D-glucopyranose (
1: Glc-
O-Glc-
S-Glc),
S-β-D-glucopyranosyl- (1→4)-
O-(4-deoxy-4-thio-β-D-glucopyranosyl)-(1→4)-D-glucopyranose (
2: Glc-
S-Glc-
O-Glc),
S-β-D-glucopyranosyl-(1→4)-4-deoxy-4-thio-D-glucopyranose (
3: Glc-
S-Glc),
O-β-D-galactopyranosyl-(1→4)-
S-β-D-glucopyranosyl-(1→4)-4-deoxy-4-thio-D-glucopyranose (
4: Gal-
O-Glc-
S-Glc) and
O-β-D-glucopyranosyl-(1→4)-
S-β-D-glucopyranosyl-(1→4)-
O- (4-deoxy-4-thio-β-D-glucopyranosyl)-(1→4)-D-glucopyranose (
5: Glc-
O-Glc-
S-Glc-
O-Glc), including novel compounds were synthesized for the substrates and/or the inhibitors of cellobiohydrolases for the evaluation of cellulolytic activities. The triflated acceptors were constructed in two reaction steps, regioselective benzoylation and triflation. After
S-glycosylation of these triflated acceptors, acyl protecting group was deprotected to yield target compounds. In this way, all target compounds were successfully synthesized in short-step (four reaction steps).
抄録全体を表示