1997 Fiscal Year Final Research Report Summary
Synthesis of Branched Polysaccharides Having Hypoglycaemic Activity
| Project/Area Number |
07651074
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
高分子合成
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| Research Institution | Tokyo Institute of Technology |
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Principal Investigator |
HATANAKA Kenichi Tokyo Institute of Technology, Department of Biomolecular Engineering, Associate Professor, 生命理工学部, 助教授 (70167584)
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| Project Period (FY) |
1995 – 1997
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| Keywords | Chemo-Enzymatic Synthesis / Branched Polysaccharide / Hypoglycaemic Activity / D-Xylose / Imidate Method / Curdlan / Natural Polysaccharide / Ring-Opening Polymerization |
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| Research Abstract |
2,4-Di-O-benzyl- (1*6) -alpha-D-glucopyranan which was prepared by cationic ring-opening polymerization of an anhydro glucose derivative was xylosylated at the C-3 position to give xylopyranosyl glucopyranan derivatives. Stereoselectivity of the xylosylation with xylopyranosyl trichloroacetimidate as glycosylating reagent was low. Glucosyl branches were introduced into curdlan ((1*3)-beta-D-glucopyranan) for the purpose of improvement of physical properties of natural polysaccharides. Curdlan was protected by regioselective tritylation at C-6 position, followed by phenylcarbamoylation at C-2 and C-4. Selectively deprotected (detritylated) curdlan was glucosylated to give (1*3) -beta-D-glucopyranan derivative with glucopyranosyl branches. Deprotections of the obtained branched polysaccharide were also attempted. Natural polysaccharide curdlan was then dimethoxytritylated, phenylcarbamoylated, and dedimethoxytritylated in order to prepare a regioselectively protected polysaccharide. The regioselectively protected curdlan was subsequently glucosylated with glucopyranosyl trichloroacetimidate.
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