Preparation of Three Positional Isomers of Diglucosyl-cyclomaltohexaose

概要

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Three positional isomers of diglucosyl-cyclomaltohexaose (diglucosyl-cG_6) were chemically synthesized via 6^1,6^2-, 6^1,6^3-, and 6^1,6^4-di-O-(tert-butyldimethylsilyl)-cG_6s (1,2,and 3) prepared regiospecifically. Glucosylation of bis(2,3-di-O-acetyl)tetrakis(2,3,6-tri-O-acetyl)-cG_6s obtained from the three regioisomeric compounds 1,2,and 3 with 2,3,4,6-tetra-O-benzyl-1-O-trichloroacetimidoyl-α-D-glucopyranose, followed by debenzylaiton and then deacetylation, afforded 6^1,6^2-, 6^1,6^3-, and 6^1,6^4-di-O-(α-D-glucopyranosyl)-cG_6s (10,11,and 12) together with configurational isomers. The desired compounds 10,11,and 12 containing two (1→6)-α-linkages were isolated from the mixtures of their configurational isomers by high performance liquid chromatography. The three diglucosyl-cG_6s synthesized chemically were used as authentic samples to identify the components in a mixture of diglucosyl-cG_6s produced by an enzymatic process.
社団法人日本薬学会の論文
1992-05-25