Isolation of Permethylated Dicarbonyl Sugar Derivatives from Polysaccharides |
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Authors: | Naoki Kashimura Koji Yoshida Konoshin Onodera |
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Institution: | Laboratory of Biological Chemistry, Department of Agricultural Chemistry,, Kyoto University, Kyoto |
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Abstract: | Oxidation of methyl trimethyl glucopyranosides which were obtained by methanolysis of permethylated cellulose, laminarin, and dextran, was performed with dimethyl sulfoxide (DMSO)-phosphorus pentoxide to afford the corresponding ulose derivatives, methyl 2,3,6-tri-O-methyl-d-xylo-hexopyranosid-4-ulose, methyl 2,4,6-tri-O-methyl-d-ribo-hexopyranosid-3-ulose, and methyl 2,3,4-tri-O-methyl-d-gluco-hexodialdo-l,5-pyranoside, respectively, in good or moderate yields. As a new type of derivatives for the linkage analysis of polysaccharides the chromatographic and spectrometric properties of 2,4-dinitrophenylhydrazone of the ulose derivatives were investigated. |
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