Polysaccharide synthesis from mono- and oligo-saccharides by the action of phosphorus pentoxide in dimethyl sulphoxide

Polysaccharide synthesis from mono- and oligo-saccharides by the action of phosphorus pentoxide in dimethyl sulphoxide
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二甲亚砜中五氧化二磷的作用从单糖和寡糖合成多糖

DOI:
10.1016/0032-3861(72)90016-x
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发表时间:
1972
期刊:
影响因子:
--
通讯作者:
K. Onodera
K. Onodera
中科院分区:
--
文献类型:
--
作者:
S. Hirano;N. Kashimura;N. Kosaka;K. Onodera

文献摘要

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五氧化二磷-二甲基亚砜(P_4O_(10)-DMSO)在低于35°C时主要催化碳水化合物的聚合反应,在60-65°C时主要催化氧化反应。以2-乙酰氨基-2-脱氧-d-葡萄糖和己糖醛酸为原料,在P_4O_(10)-DMSO的作用下,于10-25°C反应,以48%的产率合成了一系列新的合成多糖。合成的多糖分子量为20,w0.68 -1.34S,还原端基法测得多糖分子链的聚合度为15.3-4.7个单糖单元。通过合成葡聚糖(2)的甲基化进行的结构分析显示α-1,4-和α-1,6-糖苷键为主链,具有各种分支。合成的多糖含有1.3-15.9%的磷,但连接是未知的。
Phosphorus pentoxide-dimethyl sulphoxide (P4O10-DMSO) was found predominantly to catalyse the polymerization reaction of carbohydrates at below 35°C and the oxidation reaction at 60–65°C. A series of new synthetic polysaccharides were prepared from mono- and oligo-saccharides including 2-acetamido-2-deoxy-d-glucose and hexuronic acids in up to 48% yield by the action of P4O10-DMSO at 10–25°C. These synthetic polysaccharides showeds20,w0.68–1.34S, and the degree of polymerization fell in 15.3–4.7 monosaccharide units per polysaccharide chain on the basis of reducing end-group assay. A structural analysis by the methylation of the synthetic glucan (2) revealed α-1,4- and α-1,6-glucosidic linkages as main chains with various branchings. The synthetic polysaccharides contained 1.3–15.9% phosphorus, but the linkages are unknown.