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通过糖基氢膦酸酯逐步合成低聚(糖基磷酸酯)。来自荚膜汉逊酵母Y-1842外磷甘露聚糖和大肠杆菌K51荚膜抗原的寡聚片段的化学合成。

The stepwise synthesis of oligo(glycosyl phosphates) via glycosyl hydrogenphosphonates. The chemical synthesis of oligomeric fragments from Hansenula capsulata Y-1842 exophosphomannan and from Escherichia coli K51 capsular antigen.

作者信息

Nikolaev A V, Ivanova I A, Shibaev V N

机构信息

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow.

出版信息

Carbohydr Res. 1993 Apr 7;242:91-107. doi: 10.1016/0008-6215(93)80024-9.

Abstract

A stepwise approach has been used in the syntheses of pentamannosyl tetraphosphate HO-[-6Man(alpha)-PO4-]4-6Man(alpha)-OMe and tetra(N-acetylglucosaminyl) triphosphate HO-[-3GlcNAc(alpha)-PO4]3- 3GlcNAc(beta)-OC6H4NO2, which are fragments of the yeast and bacteria extracellular phosphoglycans. Elongation of the chain was performed with the use of suitably protected glycosyl hydrogenphosphonate derivatives for successive introduction of glycosyl phosphate residues. Partially protected monosaccharide derivatives and oligomeric blocks served as hydroxylic components.

摘要

已采用逐步方法合成了五甘露糖基四磷酸酯HO-[-6Man(α)-PO4-]4-6Man(α)-OMe和四(N-乙酰葡糖胺基)三磷酸酯HO-[-3GlcNAc(α)-PO4]3-3GlcNAc(β)-OC6H4NO2,它们是酵母和细菌细胞外磷酸聚糖的片段。使用适当保护的糖基氢膦酸酯衍生物进行链的延长,以便连续引入糖基磷酸残基。部分保护的单糖衍生物和低聚嵌段用作羟基组分。

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