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海参与海参皂苷的结构研究。

The structure of a fucosylated chondroitin sulfate from the sea cucumber Cucumaria frondosa.

机构信息

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991 Russia.

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991 Russia.

出版信息

Carbohydr Polym. 2017 Jun 1;165:7-12. doi: 10.1016/j.carbpol.2017.02.003. Epub 2017 Feb 3.

Abstract

A fucosylated chondroitin sulfate (FCS) CF was isolated from the sea cucumber Cucumaria frondosa and purified by anion-exchange chromatography. Chemical and NMR spectroscopic methods were applied for the structural characterization of this biopolymer. The backbone of CF was found to consist of chondroitin sulfate A and E fragments together with rather uncommon disaccharide repeating units →3)-β-d-GalNAc4S6S-(1→4)-β-d-GlcA3S-(1→ and →3)-β-d-GalNAc4S-(1→4)-β-d-GlcA3S-(1→. Three types of branches were found in molecules of CF. Two of them were identified as α-l-Fuc p3S4S and α-l-Fuc p2S4S attached to O-3 of Glc pA residues, while the third one was per-O-sulfated α-l-Fuc p linked to O-6 of Gal pNAc residue. The ratio of these branches was 5:2:1. According to these data, CF has more complicated structure than the corresponding FCS, isolated from the same holothurian species and described previously (Liu et al., 2016). The presence of new structural features both in the backbone and in branches of CF gives an additional example of structural variability within holothurian FCS.

摘要

从海参刺参中分离得到一种岩藻糖基硫酸软骨素(FCS)CF,并通过阴离子交换色谱法进行纯化。采用化学和 NMR 光谱方法对该生物聚合物的结构进行了表征。发现 CF 的骨架由软骨素硫酸 A 和 E 片段以及相当罕见的二糖重复单元组成→3)-β-d-GalNAc4S6S-(1→4)-β-d-GlcA3S-(1→和→3)-β-d-GalNAc4S-(1→4)-β-d-GlcA3S-(1→。在 CF 分子中发现了三种类型的支链。其中两种被鉴定为α-l-Fuc p3S4S 和α-l-Fuc p2S4S,分别连接在 Glc pA 残基的 O-3 上,而第三种是与 Gal pNAc 残基的 O-6 相连的全-O-硫酸化的α-l-Fuc p。这些支链的比例为 5:2:1。根据这些数据,CF 的结构比以前从同一海参物种中分离得到的、具有代表性的 FCS 更为复杂(Liu 等人,2016)。CF 骨干和支链中存在新的结构特征,为海参 FCS 结构的变异性提供了另一个例子。

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