NMR characterization and anticoagulant activity of the oligosaccharides from the fucosylated glycosaminoglycan isolated from Holothuria coluber

NMR characterization and anticoagulant activity of the oligosaccharides from the fucosylated glycosaminoglycan isolated from Holothuria coluber
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从海参中分离出的岩藻糖基化糖胺聚糖中的寡糖的 NMR 表征和抗凝血活性

DOI:
10.1016/j.carbpol.2020.115844
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发表时间:
2020
影响因子:
11.2
通讯作者:
Zhao Jinhua
Zhao Jinhua
中科院分区:
化学1区
文献类型:
--
作者:
Yang Wenjiao;Chen Dingyuan;He Zhicheng;Zhou Lutan;Cai Ying;Mao Hui;Gao Na;Zuo Zhili;Yin Ronghua;Zhao Jinhua

文献摘要

相似文献

从海参Holothuriacoluber中分离得到一种糖胺聚糖(HcFG)。从其β-消除解聚产物(dHcFG)制备了一系列低聚糖片段(dp范围3-11)。通过对低聚糖的NMR分析,发现d-GlcA-β 1,3-d-GalNAc 4S 6S重复二糖主链被连接在d-GlcA O-3上的单糖支链Fuc 2S 4S、Fuc 3S 4和Fuc 4S取代。以dHcFG的非还原端Fuc 3S 4S为主,比较了HcFG与Actinopyga miliaris(AmFG,Fuc 3S 4S分支)和Stichopus variegatus(SvFG,Fuc 2S 4S分支)的β-消除解聚过程。结果表明,Fuc 3S 4S取代的d-GlcA比Fuc 2S 4S取代的d-GlcA更容易解聚。这可能是由于Fuc 2S 4Son对GlcA的酯化作用有较大的空间位阻效应。生物学测定证实,无论Fuc分支类型如何,FG片段中的有效抗iXase和抗凝活性都需要最小链长(dp 8)。
A glycosaminoglycan was isolated from the sea cucumberHolothuria coluber(HcFG). A series of oligosaccharide fragments (dp range 3–11) were prepared from itsβ-eliminative depolymerized product (dHcFG). Extensive NMR characterization of the oligosaccharides indicated thed-GlcA-β1,3-d-GalNAc4S6Srepeating disaccharide backbone was substituted by monosaccharide branches comprising of Fuc2S4S, Fuc3S4Sand Fuc4S, linked to O-3 ofd-GlcA. For the prevailing Fuc3S4Sat nonreducing end of dHcFG, theβ-eliminative depolymerization process of HcFG was compared with those of the FGs fromActinopyga miliaris(AmFG, branched with Fuc3S4S) andStichopus variegatus(SvFG, branched with Fuc2S4S). The result suggested thatd-GlcA substituted with Fuc3S4Swas more susceptible to depolymerization than that with Fuc2S4S. It might be due to the larger steric hindrance effects from Fuc2S4Son the esterification of GlcA. Biological assays confirmed that the minimum chain length (dp8), regardless of the Fuc branch types, was required for the potent anti-iXase and anticoagulant activities in FG fragments.