Preparation and characterization of O-acylated fucosylated chondroitin sulfate from sea cucumber.
Preparation and characterization of O-acylated fucosylated chondroitin sulfate from sea cucumber.
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DOI：
10.3390/md10081647
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发表时间：
2012-08
期刊：
影响因子：
5.4
通讯作者：
Zhao J
中科院分区：
文献类型：
--
作者：
Gao N;Wu M;Liu S;Lian W;Li Z;Zhao J
岩藻糖基化硫酸软骨素（FuCS）是一种来源于海参的复合糖胺聚糖，具有很强的抗凝血活性。为了了解结构与活性之间的关系，选择解聚的FuCS（dFuCS）通过在OH基团上的选择性取代来制备其衍生物。它的O-酰化反应是在均相条件下用羧酸酐进行的。O-酰化衍生物的结构用NMR进行了表征。结果表明，4-O-硫酸岩藻糖残基可能比硫酸岩藻糖支链中的其他残基更容易被酰化。但O-酰化反应总是伴随着β-消除反应，且酰化程度越高，β-消除程度越高。凝血试验结果表明，dFuCS的部分O-酰化对其抗凝活性影响不显著，4-O-硫酸岩藻糖单元2-OH的O-酰化对其抗凝活性无影响。
Fucosylated chondroitin sulfate (FuCS), a kind of complex glycosaminoglycan from sea cucumber, has potent anticoagulant activity. In order to understand the relationship between structures and activity, the depolymerized FuCS (dFuCS) was chosen to prepare its derivates by selective substitution at OH groups. Its O-acylation was carried out in a homogeneous way using carboxylic acid anhydrides. The structures of O-acylated derivatives were characterized by NMR. The results indicated that the 4-O-sulfated fucose residues may be easier to be acylated than the other ones in the sulfated fucose branches. But the O-acylation was always accompanied by the β-elimination, and the degree of elimination was higher as that of acylation was higher. The results of clotting assay indicated that the effect of partial O-acylation of the dFuCS on their anticoagulant potency was not significant and the O-acylation of 2-OH groups of 4-O-sulfated fucose units did not affect the anticoagulant activity.
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影响因子：
4.8
作者：
Mourao, PAS;Pereira, MS;Abildgaard, U
通讯作者：
Abildgaard, U
影响因子：
8.8
作者：
Wu, Mingyi;Xu, Shimin;Ding, Hui
通讯作者：
Ding, Hui
影响因子：
4.8
作者：
Vilela-Silva, ACES;Castro, MO;Mourao, PAS
通讯作者：
Mourao, PAS
影响因子：
11.2
作者：
Yamada, T;Ogamo, A;Nakagawa, Y
通讯作者：
Nakagawa, Y
影响因子：
4.6
作者：
Monfregola, Luca;Leone, Marilisa;De Luca, Stefania
通讯作者：
De Luca, Stefania