Synthesis and assessment of glycosaminoglycan priming activity of cluster-xylosides for potential use as proteoglycan mimetics.

Synthesis and assessment of glycosaminoglycan priming activity of cluster-xylosides for potential use as proteoglycan mimetics.
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簇木糖苷糖胺聚糖引发活性的合成和评估,可用作蛋白聚糖模拟物。

DOI:
10.1021/cb300665u
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发表时间:
2013
影响因子:
4
通讯作者:
Kuberan,Balagurunathan
Kuberan,Balagurunathan
中科院分区:
生物学2区
文献类型:
--
作者:
Tran,VyM;Nguyen,ThaoKN;Sorna,Venkataswamy;Loganathan,Duraikkannu;Kuberan,Balagurunathan

文献摘要

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许多蛋白聚糖(PG)的独特结构特征之一是存在两个或更多个与核心蛋白共价连接的糖胺聚糖(GAG)侧链。先前的研究表明,在大多数PG中发现的多个GAG链的协同生物活性不能通过单个GAG链的活性之和来实现。为了描述GAG化合价的生物学意义,使用点击化学合成了在同一支架上携带两个、三个或四个木糖残基的许多簇-木糖苷。在细胞系统中评估簇-木糖苷的GAG链引发活性揭示了这些簇-木糖苷引发每个支架的多个GAG链。多价GAG链,产生的簇木糖苷,可以更好地模拟PG,因为它们携带两个或更多个GAG链连接到一个核心蛋白,因此可以用作分子探针,以检查GAG多价在模式生物的生物学意义。
One of the distinct structural features of many proteoglycans (PGs) is the presence of two or more glycosaminoglycan (GAG) side chains covalently linked to a core protein. Previous studies have shown that the synergistic biological activity of multiple GAG chains, as found in the majority of PGs, cannot be accomplished by the sum of the activities of individual GAG chains. To delineate the biological significance of GAG valency, a number of cluster-xylosides carrying two, three, or four xylose residues on the same scaffold were synthesized using click chemistry. Assessment of cluster-xylosides for their GAG chain priming activity in a cellular system revealed that these cluster-xylosides prime multiple GAG chains per scaffold. Multivalent GAG chains, produced by cluster-xylosides, can better mimic PGs as they carry two or more GAG chains attached to a core protein and therefore can be used as molecular probes to examine the biological significance of GAG multivalency in model organisms.