Synthesis of Gal-beta-(1-->4)-GlcNac-beta-(1-->6)-[Gal-beta-(1-->3]-GalNAc-alpha- OBn oligosaccharides bearing O-methyl or O-sulfo groups at C-3 of the Gal residue: specific acceptors for Gal: 3-O-sulfotransferases.
Synthesis of Gal-beta-(1-->4)-GlcNac-beta-(1-->6)-[Gal-beta-(1-->3]-GalNAc-alpha- OBn oligosaccharides bearing O-methyl or O-sulfo groups at C-3 of the Gal residue: specific acceptors for Gal: 3-O-sulfotransferases.
复制标题
带有O-甲基或的Gal-beta-(1-->4)-GlcNac-beta-(1-->6)-[Gal-beta-(1-->3]-GalNAc-α-OBn寡糖的合成
DOI：
10.1023/a:1006977607394
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发表时间：
1998
影响因子：
3
通讯作者：
Matta,KL
中科院分区：
文献类型：
--
作者：
Jain,RK;Piskorz,CF;Chandrasekaran,EV;Matta,KL
我们最近的研究揭示了存在两种不同的Gal：3-O-磺基转移酶，能够作用于核心2分支结构中半乳糖的C-3位置，例如，以Galβ1→4GlcNAcβ1→6（Galβ1→3）GalNAcα1→OBenzyl为受体，得到3-O-磺基Gal β1→4GlcNAcβ1→3（Galβ1→3）GalNAcα1→OB 20和Galβ1→4GlcNAcβ1→6（3-O-磺基Gal β1→3）GalNAcα1→OB 23。我们在此报告这两种化合物的合成，也是其他修饰的类似物，这是两个磺基转移酶的高度特异性受体。适当保护的1-硫代糖苷7、8和10被用作糖基供体用于合成我们的目标化合物。
Our recent studies have revealed the existence of two distinct Gal: 3-O-sulfotransferases capable of acting on the C-3 position of galactose in a Core 2 branched structure, e.g., Galβ1→4GlcNAcβ1→6(Galβ1→3)GalNacα1→OBenzyl as acceptor to give 3-O-sulfoGalβ1→4GlcNAcβ1→3(Galβ1→3)GalNAcα1→OB 20 and Galβ1→4GlcNAcβ1→6(3-O-sulfoGalβ1→3)GalNAcα1→OB 23. We herein report the synthesis of these two compounds and also that of other modified analogs that are highly specific acceptors for the two sulfotransferases. Appropriately protected 1-thio-glycosides 7, 8, and 10 were employed as glycosyl donors for the synthesis of our target compounds.