Synthesis of isomeric sulfated disaccharides. Methyl O-(2-acetamido-2-deoxy-3-O-, 4-O-, and 6-O-sulfo-beta-D-glucopyranosyl sodium salt)-(1-->3)-beta-D-galactopyranoside.
Synthesis of isomeric sulfated disaccharides. Methyl O-(2-acetamido-2-deoxy-3-O-, 4-O-, and 6-O-sulfo-beta-D-glucopyranosyl sodium salt)-(1-->3)-beta-D-galactopyranoside.
复制标题
异构硫酸化二糖的合成。
DOI：
10.1016/0008-6215(94)00323-8
复制
发表时间：
1995
影响因子：
3.1
通讯作者：
Matta,KL
中科院分区：
文献类型：
--
作者：
Jain,RK;Liu,XG;Matta,KL
目前，人们对硫酸化糖蛋白的生物合成产生了极大的兴趣。此外，自从报道成功使用3-O-硫酸化Le x 和Le a 部分作为选择素的配体以来，硫酸化糖蛋白引起了特别关注[2-4]。在糖蛋白中，硫酸盐基团经常出现在半乳糖的 C-3 或 C-6 位点以及 GlcNAc 的 C-6 位点，但在某些情况下，也有报道称硫酸盐位于半乳糖的 C-4 位点 [5-9]。两种高内皮微静脉 (HEV) 相关选择素配体 Glycam I 和 CD34 是含有硫酸盐、唾液酸和岩藻糖的 O 连接糖蛋白，已确定这些元素是与 L-选择素结合的必需成分。有关含有岩藻糖、唾液酸和硫酸盐官能团的复杂碳水化合物生物合成的信息将被证明非常重要，因为这些知识可以揭示可能充当 L-选择素配体的碳水化合物排列。例如，我们对具有硫酸化糖的 1, 3/4-L-岩藻糖基转移酶的特异性研究使我们合成了 3-O-硫酸化 Le x 和 Le a 结构 [10, 11]。其他实验室 [12, 13] 合成这些著名化合物的报告最近出现在文献中。我们最近还利用一系列含有硫酸盐和唾液酸的受体研究了唾液酸转移酶[14]。
At present, there is an immense interest in the biosynthesis of sulfated glycoproteins. Moreover, since the reported successful employment of 3-O-sulfated Le x and Le a moieties as ligands for selectins, sulfated glycoproteins are attracting special attention [2-4]. In glycoproteins the sulfate group has been frequently found at the C-3 or C-6 positions of galactose and the C-6 position of GIcNAc, though, in some cases, sulfate at the C-4 position of galactose has also been reported [5-9]. Two high endothelial venules (HEV)-associated selectin ligands, Glycam I and CD34, are O-linked glycoproteins containing sulfate, sialic acid, and fucose, and it has been determined that these elements are essential ingredients for binding with L-selectin. Information regarding the biosynthesis of complex carbohydrates containing fucose, sialic acid and sulfate functional groups will prove very important, as this knowledge can reveal the carbohydrate arrangements likely to serve as ligands for L-selectin. For example, our specificity studies on a 1, 3/4-L-fucosyltransferases with sulfated saccharides led us to synthesize the 3-O-sulfated Le x and Le a structures [10, 11]. Reports on the synthesis of these noted compounds by other laboratories [12, 13] have recently appeared in the literature. We have also recently investigated sialyltransferases utilizing a series of acceptors containing sulfate and sialic acid [14].