Toward fully synthetic glycoproteins by ultimately convergent routes: A solution to a long-standing problem
Toward fully synthetic glycoproteins by ultimately convergent routes: A solution to a long-standing problem
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DOI：
10.1021/ja0491836
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发表时间：
2004-06-02
影响因子：
15
通讯作者：
Danishefsky, SJ
中科院分区：
文献类型：
--
作者：
Warren, JD;Miller, JS;Danishefsky, SJ
本发明公开了一种多糖化肽的收敛合成方法。该方法以一种聚合技术为中心，用于产生掩蔽的、含复杂糖肽的C-末端酰基供体。在原位激活潜伏供体，并直接与含有复杂碳水化合物的第二个肽分段偶联使用，可产生完全不受保护的双功能糖肽。在完全收敛的链段偶联过程中，该系统在酰基供体的C端氨基酸残基上表现出最低水平的水解和异构化，因此是合成糖蛋白的有力工具。
A method is disclosed for the convergent synthesis of multiply glycosylated peptides. The approach centers on a convergent technique for generating masked, complex glycopeptide-containing C-terminal acyl donors. Activation of the latent donor in situ and use directly in segment coupling with a second peptide bearing a complex carbohydrate produces a completely unprotected, bifunctional glycopeptide. The system demonstrates a minimum level of hydrolysis and epimerization at the C-terminal amino acid residue of the acyl donor during fully convergent segment coupling and is therefore a powerful tool for the synthesis of glycoproteins.