Synthesis of proteophosphoglycans of Leishmania major and Leishmania mexicana
Synthesis of proteophosphoglycans of Leishmania major and Leishmania mexicana
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DOI：
10.1021/jo048443z
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发表时间：
2005-03-04
影响因子：
3.6
通讯作者：
Boons, GJ
中科院分区：
文献类型：
--
作者：
Majumdar, D;Elsayed, GA;Boons, GJ
一种新的方法合成的各种片段的蛋白磷酸聚糖从利什曼原虫主要和墨西哥利什曼原虫蛋白磷酸聚糖已被开发。这些化合物是通过将α-甘露糖基和α-乙酰基-葡糖胺亚磷酰胺衍生物与各种氨基酸和肽的丝氨酸羟基偶联，在用叔-BuOOH氧化后，以良好的产率得到仅作为α-端基异构体的磷酸三酯而获得的。所得化合物可使用常规方法去封闭。预组装和适当保护的肽的糖磷酸化被认为是更有效的蛋白磷酸聚糖片段的制备比使用磷酸糖基丝氨酸衍生物的积木方法策略。
A novel approach for the synthesis of various fragments of proteophosphoglycans from Leishmania major and Leishmania mexicana proteophosphoglycans has been developed. These compounds have been obtained by coupling alpha-mannosyl and alpha-acetyl-glucosamine phosphoramidite derivatives with the serine hydroxyl of various amino acids and peptides to give, after oxidation with tert-BuOOH, phosphotriesters exclusively as alpha-anomers in good yield. The resulting compounds could be deblocked using conventional methods. Glycophosphorylation of preassembled and properly protected peptides was found to be more efficient for the preparation of proteophosphoglycan fragments than a building block approach strategy using a phosphoglycosylserine derivative.