A new approach for the synthesis of O-glycopeptides through a combination of solid-phase glycosylation and fluorous tagging chemistry (SHGPFT)

被引:3
|
作者
Liu, Bo [1 ,2 ]
Zhang, Fa [1 ,2 ]
Zhang, Yan [1 ,2 ]
Liu, Gang [1 ,2 ,3 ,4 ]
机构
[1] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
[3] Tsinghua Univ, Tsinghua Peking Ctr Life Sci, Beijing 100084, Peoples R China
[4] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Beijing 100084, Peoples R China
关键词
CHEMICAL-SYNTHESIS; PEPTIDE TEMPLATES; PROTECTING GROUP; AMINO-ACIDS; PURIFICATION; SERINE; TAG;
D O I
10.1039/c3ob42430h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Glycoproteins and glycopeptides play important roles in various physiological and pathophysiological processes. Efficient preparation of glycopeptides with a specific structure is one of the pivotal areas in current chemistry research. In this article, a new SHGPFT approach to the synthesis and efficient purification of O-glycosylated peptides is developed by combining a solid-phase glycosylation and a light-fluorous glycosyl donor protocol. The desired product is finally isolated from the side products in the cleaved mixture by an efficient fluorous solid-phase extraction (F-SPE) step.
引用
收藏
页码:1892 / 1896
页数:5
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