Construction of a library of fully protected oligosaccharide for preparing various subtypes of chondroitin sulfate

被引：0

作者：

Jin, Longlong ^{[1
]}

Liu, Qi ^{[2
]}

Yang, Shuang ^{[2
]}

Sun, Huimin ^{[1
]}

Zhao, Zhehui ^{[2
]}

Lu, Yong ^{[1
]}

Wu, Xianfu ^{[1
]}

机构：

[1] Natl Inst Food & Drug Control, Beijing 102629, Peoples R China

[2] Chinese Acad Med Sci & Peking Union Med Coll, Inst Mat Med, Dept Med Chem, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China

来源：

TETRAHEDRON LETTERS | 2023年 / 124卷

基金：

美国国家科学基金会;

关键词：

Chondroitin sulfate; Oligosaccharide library; Disaccharide; Orthogonal coupling; SIZE-DEFINED OLIGOMERS; STEREOCONTROLLED CONSTRUCTION; POLYMER; OCTASACCHARIDE; EFFICIENT; GLYCOSYL; BINDING; REGION;

D O I：

10.1016/j.tetlet.2023.154589

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chondroitin sulfate (CS) regulates a wide range of biological processes, including cell differentiation and division, cancer development, and viral infections. We herein explored and established the method to se-lectively remove the 4,6-benzyl protective group of galactosamine, selectively introduced different types of protecting groups at positions 4 and 6, and synthesized four different subtypes of CS oligosaccharide modules-CS-O, A, C, and E-and a small library of 16 fully protected tetrasaccharides with different sub-types of CS disaccharides, which could be converted into the final corresponding CS product according to the literature. This work will be helpful for the research of structure-activity relationship and pharmaco-logical mechanism of CS in the future and unlocking the "sulfation code." & COPY; 2023 Elsevier Ltd. All rights reserved.

引用

页数：6

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