Design and synthesis of hyaluronan-mimetic gemini disaccharides

被引：28

作者：

Iyer, SS

Rele, SM

Baskaran, S

Chaikof, EL

机构：

[1] Emory Univ, Dept Surg, Atlanta, GA 30332 USA

[2] Emory Univ, Dept Biomed Engn, Atlanta, GA 30332 USA

[3] Georgia Inst Technol, Sch Chem Engn, Atlanta, GA 30332 USA

来源：

TETRAHEDRON | 2003年 / 59卷 / 05期

关键词：

hyaluronan; glycosoaminoglycans; carbohydrate-protein interactions; biomimetics; n-pentenyl glycoside;

D O I：

10.1016/S0040-4020(02)01567-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy has been designed for the preparation of synthetic mimics of hyaluronan (RA, 1) and its dimerized (Gemini) disaccharides (2a,b) via n-pentenyl glycoside formation. Construction of the target molecules was achieved through a combination of protection/deprotection protocols, imidate glycosylation methodology followed by ozonolysis, and reductive amination. These tailored synthetic mimics could act as versatile building blocks with therapeutic applications in tissue engineering, treatment of cancer and as drug delivery agents. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：631 / 638

页数：8

共 35 条

[1] Synthesis of tethered trisaccharides to probe inter-saccharide flexibility in carbohydrate-protein interactions [J].