Some key experimental features of a modular synthesis of heparin-like oligosaccharides

被引:49
作者
de Paz, JL [1 ]
Ojeda, R [1 ]
Reichardt, N [1 ]
Martín-Lomas, M [1 ]
机构
[1] Inst Invest Quim, CSIC, Grp Carbohidratos, Seville 41092, Spain
关键词
carbohydrates; glycosylation; heparin; oligosaccharides; synthesis design;
D O I
10.1002/ejoc.200300210
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The key features of a modular n+2 strategy for a completely stereoselective synthesis of oligosaccharides containing the GlcN-IdoA repeating unit of the major sequence of heparin are presented and discussed in detail. These key features include the regio- and stereoselective synthesis of disaccharide building blocks and the reactivity of building blocks in the modular assembly process. The synthetic strategy, the effectiveness of which has previously been demonstrated by the total synthesis of four hexasaccharides and two octasaccharides, allows the size and the charge distribution of the target oligosaccharide fragments to be controlled. (C) Wiley-VCH Verlag GmbH Co.
引用
收藏
页码:3308 / 3324
页数:17
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