An efficient synthesis of L-idose and L-iduronic acid thioglycosides and their use for the synthesis of heparin oligosaccharides

被引:47
作者
Tatai, Janos [1 ]
Osztrovszky, Gyoergyi [1 ]
Kajtar-Peredy, Maria [2 ]
Fugedi, Peter [1 ]
机构
[1] Hungarian Acad Sci, Dept Carbohydrate Chem, Chem Res Ctr, H-1025 Budapest, Hungary
[2] Hungarian Acad Sci, NMR Lab, Chem Res Ctr, H-1025 Budapest, Hungary
关键词
heparin; L-iduronic acid; thioglycosides; glycosylation; oligosaccharide synthesis;
D O I
10.1016/j.carres.2007.12.015
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Efficient preparations of thioglycoside derivatives Of L-idose and L-iduronic acid are described. The method avoids the tedious chromatographic separations of furanose and pyranose anomeric mixtures, and affords the thioglycosides in a stereoselective manner. The L-idose and L-iduronic acid thioglycosides having combinations of different protecting groups proved to be efficient glycosyl donors in the synthesis of heparin disaccharides. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:596 / 606
页数:11
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