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
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页码:596 / 606
页数:11
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