Synthetic studies towards the O-specific polysaccharide of Shigella sonnei

被引:6
|
作者
Medgyes, A
Bajza, I
Farkas, E
Pozsgay, V
Lipták, A [1 ]
机构
[1] Univ Debrecen, Inst Biochem, Debrecen, Hungary
[2] Hungarian Acad Sci, Res Grp Carbohydrates, H-1051 Budapest, Hungary
[3] NICHHD, Dev & Mol Immun Lab, NIH, Bethesda, MD 20892 USA
基金
匈牙利科学研究基金会;
关键词
D O I
10.1080/07328300008544079
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
Synthetic routes are described to zwitter-ionic disaccharides that are diastereoisomerically related to frame-shifted repeating units of the title polysaccharide that contains 2-acetamido-4-amino-2,4,6-trideoxy-D-galactose and 2-acetamido-2-deoxy-L-altruronic acid. The intermediates corresponding to the trideoxygalactose residue feature acylamino functions at C-2 and an azido group at C-4. Best results were obtained with N-phthaloyl- and N-trichloroacetyl-protected derivatives. The intermediates corresponding to the uronic acid residue were either a D-altruronic acid-derived acceptor or a D-altrose-derived donor in which C-6 was oxidized after disaccharide formation.
引用
收藏
页码:285 / 310
页数:26
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