Efficient chemical synthesis of sialic acid related oligosaccharides

被引:2
作者
Zhao, C
Zhen, X
Zhang, H
Ding, Y [1 ]
机构
[1] Zhongshan Univ, Sch Chem & Chem Engn, Guangzhou, Peoples R China
[2] Yunnan Univ, Dept Chem, Yunnan, Peoples R China
关键词
D O I
10.2174/1570178054640732
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A very efficient strategy for the chemical synthesis of the sialyl Lewis X tetrasaccharide is reported. Starting from four simple monosaccharide building blocks, sialyl Lewis X was obtained in seven steps. By using similar strategy, sialyl LacNAc and sulfated sialyl LacNAc trisaccharides were also synthesized.
引用
收藏
页码:521 / 523
页数:3
相关论文
共 16 条
[11]   STEREOCONTROLLED SYNTHESIS OF SIALYL LEX, THE OLIGOSACCHARIDE BINDING LIGAND TO ELAM-1 (SIALYL = N-ACETYLNEURAMIN) [J].
NICOLAOU, KC ;
HUMMEL, CW ;
BOCKOVICH, NJ ;
WONG, CH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (13) :870-872
[12]   ELAM-1 MEDIATES CELL-ADHESION BY RECOGNITION OF A CARBOHYDRATE LIGAND, SIALYL-LEX [J].
PHILLIPS, ML ;
NUDELMAN, E ;
GAETA, FCA ;
PEREZ, M ;
SINGHAL, AK ;
HAKOMORI, SI ;
PAULSON, JC .
SCIENCE, 1990, 250 (4984) :1130-1132
[13]  
SANDERS WJ, 1996, BIOCHEMISTRY-US, V33, P48652
[14]   GLYCOSYLIMIDATES .8. SYNTHESIS OF 1-THIOGLYCOSIDES [J].
SCHMIDT, RR ;
STUMPP, M .
LIEBIGS ANNALEN DER CHEMIE, 1983, (07) :1249-1256
[15]   Characterization of a spleen sulphotransferase responsible for the 6-O-sulphation of the galactose residue in sialyl-N-acetyl-lactosamine sequences [J].
Spiro, RG ;
Bhoyroo, VD .
BIOCHEMICAL JOURNAL, 1998, 331 :265-271
[16]   Characterization of a rat liver Golgi sulphotransferase responsible for the 6-0-sulphation of N-acetylglucosamine residues in beta-linkage to mannose: Role in assembly of sialyl-galactosyl-N-acetylglucosamine 6-sulphate sequence of N-linked oligosaccharides [J].
Spiro, RG ;
Yasumoto, Y ;
Bhoyroo, V .
BIOCHEMICAL JOURNAL, 1996, 319 :209-216