Synthesis of some aglycon analogs of globotriosylceramide

被引:4
作者
Hansen, HC [1 ]
Magnusson, G [1 ]
机构
[1] Lund Univ, Ctr Chem & Chem Engn, S-22100 Lund, Sweden
基金
美国国家卫生研究院;
关键词
globotriosylceramide aglycon analogs; protection groups; functionalized alcohols;
D O I
10.1016/S0008-6215(99)00230-X
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
Seven aglycon analogs of globotriosylceramide were synthesized by glycosylation of suitable functionalized alcohols with peracetylated globotriose trichloroacetimidate followed by further transformations of the aglycon and removal of the protecting groups. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:181 / 189
页数:9
相关论文
共 15 条
[1]   LIPID MODULATION OF GLYCOLIPID RECEPTOR FUNCTION - AVAILABILITY OF GAL(ALPHA-1-4)GAL DISACCHARIDE FOR VEROTOXIN BINDING IN NATURAL AND SYNTHETIC GLYCOLIPIDS [J].
BOYD, B ;
MAGNUSSON, G ;
ZHANG, ZY ;
LINGWOOD, CA .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1994, 223 (03) :873-878
[2]   Synthesis of some divalent O- and S-glycosides of galabiose and globotriose [J].
Hansen, HC ;
Magnusson, G .
CARBOHYDRATE RESEARCH, 1998, 307 (3-4) :243-251
[3]   Synthesis of selected aminodeoxy analogues of galabiose and globotriose [J].
Hansen, HC ;
Magnusson, G .
CARBOHYDRATE RESEARCH, 1999, 322 (3-4) :166-180
[4]   Di-, tri-, and tetravalent dendritic galabiosides that inhibit hemagglutination by Streptococcus suis at nanomolar concentration [J].
Hansen, HC ;
Haataja, S ;
Finne, J ;
Magnusson, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (30) :6974-6979
[5]  
KARLSSON KA, 1992, FEMS SYMP, V61, P115
[6]   Use of carbohydrates and peptides in studies of adhesion of pathogenic bacteria and in efforts to generate carbohydrate-specific T cells [J].
Kihlberg, J ;
Magnusson, G .
PURE AND APPLIED CHEMISTRY, 1996, 68 (11) :2119-2128
[7]   SYNTHETIC STUDIES ON CELL-SURFACE GLYCANS .43. TOTAL SYNTHESIS OF GLOBOTRIAOSYL-E AND Z-CERAMIDES AND ISOGLOBOTRIAOSYL-E-CERAMIDE [J].
KOIKE, K ;
SUGIMOTO, M ;
SATO, S ;
ITO, Y ;
NAKAHARA, Y ;
OGAWA, T .
CARBOHYDRATE RESEARCH, 1987, 163 (02) :189-208
[8]   Structure of the Shiga-like toxin I B-pentamer complexed with an analogue of its receptor Gb3 [J].
Ling, H ;
Boodhoo, A ;
Hazes, B ;
Cummings, MD ;
Armstrong, GD ;
Brunton, JL ;
Read, RJ .
BIOCHEMISTRY, 1998, 37 (07) :1777-1788
[9]  
MAGNUSSON G, 1995, METHOD ENZYMOL, V253, P105
[10]  
MYLVAGANAM M, IN PRESS BIOCH BIOPH