Synthesis of the pentasaccharide hapten from the glycopeptidolipid antigen of Mycobacterium avium serovar 17

被引:15
作者
Varga, Z
Bajza, I
Batta, G
Lipták, A
机构
[1] Univ Debrecen, Dept Biochem, H-4010 Debrecen, Hungary
[2] Hungarian Acad Sci, Res Grp Carbohydrates, H-4010 Debrecen, Hungary
[3] Hungarian Acad Sci, Res Grp Antibiot, H-4010 Debrecen, Hungary
基金
匈牙利科学研究基金会; 新加坡国家研究基金会;
关键词
oligosaccharide; block synthesis; M. avium serovar 17; nilic acid; hapten; linker;
D O I
10.1016/S0040-4039(01)00934-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Effective synthesis of the pentasaccharide hapten from the glycopeptidolipid antigen of Mycobacterium avium serovar 17 in a p-aminophenyl linker-containing form, using 3+2 block synthesis strategy, is described. A 2+3 block synthesis could not be achieved, although different glycosyl donors (1-Br, 1-SPh, 1-O-C(NH)CCl3) were used. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5283 / 5286
页数:4
相关论文
共 18 条
[11]   SELECTIVE REDUCTION OF SUGAR IODIDES AND PARA-TOLUENESULFONATES WITH SODIUM CYANOBOROHYDRIDE [J].
KUZUHARA, H ;
SATO, K ;
EMOTO, S .
CARBOHYDRATE RESEARCH, 1975, 43 (02) :293-298
[12]   SYNTHESIS OF 2-O-ALPHA-, 3-O-ALPHA-, 3-O-BETA-, AND 4-O-ALPHA-L-RHAMNOPYRANOSYL-D-GALACTOSE [J].
LIPTAK, A ;
SZURMAI, Z ;
NANASI, P ;
NESZMELYI, A .
CARBOHYDRATE RESEARCH, 1982, 99 (01) :13-21
[13]   SYNTHESIS OF CARBOHYDRATE-CONTAINING SURFACE-ANTIGENS OF MYCOBACTERIA [J].
LIPTAK, A ;
BORBAS, A ;
BAJZA, I .
MEDICINAL RESEARCH REVIEWS, 1994, 14 (03) :307-352
[14]  
RICHARDSON CA, 1962, J CHEM SOC, P2758
[15]  
Schmidt R. R., 1980, ANGEW CHEM, V92, P763
[16]  
SPIJKER NM, 1992, TETRAHEDRON, V30, P6297
[17]  
WOLINSKY E, 1979, AM REV RESPIR DIS, V119, P107
[18]  
WOLINSKY E, 1973, INT J SYST BACTERIOL, V23, P102