Synthesis of the trisaccharide repeating unit of the O-antigen related to the enterohemorrhagic Escherichia coli type 026:H

被引:29
作者
Sarkar, K [1 ]
Mukherjee, I [1 ]
Roy, N [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Biol Chem, Kolkata 700032, W Bengal, India
关键词
synthesis; Escherichia coli type 026 : H; trisaccharide;
D O I
10.1081/CAR-120020480
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
L-Fucose was converted to the 2-azido-2-deoxy-L-fucose derivative, which together with the monosaccharide synthons prepared from L-rhamnose and D-glucosamine hydrochloride were utilized for the synthesis of the p-ethoxyphenyl glycoside of the trisaccharide repeating unit of the antigen from enterohemorrhagic Escherichia coli type O26:H.
引用
收藏
页码:95 / 107
页数:13
相关论文
共 23 条
[1]   CHLOROACETYL GROUP IN SYNTHETIC CARBOHYDRATE CHEMISTRY [J].
BERTOLINI, M ;
GLAUDEMANS, CP .
CARBOHYDRATE RESEARCH, 1970, 15 (02) :263-+
[2]   2-(TRIMETHYLSILYL)ETHYL GLYCOSIDES .3. SYNTHESIS, ANOMERIC DEBLOCKING, AND TRANSFORMATION INTO 1,2-TRANS 1-O-ACYL SUGARS [J].
JANSSON, K ;
AHLFORS, S ;
FREJD, T ;
KIHLBERG, J ;
MAGNUSSON, G ;
DAHMEN, J ;
NOORI, G ;
STENVALL, K .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (24) :5629-5647
[3]   ACCEPTOR SUBSTRATE RECOGNITION BY N-ACETYLGLUCOSAMINYLTRANSFERASE-V - CRITICAL ROLE OF THE 4''-HYDROXYL GROUP IN BETA-D-GLCPNAC-(1-)2)-ALPHA-D-MANP(1-)6)-BETA-D-GLCP-OR [J].
KANIE, O ;
CRAWLEY, SC ;
PALCIC, MM ;
HINDSGAUL, O .
CARBOHYDRATE RESEARCH, 1993, 243 (01) :139-164
[4]   THE INSITU ACTIVATION OF THIOGLYCOSIDES WITH BROMINE - AN IMPROVED GLYCOSYLATION METHOD [J].
KIHLBERG, JO ;
LEIGH, DA ;
BUNDLE, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2860-2863
[5]  
KINZY W, 1985, LIEBIGS ANN CHEM, P1537
[6]  
Lemieux R. U., 1976, ACS SYM SER, V39, P90, DOI DOI 10.1021/BK-1977-0039.CH006
[7]   AZIDONITRATION OF TRI-O-ACETYL-D-GALACTAL [J].
LEMIEUX, RU ;
RATCLIFFE, RM .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (10) :1244-1251
[8]   ESCHERICHIA-COLI THAT CAUSE DIARRHEA - ENTEROTOXIGENIC, ENTEROPATHOGENIC, ENTEROINVASIVE, ENTEROHEMORRHAGIC, AND ENTEROADHERENT [J].
LEVINE, MM .
JOURNAL OF INFECTIOUS DISEASES, 1987, 155 (03) :377-389
[9]   PREPARATION OF CARBOHYDRATE ISOPROPYLIDENE DERIVATIVES WITH 2,2-DIMETHOXYPROPANE IN THE PRESENCE OF TOLUENE-PARA-SULFONIC ACID [J].
LIPTAK, A ;
IMRE, J ;
NANASI, P .
CARBOHYDRATE RESEARCH, 1981, 92 (01) :154-156
[10]   Structural studies of the Escherichia coli O26 O-antigen polysaccharide [J].
Manca, MC ;
Weintraub, A ;
Widmalm, G .
CARBOHYDRATE RESEARCH, 1996, 281 (01) :155-160