SYNTHESIS OF OLIGOSACCHARIDES CORRESPONDING TO STRUCTURES FOUND IN CAPSULAR POLYSACCHARIDES OF CRYPTOCOCCUS-NEOFORMANS .1.

被引:17
作者
GAREGG, PJ
OLSSON, L
OSCARSON, S
机构
[1] Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91, Stockholm
关键词
D O I
10.1080/07328309308020108
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
Syntheses are described of two trisaccharides, 2-(p-trifluoroacetamidophenyl)ethyl O-(beta-D-xylopyranosyl)-(1-->2)-O-(alpha-D-mannnopyranosyl)-(1-->3) alpha-D-mannopyranoside (10) and 2-(p-trifluoroacetamidophenyl)ethyl O-(alpha-D-mannopyranosyl)-(1-->3)-[O-(beta-D-xylopyranosyl)-(1-->2)]-alpha-D-mannopyranoside (12), and of the tetrasaccharide 2-(p-trifluoroacetamidophenyl)ethyl O-(beta-D-xylopyranosyl)-(1-->2)-O-(alpha-D-mannno-pyranosyl)-(1-->3)-[O-(beta-D-xylopyranosyl)-(1-->2)]-alpha-D-mannopyranoside (15). These correspond to parts of the repeating unit of the major structure of the capsular polysaccharide of Cryptococcus neoformans serogroup A depicted below: [GRAP
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页码:955 / 967
页数:13
相关论文
共 16 条
[1]   INCIDENCE AND AVOIDANCE OF STEREOSPECIFIC 1,2-ETHYLTHIO GROUP MIGRATION DURING THE SYNTHESIS OF ETHYL 1-THIO-ALPHA-L-RHAMNOPYRANOSIDE 2,3-ORTHOESTER [J].
AUZANNEAU, FI ;
BUNDLE, DR .
CARBOHYDRATE RESEARCH, 1991, 212 :13-24
[2]   PROTEIN-CARBOHYDRATE INTERACTION .14. CARBOHYDRATES CONTAINING GROUPS FOR ALKYLATION OF PROTEINS [J].
BUSS, DH ;
GOLDSTEIN, IJ .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (12) :1457-+
[3]   GLUCURONOXYLOMANNAN OF CRYPTOCOCCUS-NEOFORMANS SEROTYPE-D - STRUCTURAL-ANALYSIS BY GAS-LIQUID-CHROMATOGRAPHY MASS-SPECTROMETRY AND BY C-13-NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY [J].
CHERNIAK, R ;
MORRIS, LC ;
TURNER, SH .
CARBOHYDRATE RESEARCH, 1992, 223 :263-269
[4]   GLUCURONOXYLOMANNAN OF CRYPTOCOCCUS-NEOFORMANS SEROTYPE-C - STRUCTURAL-ANALYSIS BY GAS-LIQUID-CHROMATOGRAPHY MASS-SPECTROMETRY AND C-13-NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY [J].
CHERNIAK, R ;
MORRIS, LC ;
MEYER, SA .
CARBOHYDRATE RESEARCH, 1992, 225 (02) :331-337
[5]  
CHERNIAK R, 1985, CURRENT TOPICS MED M, V1, P1
[6]   1,5-ANHYDRO-XYLITOL [J].
FLETCHER, HG ;
HUDSON, CS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (04) :921-924
[7]   A NOVEL PROMOTER FOR THE EFFICIENT CONSTRUCTION OF 1,2-TRANS LINKAGES IN GLYCOSIDE SYNTHESIS, USING THIOGLYCOSIDES AS GLYCOSYL DONORS [J].
FUGEDI, P ;
GAREGG, PJ .
CARBOHYDRATE RESEARCH, 1986, 149 (01) :C9-C12
[8]   OBSERVATIONS ON SILVER TRIFLUOROMETHANE SULFONATE-PROMOTED SYNTHESES OF 1,2-TRANS-GLYCOSIDES FROM ACYLATED GLYCOSYL BROMIDES [J].
GAREGG, PJ ;
NORBERG, T .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1979, 33 (02) :116-118
[9]  
GAREGG PJ, UNPUB J CARBOHYDR CH
[10]  
HANNESSIAN S, 1977, CARBOHYD RES, V53, pC13