A new approach to a disaccharidic hapten containing a galactofuranosyl entity

被引:17
作者
Ferrières, V [1 ]
Roussel, M [1 ]
Gelin, M [1 ]
Plusquellec, D [1 ]
机构
[1] Ecole Natl Super Chim Rennes, CNRS, UMR 6052, Inst Chim Rennes, F-35700 Rennes, France
关键词
D O I
10.1081/CAR-100108662
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
A short synthetic entry into the disaccharidic hapten beta-D-Galf-(1-->3)-alpha-D-Manp-O(CH2)(8)CO2Me containing a galactofuranosyl entity at the non-reducing part is described. The synthetic scheme was designed in such a way that each required building block could be obtained by minimizing the number of chemical and purification steps. Indeed, compound 8 was obtained according to a four step-one pot preparation.
引用
收藏
页码:855 / 865
页数:11
相关论文
共 16 条
[1]  
BOCHKOV AF, 1974, IAN SSSR KH, V6, P1379
[2]   C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF MONOSACCHARIDES [J].
BOCK, K ;
PEDERSEN, C .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1983, 41 :27-66
[3]   Strategies in oligosaccharide synthesis [J].
Boons, GJ .
TETRAHEDRON, 1996, 52 (04) :1095-1121
[4]   GALACTOFURANOSE-CONTAINING GLYCOCONJUGATES IN TRYPANOSOMATIDS [J].
DELEDERKREMER, RM ;
COLLI, W .
GLYCOBIOLOGY, 1995, 5 (06) :547-552
[5]   An efficient route to per-O-acetylated hexofuranoses [J].
Ferrières, V ;
Gelin, M ;
Boulch, R ;
Toupet, L ;
Plusquellec, D .
CARBOHYDRATE RESEARCH, 1998, 314 (1-2) :79-83
[6]   A convenient synthesis of alkyl D-glycofuranosiduronic acids and alkyl D-glycofuranosides from unprotected carbohydrates [J].
Ferrières, V ;
Bertho, JN ;
Plusquellec, D .
CARBOHYDRATE RESEARCH, 1998, 311 (1-2) :25-35
[7]  
FERRIERES V, 2000, 2 EUR CARB DRUG RES, pC16
[8]  
Gelin M, 2000, EUR J ORG CHEM, V2000, P1423
[9]  
GELIN M, 1997, CARBOHYDR LETT, V2, P381
[10]  
GUIGUEN C, 1992, PARASITOLOGIE MYCOLO