SYNTHETIC STUDIES IN CARBOHYDRATES .83. SYNTHESIS OF OLIGOSACCHARIDES CONTAINING THE X-ANTIGENIC TRISACCHARIDE (ALPHA-L-FUCP-(1-]3)-[BETA-D-GALP-(1-]4)]-BETA-D-GLCPNAC) AT THEIR NONREDUCING ENDS

被引：50

作者：

JAIN, RK ^{[1
]}

MATTA, KL ^{[1
]}

机构：

[1] ROSWELL PK CANC INST,DEPT GYNECOL ONCOL,ELM & CARLTON ST,BUFFALO,NY 14263

来源：

CARBOHYDRATE RESEARCH | 1992年 / 226卷 / 01期

关键词：

D O I：

10.1016/0008-6215(92)84057-Y

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：

The ''armed'' methyl 2,3,4-tri-O-benzyl-1-thio-beta-L-fucopyranoside was reacted with ''disarmed'' phenyl O-(tetra-O-acetyl-beta-D-galactopyranosyl)-(1 --> 4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-beta-D-glucopyranoside in the presence of CuBr2-Bu4NBr complex to give phenyl O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl) (1 --> 4)-O-[(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-(1 --> 3])-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-beta-D-glucopyranoside (6)as a novel glycosyl donor. The glycosylating capability of 6 was further examined using N-iodosuccinimide-triflic acid as a reagent. This led to the synthesis of a tetrasaccharide and a pentasaccharide incorporating the X-antigenic structure represented by 6.

引用

页码：91 / 100

页数：10

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