Synthesis of an N-glycan decasaccharide of the hybrid type

被引：7
|
作者：
Schratt, X [1 ]
Unverzagt, C [1 ]
机构：
[1] Univ Bayreuth, D-95440 Bayreuth, Germany
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 04期
关键词：
N-glycan; hybrid type; oligosaccharide; glycoprotein;
D O I：
10.1016/j.tetlet.2004.11.111
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A hybrid-type N-glycan decasaccharide GlcNAcMan(7)GlcNAc(2) was synthesized from the pentasaccharide GlcNAcMan(2)GlcNAc(2) as an advanced intermediate and an acyl-protected pentamannosyl donor. Benzyl mannoside was regioselectively benzoylated and glycosylated at OH-3 and OH-6 with a dimannoside to give the 3,6-branched pentamannoside. Coupling of the two pentasaccharides furnished the target decasaccharide in 60% yield. Deprotection of the base labile functions furnished a hybrid-type N-glycan decasaccharide functionalized for the conjugation with peptides or proteins. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：691 / 694
页数：4
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