Synthesis of mucin O-glycan core structures as their p-nitro- and p-aminophenyl glycosides

Synthesis of mucin O-glycan core structures as their p-nitro- and p-aminophenyl glycosides
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DOI:
10.1016/j.carres.2011.03.036
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发表时间:
2011-09-06
影响因子:
3.1
通讯作者:
Oscarson, Stefan
Oscarson, Stefan
中科院分区:
化学3区
文献类型:
--
作者:
Hollinger, Martin;Abraha, Fana;Oscarson, Stefan

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为了研究糖基化酶和构建聚糖阵列,已经使用D-半乳糖作为GalNAc残基的前体化学合成了粘蛋白0-聚糖核心结构1-7的对硝基苯基-和对氨基苯基糖苷以及2,6-ST-抗原。已经使用4,6-二-O-苯甲酰基-2,3-N,O-恶唑烷酮保护的供体部分引入GlcNAc残基,这允许使用甲醇钠在一个步骤中对形成的二-和三-乙酰基进行脱保护。(C)2011爱思唯尔有限公司版权所有。
For the investigation of glycosidases, and for the construction of glycan arrays the p-nitrophenyl- and p-aminophenyl glycosides of mucin O-glycan core structures 1-7 and the 2,6-ST-antigen have been chemically synthesized using D-galactose as a precursor for GalNAc residues. GlcNAc residues have partly been introduced using a 4,6-di-O-benzoyl-2,3-N,O-oxazolidinone-protected donor, which allowed deprotection of the formed di- and tri-saccharides in one step using sodium methoxide. (C) 2011 Elsevier Ltd. All rights reserved.