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首例与肌萎缩侧索硬化症相关的混合型神经节苷脂的全合成。

A first total synthesis of a hybrid-type ganglioside associated with amyotrophic lateral sclerosis-like disorder.

机构信息

Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.

出版信息

Chemistry. 2011 Jan 10;17(2):588-97. doi: 10.1002/chem.201002184. Epub 2010 Nov 5.

DOI:10.1002/chem.201002184
PMID:21207577
Abstract

The hybrid ganglioside X1, which was identified in the bovine brain, was synthesized for the first time. Ganglioside X1 is believed to be involved in the development of amyotrophic lateral sclerosis-like disorders in patients with neurological disorders after treatment with bovine brain gangliosides. A convergent approach using two branched glycan units, the GM2-core trisaccharide and the lacto-ganglio tetrasaccharide, efficiently provided the highly branched heptasaccharide part of ganglioside X1, which was conjugated with the ceramide part to produce the protected ganglioside X1. Global deprotection delivered homogenous ganglioside X1, with which serum from the patient was reacted.

摘要

牛脑中鉴定的杂交神经节苷脂 X1 被首次合成。人们认为,在接受牛脑神经节苷脂治疗后,神经紊乱患者会出现类似肌萎缩性侧索硬化症的疾病,而神经节苷脂 X1 与这种疾病的发展有关。利用两种支化聚糖单元,即 GM2 核心三糖和乳-N-神经节四糖,采用收敛性方法,高效提供了神经节苷脂 X1 的高度支化七糖部分,该部分与神经酰胺部分连接生成了保护的神经节苷脂 X1。全保护脱保护得到了均一的神经节苷脂 X1,并用患者的血清与之反应。

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