A First Total Synthesis of a Hybrid-Type Ganglioside Associated with Amyotrophic Lateral Sclerosis-Like Disorder
A First Total Synthesis of a Hybrid-Type Ganglioside Associated with Amyotrophic Lateral Sclerosis-Like Disorder
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DOI：
10.1002/chem.201002184
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发表时间：
2011-01-01
影响因子：
4.3
通讯作者：
Kiso, Makoto
中科院分区：
文献类型：
--
作者：
Nakashima, Shinya;Ando, Hiromune;Kiso, Makoto
首次合成了从牛脑中分离得到的杂合神经节苷脂X1。神经节苷脂X1被认为与神经系统疾病患者接受牛脑神经节苷脂治疗后肌萎缩性侧索硬化样疾病的发生有关。使用两个支链聚糖单元，GM 2-核心三糖和乳神经节四糖的会聚方法有效地提供了神经节苷脂X1的高度支化的七糖部分，其与神经酰胺部分缀合以产生受保护的神经节苷脂X1。全局去保护递送均质神经节苷脂X1，来自患者的血清与其反应。
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.