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磷脂酰葡萄糖苷的化学合成

Chemical Synthesis of Phosphatidylglucoside.

作者信息

Kano Koki, Ishii Nozomi, Greimel Peter, Matsuo Ichiro

机构信息

Division of Molecular Science, Faculty of Science and Technology, Gunma University, Gunma, Japan.

RIKEN Center for Brain Science, Saitama, Japan.

出版信息

Methods Mol Biol. 2023;2613:73-78. doi: 10.1007/978-1-0716-2910-9_6.


DOI:10.1007/978-1-0716-2910-9_6
PMID:36587071
Abstract

1-stearoyl (18:0)-2-arachidoyl (20:0)-sn-glycero-3-phospho-ß-D-glucoside (Phosphatidylglucoside or PtdGlc) was synthesized by direct coupling of D-glucose with the phosphate group of phosphatidic acid (18:0, 20:0). Selective in situ activation of the anomeric center of D-glucose by 2-chloro-1,3-dimethylimidazolinium chloride (DMC) in aqueous media allows the omission of protecting groups while furnishing the required ß-phosphate linkage with high selectivity. The described method is suitable to access PtdGlc in mg scale utilizing a simple two step purification protocol.

摘要

1-硬脂酰基(18:0)-2-花生酰基(20:0)-sn-甘油-3-磷酸-β-D-葡萄糖苷(磷脂酰葡萄糖或PtdGlc)是通过D-葡萄糖与磷脂酸(18:0, 20:0)的磷酸基团直接偶联合成的。在水性介质中,用氯代-1,3-二甲基咪唑鎓氯化物(DMC)对D-葡萄糖的异头中心进行选择性原位活化,可省去保护基团,同时以高选择性提供所需的β-磷酸键。所述方法适用于利用简单的两步纯化方案以毫克规模获得PtdGlc。

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引用本文的文献

[1]
Structures, functions, and syntheses of glycero-glycophospholipids.

Front Chem. 2024-2-8

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