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Chemical Synthesis of Phosphatidylglucoside

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Glycolipids

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2613))

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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.

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Correspondence to Ichiro Matsuo .

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© 2023 The Author(s), under exclusive license to Springer Science+Business Media, LLC, part of Springer Nature

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Kano, K., Ishii, N., Greimel, P., Matsuo, I. (2023). Chemical Synthesis of Phosphatidylglucoside. In: Kabayama, K., Inokuchi, Ji. (eds) Glycolipids. Methods in Molecular Biology, vol 2613. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-2910-9_6

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  • DOI: https://doi.org/10.1007/978-1-0716-2910-9_6

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-2909-3

  • Online ISBN: 978-1-0716-2910-9

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