Chemical Synthesis of Phosphatidylglucoside

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.

Related Organizations

Keywords

Glucose, Glucosides, Glycerophospholipids

12 Research products, page 1 of 2

Exogenous Phosphatidylglucoside Improves Cognitive Impairment by Improvement of Neuroinflammation And Neurotrophin Signaling
2020IsAmongTopNSimilarDocuments
Phosphatidylglucoside: Its structure, thermal behavior, and domain formation in plasma membranes
2012IsAmongTopNSimilarDocuments
Preferential expression of phosphatidylglucoside along neutrophil differentiation pathway
2009IsAmongTopNSimilarDocuments
Identification and Analysis of Novel Glycolipids in Vertebrate Brains by HPLC/Mass Spectrometry
2006IsAmongTopNSimilarDocuments
Quantitative analysis of a novel glucosylated phospholipid by liquid chromatography–mass spectrometry
2008IsAmongTopNSimilarDocuments
Phosphatidylglucoside: a novel marker for adult neural stem cells
2011IsAmongTopNSimilarDocuments
New insights on glucosylated lipids: Metabolism and functions
2013IsAmongTopNSimilarDocuments
Phosphatidylglucoside Forms Specific Lipid Domains on the Outer Leaflet of the Plasma Membrane
2010IsAmongTopNSimilarDocuments
The Novel Neutrophil Differentiation Marker Phosphatidylglucoside Mediates Neutrophil Apoptosis
2011IsAmongTopNSimilarDocuments
Bioactive Lipid Phosphatidylglucoside
2009IsAmongTopNSimilarDocuments

chevron_left
1
2
chevron_right

Impact byBIP!

	selected citations These citations are derived from selected sources. This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).	0
	popularity This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.	Average
	influence This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).	Average
	impulse This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.	Average