Glycerophospho-N-arachidonoyl ethanolamine

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Glycerophospho-N-arachidonoyl ethanolamine Basic information
Product Name:Glycerophospho-N-arachidonoyl ethanolamine
Synonyms:PAGKVQGBMADPCS-DOFZRALJSA-N;GLYCEROPHOSPHO-ARACHIDONOYL ETHANOLAMIDE;GP-NARE;Phosphoric acid, mono(2,3-dihydroxypropyl) mono[2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]amino]ethyl] ester;Glycerophospho-N-arachidonoyl ethanolamine
CAS:201738-25-2
MF:C25H44NO7P
MW:501.59
EINECS:
Product Categories:
Mol File:201738-25-2.mol
Glycerophospho-N-arachidonoyl ethanolamine Structure
Glycerophospho-N-arachidonoyl ethanolamine Chemical Properties
density 1.111±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 20 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 10 mg/ml
form A crystalline solid
pka1.37±0.50(Predicted)
Stability:Hygroscopic, Light Sensitive
Safety Information
MSDS Information
Glycerophospho-N-arachidonoyl ethanolamine Usage And Synthesis
DescriptionN-Acylated ethanolamines (NAE) are naturally-occurring lipids that have diverse bioactivities. The different types of NAE can be derived from glycerophospho-linked precursors by the activity of glycerophosphodiesterase 1 (GDE1). Glycerophospho-N-arachidonoyl ethanolamine is the precursor of arachidonoyl ethanolamide (AEA), also known as anandamide. AEA is an endogenous cannabinoid neurotransmitter that binds to both central cannabinoid (CB1) and peripheral cannabinoid (CB2) receptors. It inhibits the specific binding of [3H]-HU-243 to synaptosomal membranes with a Ki value of 52 nM, compared to 46 nM for Δ9-THC.
UsesGlycerophospho-N-arachidonoyl ethanolamine is the precursor of arachidonoyl ethanolamide (AEA), also known as anandamide.
DefinitionChEBI: Glycerophospho-N-Arachidonoyl Ethanolamine is a glycerophosphoethanolamine.
References[1] GABRIEL M SIMON B F C. Anandamide biosynthesis catalyzed by the phosphodiesterase GDE1 and detection of glycerophospho-N-acyl ethanolamine precursors in mouse brain.[J]. The Journal of Biological Chemistry, 2008, 283 14: 9341-9349. DOI: 10.1074/jbc.m707807200
[2] C C FELDER. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1993, 90 16: 7656-7660. DOI: 10.1073/pnas.90.16.7656
[3] WILLIAM A. DEVANE. Isolation and Structure of a Brain Constituent That Binds to the Cannabinoid Receptor[J]. Science, 1992, 258 5090. DOI: 10.1126/science.1470919
Glycerophospho-N-arachidonoyl ethanolamine Preparation Products And Raw materials
Tag:Glycerophospho-N-arachidonoyl ethanolamine(201738-25-2) Related Product Information
Arachidonic acid-(2-aminoethyl)-ester hydrochloride GP-NPEA Glycerophospho-N-Eicosapentaenoyl Ethanolamine NADA Mono(2,3-dihydroxypropyl)mono[2-[[(9Z)-1-oxo-9-octadecenyl]amino]ethyl] ester phosphoric acid HATU