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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Glycerophospho-N-Arachidonoyl Ethanolamine Exclusive

Cayman Chemical Item Number 10011347

Glycerophospho-Arachidonoyl Ethanolamide; Glycerophosphoanandamide; GP-NArE (CAS 201738-25-2)

Glycerophospho-N-Arachidonoyl Ethanolamine (CAS 201738-25-2)

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Description

N-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).1 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.2 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.3

1 Simon, G.M., and Cravatt, B.F. Anandamide biosynthesis catalyzed by the phosphodiesterase GDE1 and detection of glycerophospho-N-acyl ethanolamine precursors in mouse brain. J Biol Chem 283 9341-9349 (2008).

2 Felder, C.C., Briley, E.M., Axelrod, J., et al. Anandamide, an endogenous cannabimimetic eicosanoid, binds to the cloned human cannabinoid receptor and stimulates receptor-mediated signal transduction. Proc Natl Acad Sci USA 90 7656-7660 (1993).

3 Devane, W.A., Hanus, L., Breuer, A., et al. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science 258 1946-1949 (1992).

Synonyms
  • Glycerophospho-Arachidonoyl Ethanolamide
  • Glycerophosphoanandamide
  • GP-NArE
Formal Name mono(2,​3-​dihydroxypropyl)-​mono[2-​[[(5Z,​8Z,​11Z,​14Z)-​1-​oxo-​5,​8,​11,​14-​eicosatetraen-​1-​yl]ethyl]ester phosphoric acid
CAS Number 201738-25-2
Molecular Formula C25H44NO7P
Formula Weight 501.6
Formulation A crystalline solid
Purity ≥97%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​NCCOP(=O)​(O)​OCC(O)​CO

Background Reading

Simon, G.M., and Cravatt, B.F. Anandamide biosynthesis catalyzed by the phosphodiesterase GDE1 and detection of glycerophospho-N-acyl ethanolamine precursors in mouse brain. J Biol Chem 283 9341-9349 (2008).
Size Price Quantity Subtotal
1 mg $64.00 $0.00
5 mg $288.00 $0.00
50 mg $2,240.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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