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Glycerophospho-N-Palmitoyl Ethanolamine Exclusive

Cayman Chemical Item Number 10011356

GP-NPEA; GP-NAE (CAS 100575-09-5)

Glycerophospho-N-Palmitoyl Ethanolamine (CAS 100575-09-5)

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Description

N-Acylated ethanolamines (NAE) are naturally-occurring lipids that have diverse bioactivities. For example, arachidonoyl ethanolamide (AEA) is an endogenous neurotransmitter that evokes cellular responses by activating the cannabinoid receptors, central cannabinoid (CB1) and peripheral cannabinoid (CB2). The different types of NAE are derived from glycerophospho-linked precursors by the activity of glycerophosphodiesterase 1 (GDE1).1 Glycerophospho-N-palmitoyl ethanolamine (GP-NPEA) is the metabolic precursor of palmitoyl ethanolamide (PEA). PEA is an endogenous CB found in brain, liver, and other mammalian tissues,2 that has potent anti-inflammatory activity in vivo.3 PEA has low affinity for CB2 and no appreciable affinity for CB1,4 suggesting that its efficacy is through a different receptor.

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 Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. J Biol Chem 240 1019-1024 (1965).

3 Wise, L.E., Cannavacciulo, R., Cravatt, B.F., et al. Evaluation of fatty acid amides in the carrageenan-induced paw edema model. Neuropharmacology 54(1) 181-188 (2008).

4 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
  • GP-NPEA
  • GP-NAE
Formal Name mono(2,​3-​dihydroxypropyl)-​mono[2-​[(1-​oxohexadecyl)amino]ethyl]ester phosphoric acid
CAS Number 100575-09-5
Molecular Formula C21H44NO7P
Formula Weight 453.6
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCC(=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).

Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. J Biol Chem 240 1019-1024 (1965).

Wise, L.E., Cannavacciulo, R., Cravatt, B.F., et al. Evaluation of fatty acid amides in the carrageenan-induced paw edema model. Neuropharmacology 54(1) 181-188 (2008).

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).

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Size Price Quantity Subtotal
1 mg $64.00 $0.00
5 mg $288.00 $0.00
10 mg $512.00 $0.00
50 mg $2,240.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

Glycerophospho-N-Arachidonoyl Ethanolamine Exclusive
Glycerophospho-N-Oleoyl Ethanolamine Exclusive
Palmitoyl Ethanolamide

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