Oleoyl Ethanolamide-d₄ Exclusive

Cayman Chemical Item Number 9000552

Oleic Acid Ethanolamide-d₄; OEA-d₄

Oleoyl Ethanolamide-d4

See more	Mass Spectrometry (265) Analytical Standards (150) Cannabinoids (333) Endocannabinoids (57) Fatty Acids (272) Neuroscience (725) Obesity (167)

Description

Oleoyl ethanolamide (OEA) is an analog of the endocannabinoid AEA found in brain tissue and in chocolate.¹ It is one of the long chain fatty acid ethanolamides that accumulates rapidly in infarcted tissue,² but its biosynthesis is reduced in the intestine of rats following food deprivation.³ OEA is an endogenous, potent agonist for PPARα, exhibiting an EC₅₀ value of 120 nM in a transactivation assay.⁴ Systemic administration of OEA suppresses food intake and reduces weight gain in rats (10 mg/kg intraperitoneally) and PPARα wild-type mice, but not in PPARα knockout mice.^3,4 These data indicate that OEA regulates food intake by a PPARα-mediated mechanism.

1 di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate. Nature 382 677-678 (1996).

2 Epps, D.E., Palmer, J.W., Schmid, H.H.O., et al. Inhibition of permeability-dependent Ca2+ release from mitochondria by N-acelethanolamines, a class of lipids synthesized in ischemic heart tissue. J Biol Chem 257 1383-1392 (1982).

3 de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

4 Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90-93 (2003).

Synonyms	Oleic Acid Ethanolamide-d4 OEA-d4
Formal Name	N-(2-hydroxyethyl-1,1,2,2-d4)-9Z-octadecenamide
Molecular Formula	C₂₀H₃₅D₄NO₂
Formula Weight	329.6
Formulation	A solution in ethanol
Purity	≥99% deuterated forms (d1- d4)
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCCCCC\C=C/CCCCCCCC(N([H])C([2H])([2H])C([2H])([2H])O)=O

Background Reading

di Tomaso, E., Beltramo, M., and Piomelli, D. Brain cannabinoids in chocolate. Nature 382 677-678 (1996).

Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90-93 (2003).

de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

Epps, D.E., Palmer, J.W., Schmid, H.H.O., et al. Inhibition of permeability-dependent Ca2+ release from mitochondria by N-acelethanolamines, a class of lipids synthesized in ischemic heart tissue. J Biol Chem 257 1383-1392 (1982).

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Size	Global Purchasing
100 µg	See a distributor in your region for pricing
500 µg	See a distributor in your region for pricing
1 mg	See a distributor in your region for pricing
5 mg	See a distributor in your region for pricing

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Batch-specific Information

FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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Oleoyl Ethanolamide-d4 Exclusive