Oleoyl Ethanolamide-d4

Oleoyl Ethanolamide-d₄ Exclusive

Cayman Chemical Item Number 9000552

Oleic Acid Ethanolamide-d₄; OEA-d₄

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 product

Stability

1 year

Storage

-20°C

Shipping

Wet ice in continental US; may vary elsewhere

SMILES

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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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100 µg 
$28.00

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500 µg 
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1 mg 
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5 mg 
$980.00

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