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N-Arachidonoyl-L-Serine

Cayman Chemical Item Number 10005455

ARA-S (CAS 187224-29-9)

N-Arachidonoyl-L-Serine (CAS 187224-29-9)

See more	Cannabinoids (296) Endocannabinoids (54) Fatty Acid Amides (45) Neuroscience (654)

Description

Arachidonoyl amides of both amino acids and neurotransmitters such as dopamine have been previously reported in the literature.¹ N-Arachidonoyl-L-serine (ARA-S) is one such recently isolated endocannabinoid with an unusual activity profile. ARA-S does not bind to central cannabinoid (CB₁) and peripheral cannabinoid (CB₂) receptors or vanilloid receptor 1 (VR1). Like cannabidiol, ARA-S (5 mg/kg) antagonizes the hypotensive effects of a 10 mg/kg IV bolus of abnormal cannabidiol (Abn-CBD) in an anesthetized rat blood pressure model.² However, similar to Abn-CBD, ARA-S relaxes isolated rat mesenteric arteries and abdominal aorta as well as increases phosphorylation of Akt and mitogen-activated protein kinase (MAPK) in HUVEC.³ The precise mechanisms of action by ARA-S and Abn-DBD in various vascular preparations appears to be different and requires further investigation.

1 Bisogno, T., Melck, D., Bobrov, M.Y., et al. N-acyl-dopamines: Novel synthetic CB₁ cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo. Biochem J 351 817-824 (2001).

2 Milman, G., Maor, Y., Horowitz, M., et al. Arachidonoyl-serine, an endocannabinoid-like bioactive constituent of rat brain. 14th Annual Symposium on the Cannabinoids 133 (2004).

3 Milman, G., Maor, Y., Abu-Lafi, S., et al. N-arachidonoyl L-serine, an endocannabinoid-like brain constituent with vasodilatory properties. Proc Natl Acad Sci USA 103(7) 2428-2433 (2006).

Synonyms	ARA-S
Formal Name	N-[1-oxo-5Z,8Z,11Z,14Z-eicosatetraenyl]-L-serine
CAS Number	187224-29-9
Molecular Formula	C₂₃H₃₇NO₄
Formula Weight	391.5
Formulation	A solution in ethanol
Purity	>98%
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)N[C@@H](CO)C(=O)O

Background Reading

Bisogno, T., Melck, D., Bobrov, M.Y., et al. N-acyl-dopamines: Novel synthetic CB₁ cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo. Biochem J 351 817-824 (2001).

Milman, G., Maor, Y., Horowitz, M., et al. Arachidonoyl-serine, an endocannabinoid-like bioactive constituent of rat brain. 14th Annual Symposium on the Cannabinoids 133 (2004).

Milman, G., Maor, Y., Abu-Lafi, S., et al. N-arachidonoyl L-serine, an endocannabinoid-like brain constituent with vasodilatory properties. Proc Natl Acad Sci USA 103(7) 2428-2433 (2006).

N-Arachidonoyl-L-Serine is available in the following screening libraries:

Size	Price	Quantity	Subtotal
1 mg	$15.00		$0.00
5 mg	$60.00		$0.00
10 mg	$90.00		$0.00
25 mg	$169.00		$0.00
Bulk	Contact
		Cart Total	$0.00

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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