Replaces Prod. #: ALX-340-049
Endogenous, specific ligand for the CB1 receptor (CB1: Ki=250nM; CB2: Ki=12µM) [1] and TRPV1 [2] (EC50=50nM) found in nervous tissues [3, 4]. Immunosuppressant inhibiting T cell proliferation and phosphorylation of the NF-κB p65 subunit [5]. Potent vasorelaxant [6] and inhibitor of HIV-1 [7].
Product Details
| Alternative Name: | N-Arachidonoyl-3-hydroxytyramine, NADA, AA-DA |
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| Formula: | C28H41NO3 |
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| MW: | 439.6 |
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| CAS: | 199875-69-9 |
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| Purity: | ≥98% (TLC) |
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| Appearance: | Viscous oil. |
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| Solubility: | Soluble in DMSO. |
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| Shipping: | Dry Ice |
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| Long Term Storage: | -20°C |
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| Use/Stability: | Stable for at least 1 year after receipt when stored, as supplied, at -20°C. Stock solutions are stable for up to 3 months at -20°C. |
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| Handling: | Protect from oxygen. Keep under inert gas. |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Mechanisms of HIV-1 inhibition by the lipid mediator N-arachidonoyldopamine: R. Sancho, et al.; J. Immunol.
175, 3990 (2005),
Abstract;
Actions of two naturally occurring saturated N-acyldopamines on transient receptor potential vanilloid 1 (TRPV1) channels: L. De Petrocellis, et al.; Br. J. Pharmacol.
143, 251 (2004),
Abstract;
Full Text
Characterisation of the vasorelaxant properties of the novel endocannabinoid N-arachidonoyl-dopamine (NADA): S.E. O'Sullivan, et al.; Br. J. Pharmacol.
141, 803 (2004),
Abstract;
Immunosuppressive activity of endovanilloids: N-arachidonoyl-dopamine inhibits activation of the NF-kappa B, NFAT, and activator protein 1 signaling pathways: R. Sancho, et al.; J. Immunol.
172, 2341 (2004),
Abstract;
Modulation of trigeminal sensory neuron activity by the dual cannabinoid-vanilloid agonists anandamide, N-arachidonoyl-dopamine and arachidonyl-2-chloroethylamide: T.J. Price, et al.; Br. J. Pharmacol.
141, 1118 (2004),
Abstract;
Arachidonyl dopamine as a ligand for the vanilloid receptor VR1 of the rat: A. Toth, et al.; Life Sci.
73, 487 (2003),
Abstract;
N-oleoyldopamine, a novel endogenous capsaicin-like lipid that produces hyperalgesia: C.J. Chu, et al.; J. Biol. Chem.
278, 13633 (2003),
Abstract;
An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors: S.M. Huang, et al.; PNAS
99, 8400 (2002),
Abstract;
Synthesis and biological evaluation of novel amides of polyunsaturated fatty acids with dopamine: V. Bezuglov, et al.; Bioorg. Med. Chem. Lett.
11, 447 (2001),
Abstract;
N-acyl-dopamines: novel synthetic CB(1) cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo: T. Bisogno, et al.; Biochem. J.
351, 817 (2000),
Abstract;
Full Text
