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Anandamide

Endogenous CB1 receptor ligand
 
BML-FA017-0005 5 mg 61.00 USD
 
BML-FA017-0025 25 mg 186.00 USD
Do you need bulk/larger quantities?
 
Replaces Prod. #: ALX-340-029

Endogenous [1] ligand for the CB1 receptor (CB1: Ki=52nm; CB2: Ki=1930nm [2]) and TRPV1 (Ki=5.78µM [3,4]). Inhibits NF-κB activation through direct binding to IKKβ [5] and induces apoptosis independently of cannabinoid or vanilloid receptors [6]. Activates the MAP kinase (MAPK/ERK) signalling pathway [7].

Product Specification

Alternative Name:AEA, N-Arachidonoylethanolamine, (all-Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide
 
Formula:C22H37NO2
 
MW:347.6
 
CAS:94421-68-8
 
MI:14: 624
 
Purity:≥98% (TLC)
 
Appearance:Colorless oil.
 
Solubility:Soluble in ethanol (e.g. at a concentration of 50 mg/ml). It is also soluble in DMSO and dimethyl formamide.
 
Shipping:Shipped on Dry Ice
 
Long Term Storage:-80°C
 
Use/Stability:Stable for at least 1 year after receipt when stored, as supplied, under an inert atmosphere at -80°C.
 
Handling:Protect from light and oxygen. Keep under inert gas.
 
ALX-340-029
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ALX-340-029

Product Literature References

Anandamide inhibits adhesion and migration of breast cancer cells: C. Grimaldi, et al.; Exp. Cell Res. 312, 363 (2006), Abstract;
Accumulation of anandamide: Evidence for cellular diversity: C.J. Hillard and A. Jarrahian; Neuropharmacology 48, 1072 (2005), Abstract;
Anandamide as an intracellular messenger regulating ion channel activity: M. van der Stelt and V. Di Marzo; Prostaglandins Other Lipid Mediat. 77, 111 (2005), Abstract;
Anandamide reduces infarct size in rat isolated hearts subjected to ischaemia-reperfusion by a novel cannabinoid mechanism: N.J. Underdown, et al.; Br. J. Pharmacol. 146, 809 (2005), Abstract;
Preferred conformations of endogenous cannabinoid ligand anandamide: J.Z. Chen, et al.; Life Sci. 76, 2053 (2005), Abstract;
The cardiovascular actions of anandamide: more targets?: M.D. Randall; Br. J. Pharmacol. 145, 565 (2005), Abstract; Full Text
Anandamide is an endogenous inhibitor for the migration of tumor cells and T lymphocytes: J. Joseph, et al.; Cancer Immunol. Immunother. 53, 723 (2004), Abstract;
Anandamide-induced cell death in primary neuronal cultures: role of calpain and caspase pathways: V.A. Movsesyan, et al.; Cell Death Differ. 11, 1121 (2004), Abstract;
Arachidonylethanolamide induces apoptosis of human glioma cells through vanilloid receptor-1: E. Contassot, et al.; J. Neuropathol. Exp. Neurol. 63, 956 (2004), Abstract;
Anandamide induces cell death independently of cannabinoid receptors or vanilloid receptor 1: possible involvement of lipid rafts: K.P. Sarker, et al.; Cell Mol. Life Sci. 60, 1200 (2003), Abstract;
Anandamide inhibits nuclear factor-kappaB activation through a cannabinoid receptor-independent pathway: R. Sancho, et al.; Mol. Pharmacol. 63, 429 (2003), Abstract;
Anandamide: some like it hot: V. Di Marzo, et al.; TIPS 22, 346 (2001), (Review), Abstract;
Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens: R.A. Ross, et al.; Br. J. Pharmacol. 132, 631 (2001), Abstract;
New perspectives on enigmatic vanilloid receptors: A. Szallasi & V. Di Marzo; TINS 23, 491 (2000), (Review), Abstract;
Anandamide: a candidate neurotransmitter heads for the big leagues: D.W. Self; Nat. Neurosci. 2, 303 (1999), (Review), Abstract;
Metabolism of anandamide and 2-arachidonoylglycerol: an historical overview and some recent developments: V. Di Marzo, et al.; Lipids 34, S319 (1999), (Review), Abstract;
Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide: P.M. Zygmunt, et al.; Nature 400, 452 (1999), Abstract;
Cannabinoid receptors and their endogenous agonist, anandamide: J. Axelrod & C.C. Felder; Neurochem. Res. 23, 575 (1998), (Review), Abstract;
Endocannabinoids: a new class of vasoactive substances: M.D. Randall & D.A. Kendall; TIPS 19, 55 (1998), (Review), Abstract;
Endocannabinoids: endogenous cannabinoid receptor ligands with neuromodulatory action: V. Di Marzo, et al.; TINS 21, 521 (1998), (Review), Abstract;
Novel analogues of arachidonylethanolamide (anandamide): affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability: S. Lin, et al.; J. Med. Chem. 41, 5353 (1998), Abstract;
The endogenous cannabinoid anandamide inhibits human breast cancer cell proliferation: L. De Petrocellis, et al.; PNAS 95, 8375 (1998), Abstract;
Biochemistry and pharmacology of arachidonylethanolamide, a putative endogenous cannabinoid: C.J. Hillard & W.B. Campbell; J. Lipid Res. 38, 2383 (1997), (Review), Abstract;
The MAP kinase signal transduction pathway is activated by the endogenous cannabinoid anandamide: M. Wartmann, et al.; FEBS Lett. 359, 133 (1995), Abstract;
New dawn of cannabinoid pharmacology: W.A. Devane; Trends Pharmacol. Sci. 15, 40 (1994), Abstract;
Anandamide, an endogenous ligand of the cannabinoid receptor, induces hypomotility and hypothermia in vivo in rodents: J.N. Crawley, et al.; Pharmacol. Biochem. Behav. 46, 967 (1993), Abstract;
Molecular characterization of a peripheral receptor for cannabinoids: S. Munro, et al.; Nature 365, 61 (1993), Abstract;
Pharmacological activity of the cannabinoid receptor agonist, anandamide, a brain constituent: E. Fride & R. Mechoulam; Eur. J. Pharmacol. 231, 313 (1993), Abstract;
Isolation and structure of a brain constituent that binds to the cannabinoid receptor: W.A. Devane, et al.; Science 258, 1946 (1992), Abstract;

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