2-Arachidonylglycerol

Cat. No. 1298

2-Arachidonylglycerol C23H38O4 [53847-30-6]

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Alternative Names: 2-AG, Arachidonoylglycerol

Chemical Name: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester

Biological Activity

Endogenous cannabinoid ligand that acts as a potent agonist at GPR55 (EC50 values are 3, 519 and 618 nM at GPR55, CB1 and CB2 respectively; Ki values are 472 and 1400 nM at CB1 and CB2 respectively). Found in the brain at concentrations 1000-fold higher than that of anandamide. Effects are enhanced by combined administration with 2-palmitoylglycerol (Cat. No. 2206) in vivo.

Technical Data

M.Wt:
378.55
Formula:
C23H38O4
Solubility:
Soluble to 100 mM in ethanol and to 100 mM in DMSO
Storage:
Store at -80°C
CAS No:
53847-30-6

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch
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Safety Data Sheet: View Safety Data Sheet

Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092. PMID: 17876302.

Sugiura et al (2000) Evidence that 2-arachidonoylglycerol but not N-palmitoylethanolamine or anandamide is the physiological ligand for the cannabinoid CB2 receptor. J.Biol.Chem. 275 605. PMID: 10617657.

Sugiura et al (1999) Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. J.Biol.Chem. 274 2794. PMID: 9915812.

Mechoulam et al (1995) Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors. Biochem.Pharmacol. 50 83. PMID: 7605349.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for 2-Arachidonylglycerol include:

Flores-Otero et al (2014) Ligand-specific endocytic dwell times control functional selectivity of the cannabinoid receptor 1. Nat Commun 5 4589. PMID: 25081814.

Lin et al (2014) Diacylglycerol lipase regulates lifespan and oxidative stress response by inversely modulating TOR signaling in Drosophila and C. elegans. Aging Cell 13 755. PMID: 24889782.

Higgins et al (2013) Differential modulation of nociceptive versus non-nociceptive synapses by endocannabinoids. Mol Pain 9 26. PMID: 23725095.

Yuan and Burrell (2010) Endocannabinoid-dependent LTD in a nociceptive synapse requires activation of a presynaptic TRPV-like receptor. J Neurophysiol 104 2766. PMID: 20884761.

Carney et al (2009) Cannabinoid regulation of nitric oxide synthase I (nNOS) in neuronal cells. J Neuroimmune Pharmacol 4 338. PMID: 19365734.

Wang et al (2009) Pretreatment with electroacupuncture induces rapid tolerance to focal cerebral ischemia through regulation of endocannabinoid system. Stroke 40 2157. PMID: 19372445.

Do you know of a great paper that uses 2-Arachidonylglycerol from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: 2-Arachidonylglycerol, supplier, endogenous, cannabinoids, ligand, agonists, non-selective, receptors, cb2r, cb1r, GBR55, CB1, CB2, endocannabinoids, Tocris Bioscience, Non-selective Cannabinoid Agonist products

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