Cat. No. 1298
Alternative Names: 2-AG, Arachidonoylglycerol
Chemical Name: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatet
Biological ActivityEndogenous 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.
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 / Product Datasheet / 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.
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Citations are publications that use Tocris products. Selected citations for 2-Arachidonylglycerol include:
Mounsey et al (2015) Increasing levels of the endocannabinoid 2-AG is neuroprotective in the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mouse model of Parkinson's disease. Pharmacol Res 273 36. PMID: 26244281.
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.
Valdeolivas et al (2013) The inhibition of 2-arachidonoyl-glycerol (2-AG) biosynthesis, rather than enhancing striatal damage, protects striatal neurons from malonate-induced death: a potential role of cyclooxygenase-2-dependent metabolism of 2-AG. Br J Pharmacol 4 e862. PMID: 24136226.
Chanda et al (2012) Activation of cannabinoid receptor type 1 (Cb1r) disrupts hepatic insulin receptor signaling via cyclic AMP-response element-binding protein H (Crebh)-mediated induction of Lipin1 gene. J Cell Biol 287 38041. PMID: 22989885.
Khasabova et al (2011) Increasing 2-arachidonoyl glycerol signaling in the periphery attenuates mechanical hyperalgesia in a model of bone cancer pain. J Biol Chem 64 60. PMID: 21440630.
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.
Ho and Randall (2007) Endothelium-dependent metabolism by endocannabinoid hydrolases and cyclooxygenases limits vasorelaxation to anandamide and 2-arachidonoylglycerol. Exp Neurol 150 641. PMID: 17245358.
Williams et al (2003) The FGF receptor uses the endocannabinoid signaling system to couple to an axonal growth response. Proc Natl Acad Sci U S A 160 481. PMID: 12578907.
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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