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Submit Review2-Arachidonylglycerol
说明： Endogenous and non-selective CB agonist; potent GPR55 agonist
别名： 2-AG,Arachidonoylglycerol
化学名： (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic acid, 2-hydroxy-1-(hydroxymethyl)ethyl ester
生物活性 for 2-Arachidonylglycerol
2-Arachidonylglycerol is a 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. Also antagonizes bacterial quorum sensing receptor QseC. Protects mice from enteric infection by Enterobacteriaceae pathogens.
技术数据 for 2-Arachidonylglycerol
| 分子量 | 378.55 |
| 公式 | C23H38O4 |
| 储存 | Store at -80°C |
| CAS Number | 53847-30-6 |
| PubChem ID | 5282280 |
| InChI Key | RCRCTBLIHCHWDZ-DOFZRALJSA-N |
| Smiles | O=C(OC(CO)CO)CCC\C=C/C\C=C/C/C=C\C/C=C\CCCCC |
上方提供的技术数据仅供参考。批次相关数据请参见分析证书。
Tocris products are intended for laboratory research use only, unless stated otherwise.
溶解性数据 for 2-Arachidonylglycerol
| 溶剂 | 最高浓度 mg/mL | 最高浓度 mM | |
|---|---|---|---|
| 溶解性 | |||
| ethanol | 37.85 | 100 | |
| DMSO | 37.85 | 100 |
制备储备液 for 2-Arachidonylglycerol
以下数据基于产品分子量 378.55。 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| 浓度/溶剂体积/质量 | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.64 mL | 13.21 mL | 26.42 mL |
| 5 mM | 0.53 mL | 2.64 mL | 5.28 mL |
| 10 mM | 0.26 mL | 1.32 mL | 2.64 mL |
| 50 mM | 0.05 mL | 0.26 mL | 0.53 mL |
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产品说明书 for 2-Arachidonylglycerol
参考文献 for 2-Arachidonylglycerol
参考文献是支持产品生物活性的出版物。
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
Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092 PMID: 17876302
Sugiura et al (1999) Evidence that the cannabinoid CB1 receptor is a 2-arachidonoylglycerol receptor. J.Biol.Chem. 274 2794 PMID: 9915812
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
Ellermann et al (2020) Endocannabinoids inhibit the induction of virulence in enteric pathogens. Cell PMID: 33031742
If you know of a relevant reference for 2-Arachidonylglycerol, please let us know.
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关键词: 2-Arachidonylglycerol, 2-Arachidonylglycerol supplier, endogenous, cannabinoids, ligand, agonists, non-selective, receptors, cb2r, cb1r, GBR55, CB1, CB2, endocannabinoids, quorum, sensing, QSeC, bacterial, virulence, 2-AG, Arachidonoylglycerol, Non-selective, Cannabinoids, 1298, Tocris Bioscience
22 篇 2-Arachidonylglycerol 的引用文献
引用文献是使用了 Tocris 产品的出版物。 2-Arachidonylglycerol 的部分引用包括：
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
Flores-Otero et al (2014) Ligand-specific endocytic dwell times control functional selectivity of the cannabinoid receptor 1. Nat Commun 5 4589 PMID: 25081814
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
Ellermann et al (2020) Endocannabinoids inhibit the induction of virulence in enteric pathogens. Cell PMID: 33031742
Nogueras-Ortiz (2017) Retromer stops beta-arrestin 1 mediated signaling from internalized cannabinoid 2 receptors. Mol Biol Cell 28 3554 PMID: 28954865
Wu and Tasker (2017) Nongenomic Glucocorticoid Suppression of a Postsynaptic Potassium Current via Emergent Autocrine Endocannabinoid Signaling in Hypothalamic Neuroendocrine Cells following Chronic Dehydration. Eneuro 4 PMID: 28966975
Higgins et al (2013) Differential modulation of nociceptive versus non-nociceptive synapses by endocannabinoids. Mol Pain 9 26 PMID: 23725095
Wang et al (2009) Pretreatment with electroacupuncture induces rapid tolerance to focal cerebral ischemia through regulation of endocannabinoid system. Stroke 40 2157 PMID: 19372445
Guindon et al (2011) Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain. Br J Pharmacol 163 1464 PMID: 21198549
Hu et al (2019) Endocannabinoid Signaling Mediates Local Dendritic Coordination between Excitatory and Inhibitory Synapses. Cell Rep 27 666 PMID: 30995465
Won et al (2009) Molecular reconstruction of mGluR5a-mediated endocannabinoid signaling cascade in single rat sympathetic neurons. J Neurosci 29 13603 PMID: 19864572
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
Petrosino et al (2016) The anti-inflammatory mediator palmitoylethanolamide enhances the levels of 2-arachidonoyl-glycerol and potentiates its actions at TRPV1 cation channels. Br J Pharmacol 173 1154 PMID: 25598150
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
Chanda et al (2012) Activation of cannabinoid receptor type 1 (Cb1r) disrupts hepatic Ins 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
Nieri et al (2006) Modulation of P-glycoprotein activity by cannabinoid molecules in HK-2 renal cells. Br J Pharmacol 148 682 PMID: 16715117
Okada et al (2005) Biophysical properties of voltage-gated Na+ channels in frog parathyroid cells and their modulation by cannabinoids. J Exp Biol 208 4747 PMID: 16326956
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
Carney et al (2009) Cannabinoid regulation of nitric oxide synthase I (nNOS) in neuronal cells. J Neuroimmune Pharmacol 4 338 PMID: 19365734
Ronesi et al (2004) Disruption of endocannabinoid release and striatal long-term depression by postsynaptic blockade of endocannabinoid membrane transport. J Neurosci 24 1673 PMID: 14973237
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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2-Arachidonylglycerol 的评论
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Great product.
By
Kevin Lorch on 10/05/2022
分析类型： In Vivo
种属： Other
Used in a bacterial signaling assay to screen for potential sensors of 2-arachidonylglycerol. Very easy to work with, non-toxic to E. coli even at concentrations up to 1 mg/mL. Planning to reorder for some follow-up experiments. Only downside is having to store at -80C.
该领域的文献
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