The Full Wiki

More info on Noladin ether

Noladin ether: Wikis


Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.


(Redirected to 2-Arachidonyl glyceryl ether article)

From Wikipedia, the free encyclopedia

2-Arachidonyl glyceryl ether
CAS number 222723-55-9
PubChem 6483057
ChemSpider 4983515
Molecular formula C23H40O3
Molar mass 364.56 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

2-Arachidonyl glyceryl ether (2-AGE, Noladin ether) is a putative endocannabinoid discovered by Lumír Hanuš at the Hebrew University of Jerusalem, Israel. Its isolation from porcine brain and its structural elucidation and synthesis were described in 2001.[1]



The presence of noladin in body tissue is disputed. Although a research group from Teikyo University, Kanagawa, Japan could not detect it in the brains of mice, hamsters, guinea-pigs or pigs,[2] two other research groups successfully detected it in animal tissues.[3] [4]


Noladin binds with a Ki of 21 nM to the CB1 receptor[1] and 480 nM to the CB2 receptor.[5] It shows agonistic behaviour on both receptors and is a partial agonist for the TRPV1 channel.[6] After binding to CB2 receptors it inhibits adenylate cyclase and stimulates ERK-MAPK and regulates calcium transients.[7]

In comparison to 2-arachidonoyl glycerol, noladin is metabolically more stable resulting in a longer half-life.[8]

It lowers Intraocular pressure,[8] increases the uptake of GABA in the globus pallidus of rats[9] and is neuroprotective by binding to and activation of PPARα.[10]

See also


  1. ^ a b Hanuš L, Abu-Lafi S, Fride E, et al. (2001). "2-arachidonyl glyceryl ether, an endogenous agonist of the cannabinoid CB1 receptor". Proc. Natl. Acad. Sci. U.S.A. 98 (7): 3662–5. doi:10.1073/pnas.061029898. PMID 11259648. 
  2. ^ Oka S, Tsuchie A, Tokumura A, et al. (2003). "Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species". J. Neurochem. 85 (6): 1374–81. doi:10.1046/j.1471-4159.2003.01804.x. PMID 12787057. 
  3. ^ Fezza F, Bisogno T, Minassi A, Appendino G, Mechoulam R, Di Marzo V (2002). "Noladin ether, a putative novel endocannabinoid: inactivation mechanisms and a sensitive method for its quantification in rat tissues". FEBS Lett. 513 (2-3): 294–8. doi:10.1016/S0014-5793(02)02341-4. PMID 11904167. 
  4. ^ Richardson D, Ortori CA, Chapman V, Kendall DA, Barrett DA (2007). "Quantitative profiling of endocannabinoids and related compounds in rat brain using liquid chromatography-tandem electrospray ionization mass spectrometry". Anal. Biochem. 360 (2): 216–26. doi:10.1016/j.ab.2006.10.039. PMID 17141174. 
  5. ^ Shoemaker JL, Joseph BK, Ruckle MB, Mayeux PR, Prather PL (2005). "The endocannabinoid noladin ether acts as a full agonist at human CB2 cannabinoid receptors". J. Pharmacol. Exp. Ther. 314 (2): 868–75. doi:10.1124/jpet.105.085282. PMID 15901805. 
  6. ^ Duncan M, Millns P, Smart D, Wright JE, Kendall DA, Ralevic V (2004). "Noladin ether, a putative endocannabinoid, attenuates sensory neurotransmission in the rat isolated mesenteric arterial bed via a non-CB1/CB2 G(i/o) linked receptor". Br. J. Pharmacol. 142 (3): 509–18. doi:10.1038/sj.bjp.0705789. PMID 15148262. 
  7. ^ Shoemaker JL, Ruckle MB, Mayeux PR, Prather PL (2005). "Agonist-directed trafficking of response by endocannabinoids acting at CB2 receptors". J. Pharmacol. Exp. Ther. 315 (2): 828–38. doi:10.1124/jpet.105.089474. PMID 16081674. 
  8. ^ a b Laine K, Järvinen K, Mechoulam R, Breuer A, Järvinen T (2002). "Comparison of the enzymatic stability and intraocular pressure effects of 2-arachidonylglycerol and noladin ether, a novel putative endocannabinoid". Invest. Ophthalmol. Vis. Sci. 43 (10): 3216–22. PMID 12356827. 
  9. ^ Venderova K, Brown TM, Brotchie JM (2005). "Differential effects of endocannabinoids on [(3)H]-GABA uptake in the rat globus pallidus". Exp. Neurol. 194 (1): 284–7. doi:10.1016/j.expneurol.2005.02.012. PMID 15899265. 
  10. ^ Sun Y, Alexander SP, Garle MJ, et al. (2007). "Cannabinoid activation of PPARalpha; a novel neuroprotective mechanism". Br. J. Pharmacol. 152 (5): 734–43. doi:10.1038/sj.bjp.0707478. PMID 17906680. 

External links



Got something to say? Make a comment.
Your name
Your email address