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Science 18 December 1992: Vol. 258. no. 5090, pp. 1946 - 1949 DOI: 10.1126/science.1470919
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Articles
Science, Vol 258, Issue 5090, 1946-1949
Copyright © 1992 by American Association for the Advancement of Science
Isolation and structure of a brain constituent that binds to the cannabinoid receptor
WA Devane,
L Hanus,
A Breuer,
RG Pertwee,
LA Stevenson,
G Griffin,
D Gibson,
A Mandelbaum,
A Etinger,
and
R Mechoulam
Department of Natural Products, Medical Faculty, Hebrew University, Jerusalem, Israel.
Arachidonylethanolamide, an arachidonic acid derivative in porcine brain, was identified in a screen for endogenous ligands for the cannabinoid receptor. The structure of this compound, which has been named "anandamide," was determined by mass spectrometry and nuclear magnetic resonance spectroscopy and was confirmed by synthesis. Anandamide inhibited the specific binding of a radiolabeled cannabinoid probe to synaptosomal membranes in a manner typical of competitive ligands and produced a concentration-dependent inhibition of the electrically evoked twitch response to the mouse vas deferens, a characteristic effect of psychotropic cannabinoids. These properties suggest that anandamide may function as a natural ligand for the cannabinoid receptor.
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- Discovery and Characterization of a Ca2+-independent Phosphatidylethanolamine N-Acyltransferase Generating the Anandamide Precursor and Its Congeners.
- X.-H. Jin, Y. Okamoto, J. Morishita, K. Tsuboi, T. Tonai, and N. Ueda (2007)
J. Biol. Chem.
282, 3614-3623
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- Oxyhomologation of the Amide Bond Potentiates Neuroprotective Effects of the Endolipid N-Palmitoylethanolamine.
- G. Lombardi, G. Miglio, F. Varsaldi, A. Minassi, and G. Appendino (2007)
J. Pharmacol. Exp. Ther.
320, 599-606
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- Chemical Determinants Involved in Anandamide-induced Inhibition of T-type Calcium Channels.
- J. Chemin, J. Nargeot, and P. Lory (2007)
J. Biol. Chem.
282, 2314-2323
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- Immunocytochemical Distribution of the Cannabinoid CB1 Receptor in the Primate Neocortex: A Regional and Laminar Analysis.
- S. M. Eggan and D. A. Lewis (2007)
Cereb Cortex
17, 175-191
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- Involvement of the Cannabinoid CB2 Receptor and Its Endogenous Ligand 2-Arachidonoylglycerol in Oxazolone-Induced Contact Dermatitis in Mice.
- S. Oka, J. Wakui, S. Ikeda, S. Yanagimoto, S. Kishimoto, M. Gokoh, M. Nasui, and T. Sugiura (2006)
J. Immunol.
177, 8796-8805
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- Characterization of Cannabinoid Agonists and Apparent pA2 Analysis of Cannabinoid Antagonists in Rhesus Monkeys Discriminating {Delta}9-Tetrahydrocannabinol.
- L. R. McMahon (2006)
J. Pharmacol. Exp. Ther.
319, 1211-1218
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- A Second Fatty Acid Amide Hydrolase with Variable Distribution among Placental Mammals.
- B. Q. Wei, T. S. Mikkelsen, M. K. McKinney, E. S. Lander, and B. F. Cravatt (2006)
J. Biol. Chem.
281, 36569-36578
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- Cannabinoid receptors as novel targets for the treatment of melanoma.
- C. Blazquez, A. Carracedo, L. Barrado, P. J. Real, J. L. Fernandez-Luna, G. Velasco, M. Malumbres, and M. Guzman (2006)
FASEB J
20, 2633-2635
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- Depolarization-induced retrograde synaptic inhibition in the mouse cerebellar cortex is mediated by 2-arachidonoylglycerol.
- B. Szabo, M. J. Urbanski, T. Bisogno, V. D. Marzo, A. Mendiguren, W. U. Baer, and I. Freiman (2006)
J. Physiol.
577, 263-280
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- Evidence for Specificity in Lipid-Rhodopsin Interactions.
- O. Soubias, W. E. Teague, and K. Gawrisch (2006)
J. Biol. Chem.
281, 33233-33241
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- Non-psychoactive CB2 cannabinoid agonists stimulate neural progenitor proliferation.
- J. Palazuelos, T. Aguado, A. Egia, R. Mechoulam, M. Guzman, and I. Galve-Roperh (2006)
FASEB J
20, 2405-2407
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- Lipid Signaling and Synaptic Plasticity.
- N. Sang and C. Chen (2006)
Neuroscientist
12, 425-434
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- Neuronal control of skin function: the skin as a neuroimmunoendocrine organ..
- D. Roosterman, T. Goerge, S. W. Schneider, N. W. Bunnett, and M. Steinhoff (2006)
Physiol Rev
86, 1309-1379
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- Endocannabinoid Biosynthesis Proceeding through Glycerophospho-N-acyl Ethanolamine and a Role for {alpha}/beta-Hydrolase 4 in This Pathway.
- G. M. Simon and B. F. Cravatt (2006)
J. Biol. Chem.
281, 26465-26472
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- Cannabinoids Modulate the P-Type High-Voltage-Activated Calcium Currents in Purkinje Neurons.
- A. Fisyunov, V. Tsintsadze, R. Min, N. Burnashev, and N. Lozovaya (2006)
J Neurophysiol
96, 1267-1277
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- The Endocannabinoid System as an Emerging Target of Pharmacotherapy.
- P. Pacher, S. Batkai, and G. Kunos (2006)
Pharmacol. Rev.
58, 389-462
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- Cannabinoid-1 Receptor Antagonist, Rimonabant, for Management of Obesity and Related Risks.
- K. M. Gadde and D. B. Allison (2006)
Circulation
114, 974-984
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- Manipulation of Arabidopsis fatty acid amide hydrolase expression modifies plant growth and sensitivity to N-acylethanolamines.
- Y.-S. Wang, R. Shrestha, A. Kilaru, W. Wiant, B. J. Venables, K. D. Chapman, and E. B. Blancaflor (2006)
PNAS
103, 12197-12202
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- Jekyll and Hyde: Two Faces of Cannabinoid Signaling in Male and Female Fertility.
- H. Wang, S. K. Dey, and M. Maccarrone (2006)
Endocr. Rev.
27, 427-448
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- High-Throughput Screening for the Discovery of Inhibitors of Fatty Acid Amide Hydrolase Using a Microsome-Based Fluorescent Assay.
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J Biomol Screen
11, 519-527
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- Sex and hormonal cycle differences in rat brain levels of pain-related cannabimimetic lipid mediators.
- H. B. Bradshaw, N. Rimmerman, J. F. Krey, and J. M. Walker (2006)
Am J Physiol Regulatory Integrative Comp Physiol
291, R349-R358
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