Enzymes of porcine brain hydrolyzing 2-arachidonoylglycerol, an endogenous ligand of cannabinoid receptors

Biochemical Pharmacology

Volumn 57, Issue 4, 1999, Pages 417-423

  Goparaju, Sravan Kumar ^a   Ueda, Natsuo ^a   Taniguchi, Kyoko ^a   Yamamoto, Shozo ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

2 arachidonoylglycerol; Anandamide; Cannabinoid; Methyl arachidonyl fluorophosphonate; Monoacylglycerol lipase; Porcine brain

Indexed keywords

ANANDAMIDE; CANNABINOID RECEPTOR; GLYCEROL DERIVATIVE;

ANIMAL TISSUE; ARACHIDONIC ACID METABOLISM; ARTICLE; BRAIN; CONTROLLED STUDY; ENZYME ACTIVITY; HYDROLYSIS; NONHUMAN; PRIORITY JOURNAL; SWINE;

AMIDOHYDROLASES; ANIMALS; ARACHIDONIC ACIDS; BRAIN; CYTOSOL; ENZYME INHIBITORS; GLYCERIDES; HYDROGEN-ION CONCENTRATION; LIGANDS; MONOACYLGLYCEROL LIPASES; PHOSPHONIC ACIDS; POLYUNSATURATED ALKAMIDES; RECEPTORS, CANNABINOID; RECEPTORS, DRUG; SUBSTRATE SPECIFICITY; SWINE;

EID: 0032898720     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(98)00314-1     Document Type: Article

References (43)

1. Devane W.A., Hanuš L., Breuer A., Pertwee R.G., Stevenson L.A., Griffin G., Gibson D., Mandelbaum A., Etinger A., Mechoulam R. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science. 258:1992;1946-1949.
2. Mechoulam R., Ben-Shabat S., Hanuš L., Ligumsky M., Kaminski N.E., Schatz A.R., Gopher A., Almog S., Martin B.R., Compton D.R., Pertwee R.G., Griffin G., Bayewitch M., Barg J., Vogel Z. Identification of an endogenous 2-monoglyceride, present in canine gut, that binds to cannabinoid receptors. Biochem Pharmacol. 50:1995;83-90.
3. Sugiura T., Kondo S., Sukagawa A., Nakane S., Shinoda A., Itoh K., Yamashita A., Waku K. 2-Arachidonoylglycerol A possible endogenous cannabinoid receptor ligand in brain . Biochem Biophys Res Commun. 215:1995;89-97.
4. Deutsch D.G., Chin S.A. Enzymatic synthesis and degradation of anandamide, a cannabinoid receptor agonist. Biochem Pharmacol. 46:1993;791-796.
5. Desarnaud F., Cadas H., Piomelli D. Anandamide amidohydrolase activity in rat brain microsomes Identification and partial characterization . J Biol Chem. 270:1995;6030-6035.
6. Ueda N., Kurahashi Y., Yamamoto S., Tokunaga T. Partial purification and characterization of the porcine brain enzyme hydrolyzing and synthesizing anandamide. J Biol Chem. 270:1995;23823-23827.
7. Hillard C.J., Wilkison D.M., Edgemond W.S., Campbell W.B. Characterization of the kinetics and distribution of N-arachidonylethanolamine (anandamide) hydrolysis by rat brain. Biochim Biophys Acta. 1257:1995;249-256.
8. Cravatt B.F., Giang D.K., Mayfield S.P., Boger D.L., Lerner R.A., Gilula N.B. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature. 384:1996;83-87.
9. Schmid P.C., Zuzarte-Augustin M.L., Schmid H.H.O. Properties of rat liver N-acylethanolamine amidohydrolase. J Biol Chem. 260:1985;14145-14149.
10. Goparaju S.K., Ueda N., Yamaguchi H., Yamamoto S. Anandamide amidohydrolase reacting with 2-arachidonoylglycerol, another cannabinoid receptor ligand. FEBS Lett. 422:1998;69-73.
11. Di Marzo V., Bisogno T., Sugiura T., Melck D., De Petrocellis L. The novel endogenous cannabinoid 2-arachidonoylglycerol is inactivated by neuronal- and basophil-like cells Connections with anandamide . Biochem J. 331:1998;15-19.
12. Tornqvist H., Belfrage P. Purification and some properties of a monoacylglycerol-hydrolyzing enzyme of rat adipose tissue. J Biol Chem. 251:1976;813-819.
13. Ikeda Y., Okamura K., Fujii S. Purification and characterization of rat liver microsomal monoacylglycerol lipase in comparison to the other esterases. Biochim Biophys Acta. 488:1977;128-139.
14. Mantlein R., Suttorp M., Heymann E. Specificity of purified monoacylglycerol lipase, palmitoyl-CoA hydrolase, palmitoyl-carnitine hydrolase, and nonspecific carboxylesterase from rat liver microsomes. Arch Biochem Biophys. 228:1984;230-246.
15. Mentlein R., Berge R.K., Heymann E. Identity of purified monoacylglycerol lipase, palmitoyl-CoA hydrolase and aspirin-metabolizing carboxylesterase from rat liver microsomal fractions. Biochem J. 232:1985;479-483.
16. Somma-Delpéro C., Valette A., Lepetit-Thévenin J., Nobili O., Boyer J., Vérine A. Purification and properties of a monoacylglycerol lipase in human erythrocytes. Biochem J. 312:1995;519-525.
17. Pertwee R.G. Pharmacology of cannabinoid CB1 and CB2 receptors. Pharmacol Ther. 74:1997;129-180.
18. Stella N., Schweitzer P., Piomell D. A second endogenous cannabinoid that modulates long-term potentiation. Nature. 388:1997;773-778.
19. Vyvoda O.S., Rowe C.E. Glyceride lipases in nerve endings of guinea-pig brain and their stimulation by noradrenaline, 5-hydroxytryptamine and adrenaline. Biochem J. 132:1973;233-248.
20. Strosznajder J., Singh H., Horrocks L.A. Monoacylglycerol lipase regulation and increased activity during hypoxia and ischemia. Neurochem Pathol. 2:1984;139-147.
21. Farooqui A.A., Taylor W.A., Horrocks L.A. Separation of bovine brain mono- and diacylglycerol lipases by heparin sepharose affinity chromatography. Biochem Biophys Res Commun. 122:1984;1241-1246.
22. Farooqui A.A., Horrocks L.A. Nitric oxide synthase inhibitors do not attenuate diacylglycerol or monoacylglycerol lipase activities in synaptoneurosomes. Neurochem Res. 22:1997;1265-1269.
23. Bisogno T., Sepe N., Melck D., Maurelli S., De Petrocellis L., Di Marzo V. Biosynthesis, release and degradation of the novel endogenous cannabimimetic metabolite 2-arachidonoylglycerol in mouse neuroblastoma cells. Biochem J. 322:1997;671-677.
24. Ueda N., Yamamoto K., Yamamoto S., Tokunaga T., Shirakawa E., Shinkai H., Ogawa M., Sato T., Kudo I., Inoue K., Takizawa H., Nagano T., Hirobe M., Matsuki N., Saito H. Lipoxygenase-catalyzed oxygenation of arachidonylethanolamide, a cannabinoid receptor agonist. Biochim Biophys Acta. 1254:1995;127-134.
25. Gunstone FD, Lipids. In: Comprehensive Organic Chemistry (Eds. Barton DHR and Ollis WD), Vol. 5, pp. 633-664. Pergamon Press, Oxford, 1979.
26. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem. 72:1976;248-254.
27. Deutsch D.G., Omeir R., Arreaza G., Salehani D., Prestwich G.D., Huang Z., Howlett A. Methyl arachidonyl fluorophosphonate A potent irreversible inhibitor of anandamide amidase . Biochem Pharmacol. 53:1997;255-260.
28. De Petrocellis L., Melck D., Ueda N., Maurelli S., Kurahashi Y., Yamamoto S., Marino G., Di Marzo V. Novel inhibitors of brain, neuronal, and basophilic anandamide amidohydrolase. Biochem Biophys Res Commun. 231:1997;82-88.
29. 2. Biochemistry. 32:1993;5935-5940.
30. Koutek B., Prestwich G.D., Howlett A.C., Chin S.A., Salehani D., Akhavan N., Deutsch D.G. Inhibitors of arachidonoyl ethanolamide hydrolysis. J Biol Chem. 269:1994;22937-22940.
31. Hee-Cheong M., Severson D.L. Properties of monoacylglycerol lipase in rabbit aorta. Lipids. 22:1987;999-1004.
32. Severson D.L., Hee-Cheong M. Monoacylglycerol lipase activity in cardiac myocytes. Biochem Cell Biol. 66:1988;1013-1018.
33. Sugiura T., Kodaka T., Kondo S., Tonegawa T., Nakane S., Kishimoto S., Yamashita A., Waku K. Inhibition by 2-arachidonoylglycerol, a novel type of possible neuromodulator, of the depolarization-induced increase in intracellular free calcium in neuroblastoma x glioma hybrid NG108-15 cells. Biochem Biophys Res Commun. 233:1997;207-210.
34. 2+ transient in NG108-15 cells. J Biochem (Tokyo). 122:1997;890-895.
35. Karlsson M., Contreras J.A., Hellman U., Tornqvist H., Holm C. cDNA cloning, tissue distribution, and identification of the catalytic triad of monoglyceride lipase Evolutionary relationship to esterases, lysophospholipases, and haloperoxidases . J Biol Chem. 272:1997;27218-27223.
36. Sakurada T., Noma A. Subcellular localization and some properties of monoacylglycerol lipase in rat adipocytes. J Biochem (Tokyo). 90:1981;1413-1419.
37. Chau L.-Y., Tai H.-H. Monoglyceride and diglyceride lipases from human platelet microsomes. Biochim Biophys Acta. 963:1988;436-444.
38. 2 inhibitor, blocks the mobilization of arachidonic acid in human platelets and neutrophils. Mediat Inflamm. 3:1994;307-308.
39. 2 by methyl arachidonyl fluorophosphonate. Biochim Biophys Acta. 1302:1996;55-60.
40. Fernando S.R., Pertwee R.G. Evidence that methyl arachidonyl fluorophosphonate is an irreversible cannabinoid receptor antagonist. Br J Pharmacol. 121:1997;1716-1720.
41. Prescott S.M., Majerus P.W. Characterization of 1,2-diacylglycerol hydrolysis in human platelets Demonstration of an arachidonoyl-monoacylglycerol intermediate . J Biol Chem. 258:1983;764-769.
42. Coleman R.A., Haynes E.B. Monoacylglycerol acyltransferase Evidence that the activities from rat intestine and suckling liver are tissue-specific isoenzymes . J Biol Chem. 261:1986;224-228.
43. Kanoh H., Iwata T., Ono T., Suzuki T. Immunologic characterization of sn-1,2-diacylglycerol and sn-2-monoacylglycerol kinase from pig brain. J Biol Chem. 261:1986;5597-5602.