Functional analysis of the purified anandamide-generating phospholipase D as a member of the metallo-β-lactamase family

Journal of Biological Chemistry

Volumn 281, Issue 18, 2006, Pages 12325-12335

  Wang, Jun ^a,b   Okamoto, Yasuo ^a   Morishita, Jun ^a   Tsuboi, Kazuhito ^a   Miyatake, Akira ^a   Ueda, Natsuo ^a  

^a KAGAWA UNIVERSITY   (Japan)

^b CHINA MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ENZYMES; ESCHERICHIA COLI; LIPIDS; MUTAGENESIS; PHOSPHOLIPIDS; PHOSPHORUS COMPOUNDS; PHYSIOLOGY; TISSUE;

ASPARTIC ACID; ENDOCANNABINOID ANANDAMIDE; MILLIMOLAR CONCENTRATIONS; POLYMORPHISMS; RECOMBINANT NAPE-PLD;

AMINES;

ANANDAMIDE; ASPARTIC ACID; CALCIUM; CYSTEINE; DIVALENT CATION; ETHANOLAMINE DERIVATIVE; GLYCEROPHOSPHOLIPID; HISTIDINE; MANGANESE; METALLO BETA LACTAMASE; PHOSPHOLIPASE D; RECOMBINANT ENZYME; SERINE; ZINC;

AMINO ACID SEQUENCE; ANIMAL CELL; ARTICLE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME MECHANISM; ENZYME PURIFICATION; ENZYME SPECIFICITY; ESCHERICHIA COLI; HUMAN; NONHUMAN; PRIORITY JOURNAL; SINGLE NUCLEOTIDE POLYMORPHISM; SITE DIRECTED MUTAGENESIS;

AMINO ACID SEQUENCE; ANIMALS; ARACHIDONIC ACIDS; BASE SEQUENCE; BETA-LACTAMASES; CALCIUM CHANNEL BLOCKERS; ESCHERICHIA COLI; GLYCEROPHOSPHOLIPIDS; HUMANS; MICE; MOLECULAR SEQUENCE DATA; PHOSPHATIDIC ACIDS; PHOSPHOLIPASE D; POLYUNSATURATED ALKAMIDES; RATS; SEQUENCE HOMOLOGY, AMINO ACID;

ANIMALIA; ESCHERICHIA COLI;

EID: 33744962965     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M512359200     Document Type: Article

References (69)

1. Schmid, H. H. O., Schmid, P. C., and Natarajan, V. (1990) Prog. Lipid Res. 29, 1-43
2. Hansen, H. S., Moesgaard, B., Hansen, H. H., and Petersen, G. (2000) Chem. Phys. Lipids 108, 135-150
3. Devane, W. A., Hanuš, L., Breuer, A., Pertwee, R. G., Stevenson, L. A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A., and Mechoulam, R. (1992) Science 258, 1946-1949
4. van der Stelt, M., and Di Marzo, V. (2004) Eur. J. Biochem. 271, 1827-1834
5. McFarland, M. J., and Barker, E. L. (2004) Pharmacol. Ther. 104, 117-135
6. Guo, Y., Wang, H., Okamoto, Y., Ueda, N., Kingsley, P. J., Marnett, L. J., Schmid, H. H. O., Das, S. K., and Dey, S. K. (2005) J. Biol. Chem. 280, 23429-23432
7. Maccarrone, M., Barboni, B., Paradisi, A., Bernabò, N., Gasperi, V., Pistilli, M. G., Fezza, F., Lucidi, P., and Mattioli, M. (2005) J. Cell Sci. 118, 4393-4404
8. Calignano, A., La Rana, G., Giuffrida, A., and Piomelli, D. (1998) Nature 394, 277-281
9. Lambert, D. M., Vandevoorde, S., Jonsson, K.-O., and Fowler, C. J. (2002) Curr. Med. Chem. 9, 663-674
10. Rodríguez de Fonseca, F., Navarro, M., Gómez, R., Escuredo, L., Nava, F., Fu, J., Murillo-Rodríguez, E., Giuffrida, A., LoVerme, J., Gaetani, S., Kathuria, S., Gall, C., and Piomelli, D. (2001) Nature 414, 209-212
11. Maccarrone, M., Pauselli, R., Di Rienzo, M., and Finazzi-Agrò, A. (2002) Biochem. J. 366, 137-144
12. Terrazzino, S., Berto, F., Dalle Carbonare, M., Fabris, M., Guiotto, A., Bernardini, D., and Leon, A. (2004) FASEB J. 18, 1580-1582
13. Movahed, P., Jönsson, B. A. G., Birnir, B., Wingstrand, J. A., Dyhring Jørgensen, T., Ermund, A., Sterner, O., Zygmunt, P. M., and Högestätt, E. D. (2005) J. Biol. Chem. 280, 38496-38504
14. Schmid, H. H. O. (2000) Chem. Phys. Lipids 108, 71-87
15. Schmid, H. H. O., and Berdyshev, E. V. (2002) Prostaglandins Leukot. Essent. Fatty Acids 66, 363-376
16. Sugiura, T., Kobayashi, Y., Oka, S., and Waku, K. (2002) Prostaglandins Leukot. Essent. Fatty Acids 66, 173-192
17. Di Marzo, V., Fontana, A., Cadas, H., Schinelli, S., Cimino, G., Schwartz, J.-C., and Piomelli, D. (1994) Nature 372, 686-691
18. Okamoto, Y., Morishita, J., Tsuboi, K., Tonai, T., and Ueda, N. (2004) J. Biol. Chem. 279, 5298-5305
19. Ueda, N., Okamoto, Y., and Tsuboi, K. (2005) Curr. Med. Chem. 12, 1413-1422
20. Okamoto, Y., Morishita, J., Wang, J., Schmid, P. C., Krebsbach, R. J., Schmid, H. H. O., and Ueda, N. (2005) Biochem. J. 389, 241-247
21. Schmid, P. C., Reddy, P. V., Natarajan, V., and Schmid, H. H. O. (1983) J. Biol. Chem. 258, 9302-9306
22. Natarajan, V., Schmid, P. C., Reddy, P. V., and Schmid, H. H. O. (1984) J. Neurochem. 42, 1613-1619
23. Sugiura, T., Kondo, S., Sukagawa, A., Tonegawa, T., Nakane, S., Yamashita, A., Ishima, Y., and Waku, K. (1996) Eur. J. Biochem. 240, 53-62
24. Sugiura, T., Kondo, S., Sukagawa, A., Tonegawa, T., Nakane, S., Yamashita, A., and Waku, K. (1996) Biochem. Biophys. Res. Commun. 218, 113-117
25. Petersen, G., and Hansen, H. S. (1999) FEBS Lett. 455, 41-44
26. Ueda, N., Liu, Q., and Yamanaka, K. (2001) Biochim. Biophys. Acta 1532, 121-127
27. Liu, Q., Tonai, T., and Ueda, N. (2002) Chem. Phys. Lipids 115, 77-84
28. Morishita, J., Okamoto, Y., Tsuboi, K., Ueno, M., Sakamoto, H., Maekawa, N., and Ueda, N. (2005) J. Neurochem. 94, 753-762
29. Sun, Y.-X., Tsuboi, K., Okamoto, Y., Tonai, T., Murakami, M., Kudo, I., and Ueda, N. (2004) Biochem. J. 380, 749-756
30. Caramelo, J. J., Florin-Christensen, J., and Delfino, J. M. (2003) Biochem. J. 374, 109-115
31. Comfurius, P., Bevers, E. M., and Zwaal, R. F. A. (1990) J. Lipid Res. 31, 1719-1721
32. Schmid, P. C., Natarajan, V., Weis, B. K., and Schmid, H. H. O. (1986) Chem. Phys. Lipids 41, 195-207
33. Rohman, M., and Harrison-Lavoie, K. J. (2000) Protein Expression Purif. 20, 45-47
34. Bradford, M. M. (1976) Anal. Biochem. 72, 248-254
35. Folch, J., Lees, M., and Stanley, G. H. S. (1957) J. Biol. Chem. 226, 497-509
36. Okamoto, Y., Vaena de Avalos, S., and Hannun, Y. A. (2002) J. Biol. Chem. 277, 46470-46477
37. Lineweaver, H., and Burk, D. (1934) J. Am. Chem. Soc. 56, 658-666
38. Houry, W. A., Frishman, D., Eckerskorn, C., Lottspeich, F., and Hartl, F. U. (1999) Nature 402, 147-154
39. Martin, S. F., DeBlanc, R. L., and Hergenrother, P. J. (2000) Anal. Biochem. 278, 106-110
40. Aravind, L. (1999) In Silico Biol. 1, 69-91
41. Daiyasu, H., Osaka, K., Ishino, Y., and Toh, H. (2001) FEBS Lett. 503, 1-6
42. Wang, Z., Fast, W., Valentine, A. M., and Benkovic, S. J. (1999) Curr. Opin. Chem. Biol. 3, 614-622
43. Applebury, M. L., Johnson, B. P., and Coleman, J. E. (1970) J. Biol. Chem. 245, 4968-4976
44. Roza, M., and Francke, A. (1973) Biochim. Biophys. Acta 327, 24-31
45. Yang, H. Y., and Roberts, M. F. (2002) Protein Sci. 11, 2958-2968
46. Liu, J., Wang, L., Harvey-White, J., and Kunos, G. (2005) 2005 Symposium on the Cannabinoids, p. 119, International Cannabinoid Research Society, Burlington, Vermont
47. Hirokawa, T., Boon-Chieng, S., and Mitaku, S. (1998) Bioinformatics 14, 378-379
48. Hofmann, K., and Stoffel, W. (1993) Biol. Chem. Hoppe-Seyler 374, 166
49. Claros, M. G., and von Heijne, G. (1994) Comput. Appl. Biosci. 10, 685-686
50. Nakai, K., and Horton, P. (1999) Trends Biochem. Sci. 24, 34-35
51. Vogel, A., Schilling, O., and Meyer-Klaucke, W. (2004) Biochemistry 43, 10379-10386
52. Späth, B., Kirchner, S., Vogel, A., Schubert, S., Meinlschmidt, P., Aymanns, S., Nezzar, J., and Marchfelder, A. (2005) J. Biol. Chem. 280, 35440-35447
53. Pannicke, U., Ma, Y., Hopfner, K.-P., Niewolik, D., Lieber, M. R., and Schwarz, K. (2004) EMBO J. 23, 1987-1997
54. Poinsignon, C., Moshous, D., Callebaut, I., de Chasseval, R., Villey, I., and de Villartay, J.-P. (2004) J. Exp. Med. 199, 315-321
55. Kim, M. H., Choi, W.-C., Kang, H. O., Lee, J. S., Kang, B. S., Kim, K.-J., Derewenda, Z. S., Oh, T.-K., Lee, C. H., and Lee, J.-K. (2005) Proc. Natl. Acad. Sci. U. S. A. 102, 17606-17611
56. Haruta, S., Yamaguchi, H., Yamamoto, E. T., Eriguchi, Y., Nukaga, M., O'Hara, K., and Sawai, T. (2000) Antimicrob. Agents Chemother. 44, 2304-2309
57. Materon, I. C., and Palzkill, T. (2001) Protein Sci. 10, 2556-2565
58. Materon, I. C., Beharry, Z., Huang, W., Perez, C., and Palzkill, T. (2004) J. Mol. Biol. 344, 653-663
59. Garau, G., Lemaire, D., Vernet, T., Dideberg, O., and Di Guilmi, A. M. (2005) J. Biol. Chem. 280, 28591-28600
60. Carfi, A., Pares, S., Duée, E., Galleni, M., Duez, C., Frère, J. M., and Dideberg, O. (1995) EMBO J. 14, 4914-4921
61. García-Sáez, I., Mercuri, P. S., Papamicael, C., Kahn, R., Frère, J. M., Galleni, M., Rossolini, G. M., and Dideberg, O. (2003) J. Mol. Biol. 325, 651-660
62. Cameron, A. D., Ridderström, M., Olin, B., and Mannervik, B. (1999) Structure 7, 1067-1078
63. Frazão, C., Silva, G., Gomes, C. M., Matias, P., Coelho, R., Sieker, L., Macedo, S., Liu, M. Y., Oliveira, S., Teixeira, M., Xavier, A. V., Rodrigues-Pousada, C., Carrondo, M. A., and Le Gall, J. (2000) Nat. Struct. Biol. 7, 1041-1045
64. de la Sierra-Gallay, I. L., Pellegrini, O., and Condon, C. (2005) Nature 433, 657-661
65. Ishii, R., Minagawa, A., Takaku, H., Takagi, M., Nashimoto, M., and Yokoyama, S. (2005) J. Biol. Chem. 280, 14138-14144
66. Pieper, U., Eswar, N., Braberg, H., Madhusudhan, M. S., Davis, F. P., Stuart, A. C., Mirkovic, N., Rossi, A., Marti-Renom, M. A., Fiser, A., Webb, B., Greenblatt, D., Huang, C. C., Ferrin, T. E., and Sali, A. (2004) Nucleic Acids Res. 32, 217-222
67. Bates, P. A., Kelley, L. A., MacCallum, R. M., and Sternberg, M. J. E. (2001) Proteins 45, Suppl. 5, 39-46
68. Sasaki, T., and Chang, M. C. J. (1997) Life Sci. 61, 1803-1810
69. Curtiss, N. P., Bonifas, J. M., Lauchle, J. O., Balkman, J. D., Kratz, C. P., Emerling, B. M., Green, E. D., Le Beau, M. M., and Shannon, K. M. (2005) Genomics 85, 600-607