The α isoform of diacylglycerol kinase exhibits arachidonoyl specificity with alkylacylglycerol

Biochemistry

Volumn 43, Issue 46, 2004, Pages 14778-14783

  Epand, Richard M ^a   Kam, Angela ^a   Bridgelal, Nadia ^a   Saiga, Akihiko ^b   Topham, Matthew K ^b  

^a MCMASTER UNIVERSITY MEDICAL CENTRE   (Canada)

^b UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOASSAY; CATALYSIS; CHOLESTEROL; COMPOSITION; ENZYMES; KINETIC ENERGY;

DIACYLGLYCEROL KINASE (DGK); PHOSPHOLIPID COMPOSITION; PHOSPHORYLATION;

GLYCEROL;

1 ALKYL 2 ACYLGLYCEROL; 1 O HEXANOYL 2 ARACHIDONOYLGLYCEROL; 1 O HEXANOYL 2 OLEOYLGLYCEROL; DIACYLGLYCEROL KINASE; DIACYLGLYCEROL KINASE ALPHA; DIACYLGLYCEROL KINASE ZETA; GLYCEROL 2 ARACHIDONATE 1 STEARATE; GLYCEROL DERIVATIVE; ISOENZYME; LIPOSOME; PHOSPHATIDIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; ENZYME ACTIVITY; ENZYME PHOSPHORYLATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE; LIPID COMPOSITION; MICELLE; PRIORITY JOURNAL;

ARACHIDONIC ACID; CATALYSIS; DIACYLGLYCEROL KINASE; DIGLYCERIDES; ENZYME ACTIVATION; GLYCERIDES; GLYCERYL ETHERS; ISOENZYMES; KINETICS; LIPID BILAYERS; LIPOSOMES; MICELLES; OCTOXYNOL; PHOSPHATIDIC ACIDS; PHOSPHATIDYLGLYCEROLS; PHOSPHOLIPID ETHERS; PHOSPHORYLATION; SUBSTRATE SPECIFICITY;

EID: 8744247461     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi0484724     Document Type: Article

References (37)

1. Van Blitterswijk, W. J., and Houssa, B. (2000) Properties and functions of diacylglycerol kinases, Cell Signalling 12, 595-605.
2. Topham, M. K., and Prescott, S. M. (1999) Mammalian diacylglycerol kinases, a family of lipid kinases with signaling functions, J. Biol. Chem. 274, 11447-11450.
3. Kanoh, H., Yamada, K., and Sakane, F. (2002) Diacylglycerol kinases: emerging downstream regulators in cell signaling systems, J. Biochem. (Tokyo) 131, 629-633.
4. Topham, M. K., and Prescott, S. M. (2002) Diacylglycerol kinases: regulation and signaling roles, Thromb. Haemostasis 88, 912-918.
5. Luo, B., Regier, D. S., Prescott, S. M., and Topham, M. K. (2004) Diacylglycerol kinases, Cell Signalling 16, 983-989.
6. Topham, M. K., Bunting, M., Zimmerman, G. A., McIntyre, T. M., Blackshear, P. J., and Prescott, S. M. (1998) Protein kinase C regulates the nuclear localization of diacylglycerol kinase-zeta, Nature 394, 697-700.
7. Hozumi, Y., Ito, T., Nakano, T., Nakagawa, T., Aoyagi, M., Kondo, H., and Goto, K. (2003) Nuclear localization of diacylglycerol kinase zeta in neurons, Eur. J. Neurosci. 18, 1448-1457.
8. Ding, L., McIntyre, T. M., Zimmerman, G. A., and Prescott, S. M. (1998) The cloning and developmental regulation of murine diacylglycerol kinase zeta, FEBS Lett. 429, 109-114.
9. Abramovici, H., Hogan, A. B., Obagi, C., Topham, M. K., and Gee, S. H. (2003) Diacylglycerol kinase-zeta localization in skeletal muscle is regulated by phosphorylation and interaction with syntrophins, Mol. Biol. Cell 14, 4499-4511.
10. Luo, B., Prescott, S. M., and Topham, M. K. (2003) Protein kinase C{alpha} phosphorylates and negatively regulates diacylglycerol kinase {zeta}, J. Biol. Chem. 278, 39542-39547.
11. Flores, I., Casaseca, T., Martinez, A., Kanoh, H., and Merida, I. (1996) Phosphatidic acid generation through interleukin 2 (IL-2)-induced alpha-diacylglycerol kinase activation is an essential step in IL-2-mediated lymphocyte proliferation, J. Biol. Chem. 271, 10334-10340.
12. Sanjuan, M. A., Jones, D. R., Izquierdo, M., and Merida, I. (2001) Role of diacylglycerol kinase alpha in the attenuation of receptor signaling, J. Cell Biol. 153, 207-220.
13. Sakane, F., Yamada, K., Imai, S., and Kanoh, H. (1991) Porcine 80-kDa diacylglycerol kinase is a calcium-binding and calcium/ phospholipid-dependent enzyme and undergoes calcium-dependent translocation, J. Biol. Chem. 266, 7096-7100.
14. Cipres, A., Carrasco, S., Merino, E., Diaz, E., Krishna, U. M., Falck, J. R., Martinez, A., and Merida, I. (2003) Regulation of diacylglycerol kinase alpha by phosphoinositide 3-kinase lipid products, J Biol. Chem. 278, 35629-35635.
15. Zhong, X. P., Hainey, E. A., Olenchock, B. A., Zhao, H., Topham, M. K., and Koretzky, G. A. (2002) Regulation of T cell receptor-induced activation of the Ras-ERK pathway by diacylglycerol kinase zeta, J. Biol. Chem. 277, 31089-31098.
16. Topham, M. K., and Prescott, S. M. (2001) Diacylglycerol kinase zeta regulates Ras activation by a novel mechanism. J. Cell Biol. 152, 1135-1143.
17. Jones, D. R., Sanjuan, M. A., Stone, J. C., and Merida, I. (2002) Expression of a catalytically inactive form of diacylglycerol kinase alpha induces sustained signaling through RasGRP, FASEB J. 16, 595-597.
18. De Turco, E. B. R., Tang, W., Topham, M. K., Sakane, F., Marcheselli, V. L., Chen, C., Taketomi, A., Prescott, S. M., and Bazan, N. C. (2001) Diacylglycerol kinase ε regulates seizure susceptibility and long-term potentiation through arachidonoylinositol lipid signaling, Proc. Natl. Acad. Sci. U.S.A. 98, 4740-4745.
19. Tang, W., Bunting, M., Zimmerman, G. A., McIntyre, T. M., and Prescott, S. M. (1996) Molecular cloning of a novel human diacylglycerol kinase highly selective for arachidonate-containing substrates, J. Biol. Chem. 271, 10237-10241.
20. Walsh, J. P., Suen, R., Lemaitre, R. N., and Glomset, J. A. (1994) Arachidonoyl-diacylglycerol kinase from bovine testis. Purification and properties, J. Biol. Chem. 269, 21155-21164.
21. Pettitt, T. R., and Wakelam, M. J. (1999) Diacylglycerol kinase epsilon, but not zeta, selectively removes polyunsaturated diacylglycerol, inducing altered protein kinase C distribution in vivo, J. Biol. Chem. 274, 36181-36186.
22. Gomez-Merino, F. C., Brearley, C. A., Ornatowska, M., Abdel-Haliem, M. E. F., Zanor, M. I., and Mueller-Roeber, B. (2004) AtDGK2, a novel diacylglycerol kinase from Arabidopsis thaliana, phosphorylates 1-stearoyl-2-arachidonoyl-sn- glycerol and 1,2-dioleoyl-sn-glycerol and exhibits cold-inducible gene expression, J. Biol. Chem. 279, 8230-8241.
23. Gaudette, D. C., Aukema, H. M., Jolly, C. A., Chapkin, R. S., and Holub, B. J. (1993) Mass and fatty acid composition of the 3-phosphorylated phosphatidylinositol bisphosphate isomer in stimulated human platelets, J. Biol. Chem. 268, 13773-13776.
24. Reddy, T. S., and Bazan, N. G. (1987) Arachidonic acid, stearic acid, and diacylglycerol accumulation correlates with the loss of phosphatidylinositol 4,5-bisphosphate in cerebrum 2 s after electroconvulsive shock: complete reversion of changes 5 min after stimulation, J. Neurosci. Res. 18, 449-455.
25. Nagan, N., and Zoeller, R. A. (2001) Plasmalogens: biosynthesis and functions, Prog. Lipid Res. 40, 199-229.
26. Pike, L. J., Han, X., Chung, K. N., and Gross, R. W. (2002) Lipid rafts are enriched in arachidonic acid and plasmenylethanolamine and their composition is independent of caveolin-1 expression: a quantitative electrospray ionization/mass spectrometric analysis, Biochemistry 41, 2075-2088.
27. Tokumura, A., Sinomiya, J., Kishimoto, S., Tanaka, T., Kogure, K., Sugiura, T., Satouchi, K., Waku, K., and Fukuzawa, K. (2002) Human platelets respond differentially to lysophosphatidic acids having a highly unsaturated fatty acyl group and alkyl ether-linked lysophosphatidic acids, Biochem. J. 365, 617-628.
28. Jones, D. R., Pettitt, T. R., Sanjuan, M. A., Merida, I., and Wakelam, M. J. (1999) Interleukin-2 causes an increase in saturated/monounsaturated phosphatidic acid derived from 1,2-diacylglycerol and 1-O-alkyl-2-acylglycerol, J. Biol. Chem. 274, 16846-16852.
29. Bass, D. A., McPhail, L. C., Schmitt, J. D., Morris-Natschke, S., McCall, C. E., and Wykle, R. L. (1988) Selective priming of rate and duration of the respiratory burst of neutrophils by 1,2-diacyl and 1-O-alkyl-2-acyl diglycerides. Possible relation to effects on protein kinase C, J. Biol. Chem. 263, 19610-19617.
30. Billah, M. M., Eckel, S., Mullmann, T. J., Egan, R. W., and Siegel, M. I. (1989) Phosphatidylcholine hydrolysis by phospholipase D determines phosphatidate and diglyceride levels in chemotactic peptide-stimulated human neutrophils. Involvement of phosphatidate phosphohydrolase in signal transduction, J. Biol. Chem. 264, 17069-17077.
31. Chabot, M. C., McPhail, L. C., Wykle, R. L., Kennerly, D. A., and McCall, C. E. (1992) Comparison of diglyceride production from choline-containing phosphoglycerides in human neutrophils stimulated with N-formylmethionyl- leucylphenylalanine, ionophore A23187 or phorbol 12-myristate 13-acetate, Biochem. J. 286 (Part 3), 693-699.
32. Thirugnanam, S., Topham, M. K., and Epand, R. M. (2001) Physiological implications of the contrasting modulation of the activities of the ε and ζ isoforms of diacylglycerol kinase, Biochemistry 40, 10607-10613.
33. Yamada, K., Sakane, F., Matsushima, N., and Kanoh, H. (1997) EF-hand motifs of alpha, beta and gamma isoforms of diacylglycerol kinase bind calcium with different affinities and conformational changes, Biochem. J. 321 (Part 1), 59-64.
34. Ford, D. A., and Gross, R. W. (1990) Differential metabolism of diradyl glycerol molecular subclasses and molecular species by rabbit brain diglyceride kinase, J Biol. Chem. 265, 12280-12286.
35. Chilton, F. H., and Cornell, T. R. (1988) 1-ether-linked phosphoglycerides. Major endogenous sources of arachidonate in the human neutrophil, J. Biol. Chem. 263, 5260-5265.
36. Prescott, S. M., Zimmerman, G. A., Stafforini, D. M., and McIntyre, T. M. (2000) Platelet-activating factor and related lipid mediators, Annu. Rev. Biochem. 69, 419-445.
37. Fanani, M. L., Topham, M. K., Walsh, J. P., and Epand, R. M. (2004) Lipid modulation of the activity of diacylglycerol kinase alpha- and zeta-isoforms: Activation by phosphatidylethanolamine and cholesterol, Biochemistry 43, in press.