Sphingosylphosphorylcholine as a novel calmodulin inhibitor

Biochemical Journal

Volumn 410, Issue 2, 2008, Pages 427-437

  Kovacs, Erika ^a   Liliom, Karoly ^a  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

Author keywords

Calmodulin; Intracellular receptor; Second messenger; Sphingosine 1 phosphate; Sphingosylphosphorylcholine

Indexed keywords

BINDING SITES; CELL GROWTH; LIPIDS; PROTEINS; SURFACE PLASMON RESONANCE;

HOMOEOSTASIS; INTRACELLULAR RECEPTOR; SPHINGOSYLPHOSPHORYLCHOLINE;

CELL DEATH;

CALCINEURIN; CALCIUM ION; CALMODULIN INHIBITOR; CELL RECEPTOR; LYSOPHOSPHATIDIC ACID; LYSOPHOSPHATIDYLCHOLINE; MELITTIN; PEPTIDE; PHOSPHODIESTERASE; SPHINGOSINE 1 PHOSPHATE; SPHINGOSYLPHOSPHORYLCHOLINE;

ARTICLE; BINDING ASSAY; BINDING KINETICS; BIOSENSOR; CALCIUM CELL LEVEL; CALCIUM HOMEOSTASIS; COMPARATIVE STUDY; COMPLEX FORMATION; FLUORESCENCE; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN DOMAIN; SIGNAL TRANSDUCTION; SURFACE PLASMON RESONANCE;

ANIMALS; BRAIN CHEMISTRY; CALMODULIN; CATTLE; LIPOSOMES; MICELLES; PHOSPHORYLCHOLINE; SIGNAL TRANSDUCTION; SPHINGOSINE; TYROSINE;

EID: 40449140714     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/BJ20071019     Document Type: Article

References (44)

1. Spiegel, S. and Milstien, S. (2003) Sphingosine-1-phosphate: an enigmatic signalling lipid. Nat. Rev. Mol. Cell Biol. 4, 397-407
2. Meyer zu Heringdorf, D., Himmel, H. M. and Jakobs, K. H. (2002) Sphingosylphosphorylcholine: biological functions and mechanisms of action. Biochim. Biophys. Acta 1582, 178-189
3. Desai, N. N. and Spiegel, S. (1991) Sphingosylphosphorylcholine is a remarkably potent mitogen for a variety of cell lines. Biochem. Biophys. Res. Commun. 181, 361-366
4. Boguslawski, G., Lyons, D., Harvey, K. A., Kovala, A. T. and English, D. (2000) Sphingosylphosphorylcholine induces endothelial cell migration and morphogenesis. Biochem. Biophys. Res. Commun. 272, 603-609
5. Imokawa, G., Takagi, Y., Higuchi, K., Kondo, H. and Yada, Y. (1999) Sphingosylphosphorylcholine is a potent inducer of intercellular adhesion molecule-1 expression in human keratinocytes. J. Invest. Dermatol. 112, 91-96
6. rho in the signaling pathway. J. Biol. Chem. 270, 24343-24351
7. 2+ mobilization by sphingosylphosphorylcholine and galactosylsphingosine in HL60 leukemia cells: implications of GTP-binding protein-coupled receptors for lysosphingolipids. J. Biol. Chem. 270, 26332-26340
8. Orlati, S., Porcelli, A. M., Hrelia, S., Lorenzini, A. and Rugolo, M. (1998) Intracellular calcium mobilization and phospholipid degradation in sphingosylphosphorylcholine-stimulated human airway epithelial cells. Biochem. J. 334, 641-649
9. Liliom, K., Sun, G., Bunemann, M., Virag, T., Nusser, N., Baker, D. L., Wang, D. A., Fabian, M. J., Brandts, B., Bender, K. et al. (2001) Sphingosylphosphocholine is a naturally occurring lipid mediator in blood plasma: a possible role in regulating cardiac function via sphingolipid receptors. Biochem. J. 355, 189-197
10. Ghosh, T. K., Bian, J. and Gill, D. L. (1990) Intracellular calcium release mediated by sphingosine derivatives generated in cells. Science 248, 1653-1656
11. Ghosh, T. K., Bian, J. and Gill, D. L. (1994) Sphingosine 1-phosphate generated in the endoplasmic reticulum membrane activates release of stored calcium. J. Biol. Chem. 269, 22628-22635
12. Bunemann, M., Liliom, K., Brandts, B. K., Pott, L., Tseng, J. L., Desiderio, D. M., Sun, G., Miller, D. and Tigyi, G. (1996) A novel membrane receptor with high affinity for lysosphingomyelin and sphingosine 1-phosphate in atrial myocytes. EMBO J. 15, 5527-5534
13. Meyer zu Heringdorf, D., Niederdraing, N., Neumann, E., Frode, R., Lass, H., Van Koppen, C. J. and Jakobs, K. H. (1998) Discrimination between plasma membrane and intracellular target sites of sphingosylphosphorylcholine. Eur. J. Pharmacol. 354, 113-122
14. Brailoiu, E. and Dun, N. J. (2003) Extra- and intracellular sphingosylphosphorylcholine promote spontaneous transmitter release from frog motor nerve endings. Mol. Pharmacol. 63, 1430-1436
15. Dettbarn, C., Betto, R., Salviati, G., Sabbadini, R. and Palade, P. (1995) Involvement of ryanodine receptors in sphingosylphosphorylcholine-induced calcium release from brain microsomes. Brain Res. 669, 79-85
16. Betto, R., Teresi, A., Turcato, F., Salviati, G., Sabbadini, R. A., Krown, K., Glembotski, C. C., Kindman, L. A., Dettbarn, C., Pereon, Y. et al. (1997) Sphingosylphosphocholine modulates the ryanodine receptor/calcium-release channel of cardiac sarcoplasmic reticulum membranes. Biochem. J. 322, 327-333
17. LaPorte, D. C., Wierman, B. M. and Storm, D. R. (1980) Calcium-induced exposure of a hydrophobic surface on calmodulin. Biochemistry 19, 3814-3819
18. Jefferson, A. B. and Schulman, H. (1988) Sphingosine inhibits calmodulin-dependent enzymes. J. Biol. Chem. 263, 15241-15244
19. Viani, P., Giussani, P., Riboni, L., Bassi, R. and Tettamanti, G. (1999) Sphingosine inhibits nitric oxide synthase from cerebellar granule cells differentiated in vitro. FEBS Lett. 454, 321-324
20. 2+-ATPase from human erythrocytes. Biochem. J. 362, 247-251
21. 2+/calmodulin- dependent translocation of sphingosine kinase: role in plasma membrane relocation but not activation. Cell Calcium 33, 119-128
22. Sutherland, C. M., Moretti, P. A., Hewitt, N. M., Bagley, C. J., Vadas, M. A. and Pitson, S. M. (2006) The calmodulin-binding site of sphingosine kinase and its role in agonist-dependent translocation of sphingosine kinase 1 to the plasma membrane. J. Biol. Chem. 281, 11693-11701
23. Chin, D. and Means, A. R. (2000) Calmodulin: a prototypical calcium sensor. Trends Cell Biol. 10, 322-328
24. 2+-induced hydrophobic site on calmodulin: application for purification of calmodulin by phenyl-Sepharose affinity chromatography. Biochem. Biophys. Res. Commun. 104, 830-836
25. Harmat, V., Bocskei, Z., Naray-Szabo, G., Bata, I., Csutor, A. S., Hermecz, I., Aranyi, P., Szabo, B., Liliom, K., Vertessy, B. G. and Ovadi, J. (2000) A new potent calmodulin antagonist with arylalkylamine structure: crystallographic, spectroscopic and functional studies. J. Mol. Biol. 297, 747-755
26. Abuin, E. B., Lissi, E. A., Aspee, A., Gonzalez, F. D. and Varas, J. M. (1997) Fluorescence of 8-anilinonaphthalene-1-sulfonate and properties of sodium dodecyl sulfate micelles in water-urea mixtures. J. Colloid Interface Sci. 186, 332-338
27. 2+-dependent interaction of 5-dimethylaminonaphthalene-1-sulfonyl- calmodulin with cyclic nucleotide phosphodiesterase, calcineurin, and troponin I. J. Biol. Chem. 257, 10638-10643
28. Johnson, J. D., Walters, J. D. and Mills, J. S. (1987) A continuous fluorescence assay for cyclic nucleotide phosphodiesterase hydrolysis of cyclic GMP. Anal. Biochem. 162, 291-295
29. VanScyoc, W. S., Sorensen, B. R., Rusinova, E., Laws, W. R., Ross, J. B. and Shea, M. A. (2002) Calcium binding to calmodulin mutants monitored by domain-specific intrinsic phenylalanine and tyrosine fluorescence. Biophys. J. 83, 2767-2780
30. Abe, Y., Saito, S., Hori, M., Ozaki, H., Fusetani, N. and Karaki, H. (1997) Stellettamide-A, a novel inhibitor of calmodulin, isolated from a marine sponge. Br. J. Pharmacol. 121, 1309-1314
31. Li, Z., Mintzer, E. and Bittman, R. (2004) The critical micelle concentrations of lysophosphatidic acid and sphingosylphosphorylcholine. Chem. Phys. Lipids 130, 197-201
32. Lucas, J. L., Wang, D. and Sadee, W. (2006) Calmodulin binding to peptides derived from the i3 loop of muscarinic receptors. Pharm. Res. 23, 647-653
33. Turner, J. H. and Raymond, J. R. (2005) Interaction of calmodulin with the serotonin 5-hydroxytryptamine 2A receptor: a putative regulator of G protein coupling and receptor phosphorylation by protein kinase C. J. Biol. Chem. 280, 30741-30750
34. 2+ on the secondary and tertiary structure of bovine testis calmodulin: a circular-dichroism study. Biochem. J. 238, 485-490
35. Terwilliger, T. C. and Eisenberg, D. (1982) The structure of melittin. II. Interpretation of the structure. J. Biol. Chem. 257, 6016-6022
36. 2+-dependent high-affinity complex formation between calmodulin and melittin. Biochem. J. 209, 269-272
37. Maulet, Y. and Cox, J. A. (1983) Structural changes in melittin and calmodulin upon complex formation and their modulation by calcium. Biochemistry 22, 5680-5686
38. Sessa, G., Freer, J. H., Colacicco, G. and Weissmann, G. (1969) Interaction of alytic polypeptide, melittin, with lipid membrane systems. J. Biol. Chem. 244, 3575-3582
39. 2+-calmodulin- dependent phosphodiesterase (PDE1): current perspectives. Cell. Signalling 17, 789-797
40. Wolff, D. J. and Brostrom, C. O. (1976) Calcium-dependent cyclic nucleotide phosphodiesterase from brain identification of phospholipids as calcium-independent activators. Arch. Biochem. Biophys. 173, 720-731
41. Pichard, A. L. and Cheung, W. Y. (1977) Cyclic 3′:5′- nucleotide phosphodiesterase: stimulation of bovine brain cytoplasmic enzyme by lysophosphatidylcholine. J. Biol. Chem. 252, 4872-4875
42. Klee, C. B., Ren, H. and Wang, X. (1998) Regulation of the calmodulin-stimulated protein phosphatase, calcineurin. J. Biol. Chem. 273, 13367-13370
43. Snook, C. F., Jones, J. A. and Hannun, Y. A. (2006) Sphingolipid-binding proteins. Biochim. Biophys. Acta 1761, 927-946
44. 2+-calmodulin. Nat. Struct. Biol. 1, 795-801