Structure/activity relationships in lysophosphatidic acid: The 2- hydroxyl moiety

Molecular Pharmacology

Volumn 52, Issue 1, 1997, Pages 75-81

  Lynch, Kevin R ^a,c   Hopper, Darrin W ^b   Carlisle, Steven J ^a   Catalano, John G ^b   Zhang, Ming ^a   Macdonald, Timothy L ^b  

^a UNIVERSITY OF VIRGINIA   (United States)

^b UNIVERSITY OF VIRGINIA   (United States)

^c UNIVERSITY OF VIRGINIA HEALTH SYSTEM   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENYLATE CYCLASE; ETHANOLAMINE; FATTY ACID; LYSOPHOSPHATIDIC ACID;

ARTICLE; CALCIUM MOBILIZATION; ENZYME ACTIVITY; ENZYME INHIBITION; MUSCLE CONTRACTION; PRIORITY JOURNAL; PROTEIN ANALYSIS; SIGNAL TRANSDUCTION; SMOOTH MUSCLE; STRUCTURE ACTIVITY RELATION; THROMBOCYTE AGGLUTINATION;

EID: 0030753795     PISSN: 0026895X     EISSN: None     Source Type: Journal    
DOI: 10.1124/mol.52.1.75     Document Type: Article

References (36)

1. Watson, S. P., R. T. McConnell, and E. G. Lapetina. Decanoyl lysophosphatidic acid induces platelet aggregation through an extracellular action; evidence against a second messenger role for lysophosphatidic acid. Biochem. J. 232:61-66 (1985).
2. 32P] labelling of phosphatidic acid. Biochim. Biophys. Acta 795:487-492 (1984).
3. Tokumura, A., N. Yube, H. Fujimoto, and H. Tsukatani. Lysophosphatidic acids induce contraction of rat isolated colon by two different mechanisms. J. Pharm. Pharmacol. 43:774-778 (1991).
4. Tokumura, A., K. Fukuzawa, S. Yamada, and H. Tsukatani. Stimulatory effect of lysophosphatidic acids on uterine smooth muscles of non-pregnant rats. Arch. Int. Pharmacodyn. 245:74-83 (1980).
5. 2+-mobilizing stimulus for fibroblasts. J. Biol. Chem. 65:12232-12239 (1990)
6. van Corven, E. J., A. van Rijswijk, K. Jalink, R. L. van der Bend, W. J. van Blitterswijk, and W. H. Moolenaar. Mitogenic action of lysophosphatidic acid and phosphatidic acid on fibroblasts. Biochem. J. 281:163-169 (1992).
7. Ridley, A. J., and A. Hall. The small GTP-binding protein rho regulates the assembly of focal adhesions and actin stress fibers in response to growth factors. Cell 70:389-399 (1992).
8. 3 formation in Rat fibroblasts. Biochem. J. 280:609-615 (1991).
9. raf-1. J. Biol. Chem. 268:20717-20720 (1993).
10. Kumagai, N., N. Morii, K. Fujisawa, Y. Nemoto, and S. Narumiya. ADP-ribosylation of rho p21 inhibits lysophosphatidic acid-induced protein tyrosine phosphorylation and phosphatidylinositol 3-kinase activation in cultured Swiss 3T3 cells. J. Biol. Chem. 268:24535-24538 (1993).
11. Piazza, G. A., J. L. Ritter, and C. A. Baracka. Lysophosphatidic acid induction of transforming growth factors a and b: modulation of proliferation and differentiation in cultured human keratinocytes and mouse skin. Exp. Cell Res. 216:51-64 (1995).
12. Tokumura, A., M. Iimori, Y. Nishioka, M. Kitahara, M. Sakashita, and S. Tanaka. Lysophosphatidic acids induce proliferation of cultured vascular smooth muscle cells from rat aorta. Am. J. Physiol. 267:C204-C210 (1994).
13. Bashir, N., K. Kuhen, and M. Taub. Phospholipids regulate growth and function of MDCK cells in hormonally defined serum free medium. In Vitro 28A:663-668 (1992).
14. Tigyi, G., and R. Miledi. Lysophosphatidates bound to serum albumin activate membrane currents in Xenopus oocytes and neurite retraction in PC12 pheochromocytoma cells. J. Biol. Chem. 267:21360-21367 (1992).
15. Gerrard, J. M., and P. Robinson. Identification of the molecular species of lysophosphatidic acid produced when platelets are stimulated by thrombin. Biochim. Biophys. Acta 1001:282-285 (1989).
16. Eichholtz, T., K. Jalink, I. Fahrenfort, and W. H. Moolenaar. The bioactive phospholipid lysophosphatidic acid is released from activated platelets. Biochem. J. 291:677-680 (1993).
17. Xu, Y., D. C. Gaudette, J. D. Boynton, A. Frankel, X. J. Fang, A. Sharma, J. Hurteau, G. Casey, A Goodbody, A. Mellors, B. J. Holub, and G. B. Mills. Characterization of an ovarian cancer activating factor in ascites from ovarian cancer patients. Clin. Cancer Res. 1:1223-1232 (1996).
18. Tigyi, G., L. Hong, M. Yakubu, H. Parfenova, M. Shibata, and C. W. Leffler. Lysophosphatidic acid alters cerebrovascular reactivity in piglets. Am. J. Physiol. 268:H2048-H2055 (1995).
19. Tokumura, A., K. Fukuzawa, and H. Tsukatani. Effects of synthetic and natural lysophosphatidic acids on the arterial blood pressure of different animal species. Lipids 13:572-574 (1978).
20. 2+ mobilization in human A431 cells: structure-activity analysis. Biochem. J. 307:609-616 (1995).
21. 72. Chem. Phys. Lipids 24:135-147 (1979).
22. Bannwarth, W., and A. Trzeciak. A simple and effective chemical phosphorylation procedure for biomolecules. Helv. Chim. Acta 70:175-186 (1987).
23. Durieux, M. E., S. J. Carlisle, M. N. Salafranca, and K. R. Lynch. Endogenous responses to sphingosine-1-phosphate in X. laevis oocytes: similarities with lysophosphatidic acid signaling. Am. J. Physiol. 264:C1360-C1364 (1993).
24. 2 adrenergic receptors in GT1 neurosecretory cells. Neuroendocrinology 62: 215-225 (1995).
25. - current in Xenopus laevis oocytes. Am. J. Physiol. 263:C896-C900 (1992).
26. Bittman, R., B. Swords, K. Liliom, and G. Tigyi. Inhibitors of lipid phosphatidate receptors: N-palmitoyl-serine and N-palmitoyl-tyrosine phosphoric acids. J. Lipid Res. 37:391-398 (1996).
27. Moolenaar, W. H. Lysophosphatidic acid signalling. Curr. Opin. Cell Biol. 7:203-210 (1995).
28. Durieux, M. E., and K. R. Lynch. Signalling properties of lysophosphatidic acid. Trends Pharmacol. Sci. 14:249-254 (1993).
29. Sugiura, T., A. Tokumura, L. Gregory, T. Nouchi, S. T. Weintraub, and D. J. Hanahan. Biochemical characterization of the interaction of lipid phosphoric acids with human platelets: comparison with platelet activating factor. Arch. Biochem. Biophys. 311:358-368 (1994).
30. Simon, M.-F., H. Chap, and L. Douste-Blazy. Human platelet aggregation induce of 1-alkyl-lysophosphatidic acid and its analogs: a new group of phospholipid mediators. Biochem. Biophys. Res. Commun. 108:1743-1750 (1992).
31. van Corven, E. J., A. Groenink, K. Jalink, T. Eichholtz, and W. H. Moolenaar. Lysophosphatidate-induced cell proliferation: identification and dissection of signaling pathways mediated by G proteins. Cell 59: 45-54 (1989).
32. Bauer, P. H., A. T. Chiu, and J. C. Garrison. DuP 753 can antagonize the affects of angiotensin II in rat liver. Mol. Pharmacol. 39:579-585 (1991).
33. Hung, D. T., Y. H. Wong, T. H. Vu, and S. R. Coughlin. The cloned platelet thrombin receptor couples to at least two distinct effectors to stimulate phosphoinositide hydrolysis and inhibit adenylyl cyclase. J. Biol. Chem. 267:20831-20834 (1992).
34. Devane, W. A., L. Hanus, A. Breuer, R. G. Pertwee, L. A. Stevenson, G. Griffin, D. Gibson, A. Mandelbaum, A. Etinger, and R. Mechoulam. Isolation and structure of a brain constituent that binds to the cannabinoid receptor. Science (Washington D. C.) 258:1946-1949 (1992).
35. Di Marzo, V., L. De Petrocellis, N. Sepe, and A. Buono. Biosynthesis of anandamide and related acylethanolamides in mouse J774 macrophages and N18 neuroblastoma cells. Biochem. J. 316:977-984 (1996).
36. Di Marzo, V., A. Fontana, H. Cadas, S. Schinelli, G. Cimino, J. C. Schwartz, and D. Piomelli. Formation and inactivation of endogenous cannabinoid anandamide in central neurons. Nature (Lond.) 372:686-691 (1994).