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Volumn 389, Issue 1, 2005, Pages 187-195

Sphingosine 1-phosphate analogue recognition and selectivity at S1P 4 within the endothelial differentiation gene family of receptors

Author keywords

Computational model; Endothelial differentiation gene 6 (EDG6); G protein coupled receptor (GPCR); Mutagenesis; Sphingosine 1 phosphate (S1P); Sphingosine 1 phosphate receptor 4 (S1P4 receptor)

Indexed keywords

BIOLOGICAL MEMBRANES; GENES; MUTAGENS; POSITIVE IONS; PROTEINS;

EID: 22144469067     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/BJ20050046     Document Type: Article
Times cited : (47)

References (51)
  • 1
    • 0141679087 scopus 로고    scopus 로고
    • Sphingosine-1 -phosphate receptor subtype-specific positive and negative regulation of Rac and haematogenous metastasis of melanoma cells
    • Yamaguchi, H., Kitayama, J., Takuwa, N., Arikawa, K., Inoki, I., Takehara, K., Nagawa, H. and Takuwa, Y. (2003) Sphingosine-1 -phosphate receptor subtype-specific positive and negative regulation of Rac and haematogenous metastasis of melanoma cells. Biochem. J. 374, 715-722
    • (2003) Biochem. J. , vol.374 , pp. 715-722
    • Yamaguchi, H.1    Kitayama, J.2    Takuwa, N.3    Arikawa, K.4    Inoki, I.5    Takehara, K.6    Nagawa, H.7    Takuwa, Y.8
  • 3
    • 0037401876 scopus 로고    scopus 로고
    • Signaling and biological actions of sphingosine 1-phosphate
    • Hla, T. (2003) Signaling and biological actions of sphingosine 1-phosphate. Pharmacol. Res. 47, 401-407
    • (2003) Pharmacol. Res. , vol.47 , pp. 401-407
    • Hla, T.1
  • 5
    • 0037704148 scopus 로고    scopus 로고
    • Lipid receptors in cardiovascular development
    • Osborne, N. and Stainier, D. Y. (2003) Lipid receptors in cardiovascular development. Annu. Rev. Physiol. 65, 23-43
    • (2003) Annu. Rev. Physiol. , vol.65 , pp. 23-43
    • Osborne, N.1    Stainier, D.Y.2
  • 6
    • 3242696731 scopus 로고    scopus 로고
    • Sphingosine 1-phosphate and lysophosphatidic acid receptors: Agonist and antagonist binding and progress toward development of receptor-specific ligands
    • Parrill, A. L., Sardar, V. M. and Yuan, H. (2004) Sphingosine 1-phosphate and lysophosphatidic acid receptors: agonist and antagonist binding and progress toward development of receptor-specific ligands. Semin. Cell Dev. Biol. 15, 467-476
    • (2004) Semin. Cell Dev. Biol. , vol.15 , pp. 467-476
    • Parrill, A.L.1    Sardar, V.M.2    Yuan, H.3
  • 10
    • 0346788900 scopus 로고    scopus 로고
    • Exogenous and intracellularly generated sphingosine 1-phosphate can regulate cellular processes by divergent pathways
    • Spiegel, S. and Milstien, S. (2003) Exogenous and intracellularly generated sphingosine 1-phosphate can regulate cellular processes by divergent pathways. Biochem. Soc. Trans. 31, 1216-1219
    • (2003) Biochem. Soc. Trans. , vol.31 , pp. 1216-1219
    • Spiegel, S.1    Milstien, S.2
  • 13
    • 0032532764 scopus 로고    scopus 로고
    • EDG6, a novel G-protein-coupled receptor related to receptors for bioactive lysophospholipids, is specifically expressed in lymphoid tissue
    • Gräler, M. H., Bernhardt, G. and Lipp, M. (1998) EDG6, a novel G-protein-coupled receptor related to receptors for bioactive lysophospholipids, is specifically expressed in lymphoid tissue. Genomics 53, 164-169
    • (1998) Genomics , vol.53 , pp. 164-169
    • Gräler, M.H.1    Bernhardt, G.2    Lipp, M.3
  • 14
    • 0141628364 scopus 로고    scopus 로고
    • Synthesis of para-alkyl aryl amide analogues of sphingosine-1-phosphate: Discovery of potent S1P receptor agonists
    • Clemens, J. J., Davis, M. D., Lynch, K. R. and Macdonald, T. L. (2003) Synthesis of para-alkyl aryl amide analogues of sphingosine-1-phosphate: discovery of potent S1P receptor agonists. Bioorg. Med. Chem. Lett. 13, 3401-3404
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 3401-3404
    • Clemens, J.J.1    Davis, M.D.2    Lynch, K.R.3    Macdonald, T.L.4
  • 18
    • 0037089472 scopus 로고    scopus 로고
    • Simultaneous quantitative analysis of sphingoid base 1-phosphates in biological samples by o-phthalaldehyde precolumn derivatization after dephosphorylation with alkaline phosphatase
    • Min, J. K., Yoo, H. S., Lee, E. Y., Lee, W. J. and Lee, Y. M. (2002) Simultaneous quantitative analysis of sphingoid base 1-phosphates in biological samples by o-phthalaldehyde precolumn derivatization after dephosphorylation with alkaline phosphatase. Anal. Biochem. 303, 167-175
    • (2002) Anal. Biochem. , vol.303 , pp. 167-175
    • Min, J.K.1    Yoo, H.S.2    Lee, E.Y.3    Lee, W.J.4    Lee, Y.M.5
  • 21
    • 0041564115 scopus 로고    scopus 로고
    • Sphingosine 1-phosphate promotes cell migration through the activation of Cdc42 in Edg-6/S1P4-expressing cells
    • Kohno, T., Matsuyuki, H., Inagaki, Y. and Igarashi, Y. (2003) Sphingosine 1-phosphate promotes cell migration through the activation of Cdc42 in Edg-6/S1P4-expressing cells. Genes Cells 8, 685-697
    • (2003) Genes Cells , vol.8 , pp. 685-697
    • Kohno, T.1    Matsuyuki, H.2    Inagaki, Y.3    Igarashi, Y.4
  • 22
    • 0036434445 scopus 로고    scopus 로고
    • Enhancement of sphingosine 1-phosphate-induced migration of vascular endothelial cells and smooth muscle cells by an EDG-5 antagonist
    • Osada, M., Yatomi, Y., Ohmori, T., Ikeda, H. and Ozaki, Y. (2002) Enhancement of sphingosine 1-phosphate-induced migration of vascular endothelial cells and smooth muscle cells by an EDG-5 antagonist. Biochem. Biophys. Res. Commun. 299, 483-487
    • (2002) Biochem. Biophys. Res. Commun. , vol.299 , pp. 483-487
    • Osada, M.1    Yatomi, Y.2    Ohmori, T.3    Ikeda, H.4    Ozaki, Y.5
  • 23
    • 0037369691 scopus 로고    scopus 로고
    • Biochemical regulation of breast cancer cell expression of S1P2 (Edg-5) and S1P3 (Edg-3) G protein-coupled receptors for sphingosine 1-phosphate
    • Dolezalova, H., Shankar, G., Huang, M., Bikle, D. D. and Goetzl, E. J. (2003) Biochemical regulation of breast cancer cell expression of S1P2 (Edg-5) and S1P3 (Edg-3) G protein-coupled receptors for sphingosine 1-phosphate. J. Cell. Biochem. 88, 732-743
    • (2003) J. Cell. Biochem. , vol.88 , pp. 732-743
    • Dolezalova, H.1    Shankar, G.2    Huang, M.3    Bikle, D.D.4    Goetzl, E.J.5
  • 24
    • 0037162064 scopus 로고    scopus 로고
    • Subtype-specific differential regulation of Rho family G proteins and cell migration by the Edg family sphingosine-1-phosphate receptors. Biochim
    • Takuwa, Y. (2002) Subtype-specific differential regulation of Rho family G proteins and cell migration by the Edg family sphingosine-1-phosphate receptors. Biochim. Biophys. Acta 1582, 112-120
    • (2002) Biophys. Acta , vol.1582 , pp. 112-120
    • Takuwa, Y.1
  • 25
    • 0037155058 scopus 로고    scopus 로고
    • Sphingosine-1-phosphate, a platelet-derived lysophospholipid mediator, negatively regulates cellular Rac activity and cell migration in vascular smooth muscle cells
    • Ryu, Y., Takuwa, N., Sugimoto, N., Sakurada, S., Usui, S., Okamoto, H., Matsui, O. and Takuwa, Y. (2002) Sphingosine-1-phosphate, a platelet-derived lysophospholipid mediator, negatively regulates cellular Rac activity and cell migration in vascular smooth muscle cells. Circ. Res. 90, 325-332
    • (2002) Circ. Res. , vol.90 , pp. 325-332
    • Ryu, Y.1    Takuwa, N.2    Sugimoto, N.3    Sakurada, S.4    Usui, S.5    Okamoto, H.6    Matsui, O.7    Takuwa, Y.8
  • 26
    • 0042858413 scopus 로고    scopus 로고
    • Ligand-dependent inhibition of B16 melanoma cell migration and invasion via endogenous S1P2 G protein-coupled receptor: Requirement of inhibition of cellular RAC activity
    • Arikawa, K., Takuwa, N., Yamaguchi, M., Sugimoto, N., Kitayama, J., Nagawa, H., Takehara, K. and Takuwa, Y. (2003) Ligand-dependent inhibition of B16 melanoma cell migration and invasion via endogenous S1P2 G protein-coupled receptor: requirement of inhibition of cellular RAC activity. J. Biol. Chem. 278, 32841-32851
    • (2003) J. Biol. Chem. , vol.278 , pp. 32841-32851
    • Arikawa, K.1    Takuwa, N.2    Yamaguchi, M.3    Sugimoto, N.4    Kitayama, J.5    Nagawa, H.6    Takehara, K.7    Takuwa, Y.8
  • 27
    • 0037212136 scopus 로고    scopus 로고
    • Syntheses of sphingosine-1-phosphate stereoisomers and analogues and their interaction with EDG receptors
    • Lim, H., Oh, Y., Sun, P. and Chung, S. (2003) Syntheses of sphingosine-1-phosphate stereoisomers and analogues and their interaction with EDG receptors. Bioorg. Med. Chem. Lett. 13, 237-240
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 237-240
    • Lim, H.1    Oh, Y.2    Sun, P.3    Chung, S.4
  • 28
    • 0042839476 scopus 로고    scopus 로고
    • Total synthesis of two photoactivatable analogues of the growth-factor-like mediator sphingosine 1-phosphate: Differential interaction with protein targets
    • Lu, X., Cseh, S., Byun, H. S., Tigyi, G. and Bittman, R. (2003) Total synthesis of two photoactivatable analogues of the growth-factor-like mediator sphingosine 1-phosphate: differential interaction with protein targets. J. Org. Chem. 68, 7046-7050
    • (2003) J. Org. Chem. , vol.68 , pp. 7046-7050
    • Lu, X.1    Cseh, S.2    Byun, H.S.3    Tigyi, G.4    Bittman, R.5
  • 29
    • 0037294679 scopus 로고    scopus 로고
    • Synthesis of fluorescence-labeled sphingosine and sphingosine 1-phosphate: Effective tools for sphingosine and sphingosine 1-phosphate behavior
    • Hakogi, T., Shigenari, T., Katsumura, S., Sano, T., Kohno, T. and Igarashi, Y. (2003) Synthesis of fluorescence-labeled sphingosine and sphingosine 1-phosphate: effective tools for sphingosine and sphingosine 1-phosphate behavior. Bioorg. Med. Chem. Lett. 13, 661-664
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 661-664
    • Hakogi, T.1    Shigenari, T.2    Katsumura, S.3    Sano, T.4    Kohno, T.5    Igarashi, Y.6
  • 30
    • 0035923409 scopus 로고    scopus 로고
    • Characterization of the human and mouse sphingosine 1-phosphate receptor, S1P5 (Edg-8): Structure-activity relationship of sphingosine 1-phosphate receptors
    • Im, D.-S., Clemens, J., Macdonald, T. L. and Lynch, K. R. (2001) Characterization of the human and mouse sphingosine 1-phosphate receptor, S1P5 (Edg-8): structure-activity relationship of sphingosine 1-phosphate receptors. Biochemistry 40, 14053-14060
    • (2001) Biochemistry , vol.40 , pp. 14053-14060
    • Im, D.-S.1    Clemens, J.2    Macdonald, T.L.3    Lynch, K.R.4
  • 31
    • 1942502719 scopus 로고    scopus 로고
    • Syntheses of sphingosine-1-phosphate analogues and their interaction with EDG/S1P receptors
    • Lim, H., Park, J., Ko, K., Lee, M. and Chung, S. (2004) Syntheses of sphingosine-1-phosphate analogues and their interaction with EDG/S1P receptors. Bioorg. Med. Chem. Lett. 14, 2499-2503
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 2499-2503
    • Lim, H.1    Park, J.2    Ko, K.3    Lee, M.4    Chung, S.5
  • 34
  • 36
    • 22144470914 scopus 로고    scopus 로고
    • note
    • Reference deleted
  • 37
    • 0014757386 scopus 로고
    • A general method applicable to the search for similarities in the amino acid sequence of two proteins
    • Needleman, S. B. and Wunsch, C. D. (1970) A general method applicable to the search for similarities in the amino acid sequence of two proteins. J. Mol. Biol. 48, 443-453
    • (1970) J. Mol. Biol. , vol.48 , pp. 443-453
    • Needleman, S.B.1    Wunsch, C.D.2
  • 38
    • 0037571112 scopus 로고    scopus 로고
    • Merck Molecular Force Field. I. Basis, form, scope, parameterization, and performance of MMFF94*
    • Halgren, T. A. (1996) Merck Molecular Force Field. I. basis, form, scope, parameterization, and performance of MMFF94*. J. Comput. Chem. 17, 490-519
    • (1996) J. Comput. Chem. , vol.17 , pp. 490-519
    • Halgren, T.A.1
  • 39
    • 11644261806 scopus 로고    scopus 로고
    • Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function
    • Morris, G. M., Goodsell, D. S., Halliday, R. S., Huey, R., Hart, W. E., Belew, R. K. and Olson, A. J. (1998) Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function. J. Comput. Chem. 19, 1639-1662
    • (1998) J. Comput. Chem. , vol.19 , pp. 1639-1662
    • Morris, G.M.1    Goodsell, D.S.2    Halliday, R.S.3    Huey, R.4    Hart, W.E.5    Belew, R.K.6    Olson, A.J.7
  • 40
    • 0036317626 scopus 로고    scopus 로고
    • N-Glycans of sphingosine 1-phosphate receptor Edg-1 regulate ligand-induced receptor internalization
    • Kohno, T., Wada, A. and Igarashi, Y. (2002) N-Glycans of sphingosine 1-phosphate receptor Edg-1 regulate ligand-induced receptor internalization. FASEB J. 16, 983-992
    • (2002) FASEB J. , vol.16 , pp. 983-992
    • Kohno, T.1    Wada, A.2    Igarashi, Y.3
  • 42
    • 0035793978 scopus 로고    scopus 로고
    • Stimulation of intracellular sphingosine-1-phosphate production by G-protein-coupled sphingosine-1-phosphate receptors
    • Meyer zu Heringdorf, D., Lass, H., Kuchar, I., Lipinski, M., Alemany, R., Rumenapp, U. and Jakobs, K. H. (2001) Stimulation of intracellular sphingosine-1-phosphate production by G-protein-coupled sphingosine-1-phosphate receptors. Eur. J. Pharmacol. 414, 145-154
    • (2001) Eur. J. Pharmacol. , vol.414 , pp. 145-154
    • Meyer Zu Heringdorf, D.1    Lass, H.2    Kuchar, I.3    Lipinski, M.4    Alemany, R.5    Rumenapp, U.6    Jakobs, K.H.7
  • 44
    • 4544235223 scopus 로고    scopus 로고
    • A single amino acid determines preference between phospholipids and reveals length restriction for activation of the S1P4 receptor
    • Holdsworth, G., Osborne, D. A., Pham, T. T., Fells, J. I., Hutchinson, G., Milligan, G. and Parrill, A. L. (2004) A single amino acid determines preference between phospholipids and reveals length restriction for activation of the S1P4 receptor. BMC Biochem. 5, 12
    • (2004) BMC Biochem. , vol.5 , pp. 12
    • Holdsworth, G.1    Osborne, D.A.2    Pham, T.T.3    Fells, J.I.4    Hutchinson, G.5    Milligan, G.6    Parrill, A.L.7
  • 45
    • 0035170508 scopus 로고    scopus 로고
    • Collecting and harvesting biological data: The GPCRDB and NucleaRDB information systems
    • Horn, F., Vriend, G. and Cohen, F. E. (2001) Collecting and harvesting biological data: the GPCRDB and NucleaRDB information systems. Nucleic Acids Res. 29, 346-349
    • (2001) Nucleic Acids Res. , vol.29 , pp. 346-349
    • Horn, F.1    Vriend, G.2    Cohen, F.E.3
  • 46
    • 0033773647 scopus 로고    scopus 로고
    • Functional role of tryptophan residues in the fourth transmembrane domain of the CB2 cannabinoid receptor
    • Rhee, M.-H., Nevo, I., Bayewitch, M. L., Zagoory, O. and Vogel, Z. (2000) Functional role of tryptophan residues in the fourth transmembrane domain of the CB2 cannabinoid receptor. J. Neurochem. 75, 2485-2491
    • (2000) J. Neurochem. , vol.75 , pp. 2485-2491
    • Rhee, M.-H.1    Nevo, I.2    Bayewitch, M.L.3    Zagoory, O.4    Vogel, Z.5
  • 47
    • 0342657815 scopus 로고    scopus 로고
    • Sphingosine-1-phosphate is a ligand for the G protein-coupled receptor EDG-6
    • Van Brocklyn, J. R., Gräler, M. H., Bernhardt, G., Hobson, J. P. and Spiegel, S. (2000) Sphingosine-1-phosphate is a ligand for the G protein-coupled receptor EDG-6. Blood 95, 2624-2629
    • (2000) Blood , vol.95 , pp. 2624-2629
    • Van Brocklyn, J.R.1    Gräler, M.H.2    Bernhardt, G.3    Hobson, J.P.4    Spiegel, S.5
  • 48
    • 4444287013 scopus 로고    scopus 로고
    • Design and synthesis of conformationally constrained 3-(N-alkylamino) propylphosphonic acids as potent agonists of sphingosine-1-phosphate (S1P) receptors
    • Yan, L., Hale, J. J., Lynch, C. L., Budhu, R., Gentry, A., Mills, S. G., Hajdu, R., Keohane, C. A., Rosenbach, M. J., Milligan, J. A. et al. (2004) Design and synthesis of conformationally constrained 3-(N-alkylamino) propylphosphonic acids as potent agonists of sphingosine-1-phosphate (S1P) receptors. Bioorg. Med. Chem. Lett. 14, 4861-4866
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 4861-4866
    • Yan, L.1    Hale, J.J.2    Lynch, C.L.3    Budhu, R.4    Gentry, A.5    Mills, S.G.6    Hajdu, R.7    Keohane, C.A.8    Rosenbach, M.J.9    Milligan, J.A.10
  • 49
    • 0036773971 scopus 로고    scopus 로고
    • FTY720: Targeting G-protein-coupled receptors for sphingosine 1-phosphate in transplantation and autoimmunity
    • Brinkmann, V. and Lynch, K. R. (2002) FTY720: targeting G-protein-coupled receptors for sphingosine 1-phosphate in transplantation and autoimmunity. Curr. Opin. Immunol. 14, 569-575
    • (2002) Curr. Opin. Immunol. , vol.14 , pp. 569-575
    • Brinkmann, V.1    Lynch, K.R.2
  • 50
    • 0032525049 scopus 로고    scopus 로고
    • FTY720, a novel immunosuppressent, induces sequestration of circulating mature lymphocytes by acceleration of lymphocyte homing in rats. I. FY720 selectively decreases the number of circulating mature lymphocytes by acceleration of lymphocyte homing
    • Chiba, K., Yanagawa, Y., Masubuchi, Y., Kataoka, H., Kawaguchi, T., Ohtsuki, M. and Hoshino, Y. (1998) FTY720, a novel immunosuppressent, induces sequestration of circulating mature lymphocytes by acceleration of lymphocyte homing in rats. I. FY720 selectively decreases the number of circulating mature lymphocytes by acceleration of lymphocyte homing. J. Immunol. 160, 5037-5044
    • (1998) J. Immunol. , vol.160 , pp. 5037-5044
    • Chiba, K.1    Yanagawa, Y.2    Masubuchi, Y.3    Kataoka, H.4    Kawaguchi, T.5    Ohtsuki, M.6    Hoshino, Y.7
  • 51
    • 0030998038 scopus 로고    scopus 로고
    • The transmembrane 7-a-bundle of rhodopsin: Distance geometry calculations with hydrogen bonding constraints
    • Pogozheva, I.D., Lomize, A. L. and Mosberg, H. I. (1997) The transmembrane 7-a-bundle of rhodopsin: distance geometry calculations with hydrogen bonding constraints. Biophys. J. 70, 1963-1985
    • (1997) Biophys. J. , vol.70 , pp. 1963-1985
    • Pogozheva, I.D.1    Lomize, A.L.2    Mosberg, H.I.3


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