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Volumn 30, Issue 6, 2009, Pages 1130-1136

Structure-activity relationship study on Tyr9 of urotensin-II(4-11): Identification of a partial agonist of the UT receptor

Author keywords

Ca2+ mobilization; Peptide synthesis; Rat aorta; Structure activity study; Urotensin II; UT receptor

Indexed keywords

NEUROPEPTIDE; TYROSINE; UNCLASSIFIED DRUG; UROTENSIN II; UROTENSIN II [4 11];

EID: 67349153357     PISSN: 01969781     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.peptides.2009.02.003     Document Type: Article
Times cited : (11)

References (32)
  • 1
    • 0033575930 scopus 로고    scopus 로고
    • Human urotensin-II is a potent vasoconstrictor and agonist for the orphan receptor GPR14
    • Ames R.S., Sarau H.M., Chambers J.K., Willette R.N., Aiyar N.V., Romanic A.M., et al. Human urotensin-II is a potent vasoconstrictor and agonist for the orphan receptor GPR14. Nature 401 (1999) 282-286
    • (1999) Nature , vol.401 , pp. 282-286
    • Ames, R.S.1    Sarau, H.M.2    Chambers, J.K.3    Willette, R.N.4    Aiyar, N.V.5    Romanic, A.M.6
  • 3
    • 33646594152 scopus 로고    scopus 로고
    • Characterization of urotensin-II receptor structural domains involved in the recognition of U-II, URP, and urantide
    • Boivin S., Guilhaudis L., Milazzo I., Oulyadi H., Davoust D., and Fournier A. Characterization of urotensin-II receptor structural domains involved in the recognition of U-II, URP, and urantide. Biochemistry 45 (2006) 5993-6002
    • (2006) Biochemistry , vol.45 , pp. 5993-6002
    • Boivin, S.1    Guilhaudis, L.2    Milazzo, I.3    Oulyadi, H.4    Davoust, D.5    Fournier, A.6
  • 4
    • 42149126713 scopus 로고    scopus 로고
    • Solution structure of urotensin-II receptor extracellular loop III and characterization of its interaction with urotensin-II
    • Boivin S., Segalas-Milazzo I., Guilhaudis L., Oulyadi H., Fournier A., and Davoust D. Solution structure of urotensin-II receptor extracellular loop III and characterization of its interaction with urotensin-II. Peptides 29 (2008) 700-710
    • (2008) Peptides , vol.29 , pp. 700-710
    • Boivin, S.1    Segalas-Milazzo, I.2    Guilhaudis, L.3    Oulyadi, H.4    Fournier, A.5    Davoust, D.6
  • 6
    • 30344465324 scopus 로고    scopus 로고
    • In vitro and in vivo pharmacological characterization of the novel UT receptor ligand [Pen(5),DTrp(7),Dab(8)]urotensin II(4-11) (UFP-803)
    • Camarda V., Spagnol M., Song W., Vergura R., Roth A.L., Thompson J.P., et al. In vitro and in vivo pharmacological characterization of the novel UT receptor ligand [Pen(5),DTrp(7),Dab(8)]urotensin II(4-11) (UFP-803). Br J Pharmacol 147 (2006) 92-100
    • (2006) Br J Pharmacol , vol.147 , pp. 92-100
    • Camarda, V.1    Spagnol, M.2    Song, W.3    Vergura, R.4    Roth, A.L.5    Thompson, J.P.6
  • 7
    • 33947091567 scopus 로고
    • The 9-fluorenylmethoxycarbonyl amino-protecting group
    • Carpino L.A., and Han G.Y. The 9-fluorenylmethoxycarbonyl amino-protecting group. J Org Chem 37 (1972) 3404-3409
    • (1972) J Org Chem , vol.37 , pp. 3404-3409
    • Carpino, L.A.1    Han, G.Y.2
  • 8
    • 33845357214 scopus 로고    scopus 로고
    • Structure-activity relationships of a novel series of urotensin II analogues: identification of a urotensin II antagonist
    • Chatenet D., Dubessy C., Boularan C., Scalbert E., Pfeiffer B., Renard P., et al. Structure-activity relationships of a novel series of urotensin II analogues: identification of a urotensin II antagonist. J Med Chem 49 (2006) 7234-7238
    • (2006) J Med Chem , vol.49 , pp. 7234-7238
    • Chatenet, D.1    Dubessy, C.2    Boularan, C.3    Scalbert, E.4    Pfeiffer, B.5    Renard, P.6
  • 9
    • 5144231980 scopus 로고    scopus 로고
    • Structure-activity relationships and structural conformation of a novel urotensin II-related peptide
    • Chatenet D., Dubessy C., Leprince J., Boularan C., Carlier L., Segalas-Milazzo I., et al. Structure-activity relationships and structural conformation of a novel urotensin II-related peptide. Peptides 25 (2004) 1819-1830
    • (2004) Peptides , vol.25 , pp. 1819-1830
    • Chatenet, D.1    Dubessy, C.2    Leprince, J.3    Boularan, C.4    Carlier, L.5    Segalas-Milazzo, I.6
  • 10
    • 0032428160 scopus 로고    scopus 로고
    • Cloning of the cDNA encoding the urotensin II precursor in frog and human reveals intense expression of the urotensin II gene in motoneurons of the spinal cord
    • Coulouarn Y., Lihrmann I., Jegou S., Anouar Y., Tostivint H., Beauvillain J.C., et al. Cloning of the cDNA encoding the urotensin II precursor in frog and human reveals intense expression of the urotensin II gene in motoneurons of the spinal cord. Proc Natl Acad Sci USA 95 (1998) 15803-15808
    • (1998) Proc Natl Acad Sci USA , vol.95 , pp. 15803-15808
    • Coulouarn, Y.1    Lihrmann, I.2    Jegou, S.3    Anouar, Y.4    Tostivint, H.5    Beauvillain, J.C.6
  • 11
    • 0343183961 scopus 로고    scopus 로고
    • II analogues with 6-hydroxy-2-aminotetralin-2-carboxylic acid in position 1
    • Darula Z., Kover K.E., Monory K., Borsodi A., Mako E., Ronai A., et al. II analogues with 6-hydroxy-2-aminotetralin-2-carboxylic acid in position 1. J Med Chem 43 (2000) 1359-1366
    • (2000) J Med Chem , vol.43 , pp. 1359-1366
    • Darula, Z.1    Kover, K.E.2    Monory, K.3    Borsodi, A.4    Mako, E.5    Ronai, A.6
  • 12
    • 42049091449 scopus 로고    scopus 로고
    • Neuropeptide interactions and REM sleep: a role for urotensin II?
    • de Lecea L., and Bourgin P. Neuropeptide interactions and REM sleep: a role for urotensin II?. Peptides 29 (2008) 845-851
    • (2008) Peptides , vol.29 , pp. 845-851
    • de Lecea, L.1    Bourgin, P.2
  • 14
    • 0842266248 scopus 로고    scopus 로고
    • From 'gills to pills': urotensin-II as a regulator of mammalian cardiorenal function
    • Douglas S.A., Dhanak D., and Johns D.G. From 'gills to pills': urotensin-II as a regulator of mammalian cardiorenal function. Trends Pharmacol Sci 25 (2004) 76-85
    • (2004) Trends Pharmacol Sci , vol.25 , pp. 76-85
    • Douglas, S.A.1    Dhanak, D.2    Johns, D.G.3
  • 15
    • 0034466374 scopus 로고    scopus 로고
    • Human urotensin-II, the most potent mammalian vasoconstrictor identified to date, as a therapeutic target for the management of cardiovascular disease
    • Douglas S.A., and Ohlstein E.H. Human urotensin-II, the most potent mammalian vasoconstrictor identified to date, as a therapeutic target for the management of cardiovascular disease. Trends Cardiovasc Med 10 (2000) 229-237
    • (2000) Trends Cardiovasc Med , vol.10 , pp. 229-237
    • Douglas, S.A.1    Ohlstein, E.H.2
  • 17
    • 3042934967 scopus 로고
    • Tissue sulfhydryl groups
    • Ellman G.L. Tissue sulfhydryl groups. Arch Biochem Biophys 82 (1959) 70-77
    • (1959) Arch Biochem Biophys , vol.82 , pp. 70-77
    • Ellman, G.L.1
  • 18
    • 0037171726 scopus 로고    scopus 로고
    • Identification of nonpeptidic urotensin II receptor antagonists by virtual screening based on a pharmacophore model derived from structure-activity relationships and nuclear magnetic resonance studies on urotensin II
    • Flohr S., Kurz M., Kostenis E., Brkovich A., Fournier A., and Klabunde T. Identification of nonpeptidic urotensin II receptor antagonists by virtual screening based on a pharmacophore model derived from structure-activity relationships and nuclear magnetic resonance studies on urotensin II. J Med Chem 45 (2002) 1799-1805
    • (2002) J Med Chem , vol.45 , pp. 1799-1805
    • Flohr, S.1    Kurz, M.2    Kostenis, E.3    Brkovich, A.4    Fournier, A.5    Klabunde, T.6
  • 19
    • 0037179641 scopus 로고    scopus 로고
    • A new, potent urotensin II receptor peptide agonist containing a Pen residue at the disulfide bridge
    • Grieco P., Carotenuto A., Campiglia P., Zampelli E., Patacchini R., Maggi C.A., et al. A new, potent urotensin II receptor peptide agonist containing a Pen residue at the disulfide bridge. J Med Chem 45 (2002) 4391-4394
    • (2002) J Med Chem , vol.45 , pp. 4391-4394
    • Grieco, P.1    Carotenuto, A.2    Campiglia, P.3    Zampelli, E.4    Patacchini, R.5    Maggi, C.A.6
  • 21
    • 0000702671 scopus 로고
    • Palladium-catalyzed vinylation of organic halides
    • Dauben W.G. (Ed), Wiley, New York
    • Heck R.F. Palladium-catalyzed vinylation of organic halides. In: Dauben W.G. (Ed). Organic reactions vol. 27 (1982), Wiley, New York 345-390
    • (1982) Organic reactions , vol.27 , pp. 345-390
    • Heck, R.F.1
  • 22
    • 0037118881 scopus 로고    scopus 로고
    • Structure-function analysis of urotensin II and its use in the construction of a ligand-receptor working model
    • Kinney W.A., Almond Jr. H.R., Qi J., Smith C.E., Santulli R.J., de Garavilla L., et al. Structure-function analysis of urotensin II and its use in the construction of a ligand-receptor working model. Angew Chem Int Ed Engl 41 (2002) 2940-2944
    • (2002) Angew Chem Int Ed Engl , vol.41 , pp. 2940-2944
    • Kinney, W.A.1    Almond Jr., H.R.2    Qi, J.3    Smith, C.E.4    Santulli, R.J.5    de Garavilla, L.6
  • 23
    • 12444267899 scopus 로고    scopus 로고
    • Structure-activity relationships of human urotensin II and related analogues on rat aortic ring contraction
    • Labarrere P., Chatenet D., Leprince J., Marionneau C., Loirand G., Tonon M.C., et al. Structure-activity relationships of human urotensin II and related analogues on rat aortic ring contraction. J Enzyme Inhib Med Chem 18 (2003) 77-88
    • (2003) J Enzyme Inhib Med Chem , vol.18 , pp. 77-88
    • Labarrere, P.1    Chatenet, D.2    Leprince, J.3    Marionneau, C.4    Loirand, G.5    Tonon, M.C.6
  • 24
    • 17144378929 scopus 로고    scopus 로고
    • Architecture of the human urotensin II receptor: comparison of the binding domains of peptide and non-peptide urotensin II agonists
    • Lavecchia A., Cosconati S., and Novellino E. Architecture of the human urotensin II receptor: comparison of the binding domains of peptide and non-peptide urotensin II agonists. J Med Chem 48 (2005) 2480-2492
    • (2005) J Med Chem , vol.48 , pp. 2480-2492
    • Lavecchia, A.1    Cosconati, S.2    Novellino, E.3
  • 26
    • 34247244635 scopus 로고    scopus 로고
    • Definition of new pharmacophores for nonpeptide antagonists of human urotensin-II. Comparison with the 3D-structure of human urotensin-II and URP
    • Lescot E., Sopkova-de Oliveira Santos J., Dubessy C., Oulyadi H., Lesnard A., Vaudry H., et al. Definition of new pharmacophores for nonpeptide antagonists of human urotensin-II. Comparison with the 3D-structure of human urotensin-II and URP. J Chem Inf Model 47 (2007) 602-612
    • (2007) J Chem Inf Model , vol.47 , pp. 602-612
    • Lescot, E.1    Sopkova-de Oliveira Santos, J.2    Dubessy, C.3    Oulyadi, H.4    Lesnard, A.5    Vaudry, H.6
  • 27
    • 34547870172 scopus 로고    scopus 로고
    • Role of urotensin II and its receptor in health and disease
    • McDonald J., Batuwangala M., and Lambert D.G. Role of urotensin II and its receptor in health and disease. J Anesth 21 (2007) 378-389
    • (2007) J Anesth , vol.21 , pp. 378-389
    • McDonald, J.1    Batuwangala, M.2    Lambert, D.G.3
  • 30
    • 0015114979 scopus 로고
    • 2-Aminoindan-2-carboxylic acids. Potential tyrosine hydroxylase inhibitors
    • Pinder R.M., Butcher B.H., Buxton D.A., and Howells D.J. 2-Aminoindan-2-carboxylic acids. Potential tyrosine hydroxylase inhibitors. J Med Chem 14 (1971) 892-893
    • (1971) J Med Chem , vol.14 , pp. 892-893
    • Pinder, R.M.1    Butcher, B.H.2    Buxton, D.A.3    Howells, D.J.4
  • 31
    • 0141534246 scopus 로고    scopus 로고
    • Identification of urotensin II-related peptide as the urotensin II-immunoreactive molecule in the rat brain
    • Sugo T., Murakami Y., Shimomura Y., Harada M., Abe M., Ishibashi Y., et al. Identification of urotensin II-related peptide as the urotensin II-immunoreactive molecule in the rat brain. Biochem Biophys Res Commun 310 (2003) 860-868
    • (2003) Biochem Biophys Res Commun , vol.310 , pp. 860-868
    • Sugo, T.1    Murakami, Y.2    Shimomura, Y.3    Harada, M.4    Abe, M.5    Ishibashi, Y.6
  • 32
    • 0026550526 scopus 로고
    • A facile synthesis of 1,2,3,4-tertahydro-7-hydroxyisoquinoline-3-carboxylic acid, a conformationally constrained tyrosine analogue
    • Verschueren K., Toth G., Tourwe' D., Lebl M., Van Binst G., and Hruby V. A facile synthesis of 1,2,3,4-tertahydro-7-hydroxyisoquinoline-3-carboxylic acid, a conformationally constrained tyrosine analogue. Synthesis (1992) 458-460
    • (1992) Synthesis , pp. 458-460
    • Verschueren, K.1    Toth, G.2    Tourwe', D.3    Lebl, M.4    Van Binst, G.5    Hruby, V.6


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