메뉴 건너뛰기




Volumn 48, Issue 2, 2005, Pages 523-533

Somatostatin receptor 1 selective analogues: 4. Three-dimensional consensus structure by NMR

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; SOMATOSTATIN DERIVATIVE; SOMATOSTATIN RECEPTOR 1; SOMATOSTATIN RECEPTOR 4; SOMATOSTATIN RECEPTOR 5;

EID: 12344288009     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm049518u     Document Type: Article
Times cited : (27)

References (46)
  • 2
    • 12344274317 scopus 로고    scopus 로고
    • Somatostatin receptor 1 selective analogues: 3. Dicyclic peptides
    • Rivier, J.; Kirby, D.; Erchegyi, J.; Waser, B.; Eltschinger, V.; et al. Somatostatin receptor 1 selective analogues: 3. Dicyclic peptides. J. Med. Chem. 2005, 48, 515-522.
    • (2005) J. Med. Chem. , vol.48 , pp. 515-522
    • Rivier, J.1    Kirby, D.2    Erchegyi, J.3    Waser, B.4    Eltschinger, V.5
  • 3
    • 0021105680 scopus 로고
    • Somatostatin
    • Reichlin, S. Somatostatin. N. Engl. J. Med. 1983, 309, 1495-1501.
    • (1983) N. Engl. J. Med. , vol.309 , pp. 1495-1501
    • Reichlin, S.1
  • 4
    • 0021019016 scopus 로고
    • Somatostatin (second of two parts)
    • Reichlin, S. Somatostatin (second of two parts). N. Engl. J. Med. 1983, 309, 1556-1563.
    • (1983) N. Engl. J. Med. , vol.309 , pp. 1556-1563
    • Reichlin, S.1
  • 5
    • 0020524081 scopus 로고
    • Effects of somatostatin on mammalian cortical neurons in culture: Physiological actions and unusual dose response characteristics
    • Delfs, J. R.; Dichter, M. A. Effects of somatostatin on mammalian cortical neurons in culture: physiological actions and unusual dose response characteristics. J. Neurosci. 1983, 3, 1176-1188.
    • (1983) J. Neurosci. , vol.3 , pp. 1176-1188
    • Delfs, J.R.1    Dichter, M.A.2
  • 6
    • 0020644949 scopus 로고
    • Nonopioid neuropeptides in mammalian CNS
    • Iversen, L. L. Nonopioid neuropeptides in mammalian CNS. Annu. Rev. Pharmacol. Toxicol. 1983, 23, 1-27.
    • (1983) Annu. Rev. Pharmacol. Toxicol. , vol.23 , pp. 1-27
    • Iversen, L.L.1
  • 7
    • 0346487260 scopus 로고    scopus 로고
    • 4-selective somatostatin (SRIF) agonists. Part I: Lead identification using a betide scan
    • 4-selective somatostatin (SRIF) agonists. Part I: Lead identification using a betide scan. J. Med. Chem. 2003, 46, 5579-5586.
    • (2003) J. Med. Chem. , vol.46 , pp. 5579-5586
    • Rivier, J.1    Erchegyi, J.2    Hoeger, C.3    Miller, C.4    Low, W.5
  • 8
    • 10744223244 scopus 로고    scopus 로고
    • 4-selective somatostatin (SRIF) agonists. Part II: Analogues with β-methyl-3-(2-naphthyl)-alanine substitutions at position 8
    • 4-selective somatostatin (SRIF) agonists. Part II: Analogues with β-methyl-3-(2-naphthyl)-alanine substitutions at position 8. J. Med. Chem. 2003, 46, 5587-5596.
    • (2003) J. Med. Chem. , vol.46 , pp. 5587-5596
    • Erchegyi, J.1    Penke, B.2    Simon, L.3    Michaelson, S.4    Wenger, S.5
  • 10
    • 0038440483 scopus 로고    scopus 로고
    • A novel somatostatin mimic with broad somatotropin release inhibitory factor receptor binding and superior therapeutic potential
    • Lewis, I.; Bauer, W.; Albert, R.; Chandramouli, N.; Pless, J. et al. A novel somatostatin mimic with broad somatotropin release inhibitory factor receptor binding and superior therapeutic potential. J. Med. Chem. 2003, 46, 2334-2344.
    • (2003) J. Med. Chem. , vol.46 , pp. 2334-2344
    • Lewis, I.1    Bauer, W.2    Albert, R.3    Chandramouli, N.4    Pless, J.5
  • 11
    • 0037027926 scopus 로고    scopus 로고
    • A new peptidic somatostatin agonist with high affinity to all five somatostatin receptors
    • Reubi, J. C.; Eisenwiener, K. P.; Rink, H.; Waser, B.; Macke, H. R. A new peptidic somatostatin agonist with high affinity to all five somatostatin receptors. Eur. J. Pharmacol. 2002, 456, 45-49.
    • (2002) Eur. J. Pharmacol. , vol.456 , pp. 45-49
    • Reubi, J.C.1    Eisenwiener, K.P.2    Rink, H.3    Waser, B.4    Macke, H.R.5
  • 13
    • 0035927432 scopus 로고    scopus 로고
    • Potent somatostatin undecapeptide agonists selective for somatostatin receptor 1 (sst1)
    • Rivier, J. E.; Hoeger, C.; Erchegyi, J.; Gulyas, J.; DeBoard, R. et al. Potent somatostatin undecapeptide agonists selective for somatostatin receptor 1 (sst1). J. Med. Chem. 2001, 44, 2238-2246.
    • (2001) J. Med. Chem. , vol.44 , pp. 2238-2246
    • Rivier, J.E.1    Hoeger, C.2    Erchegyi, J.3    Gulyas, J.4    DeBoard, R.5
  • 16
    • 0018073512 scopus 로고
    • Biologic and immunologic activities and applications of somatostatin analogs
    • Vale, W.; Rivier, J.; Ling, N.; Brown, M. Biologic and immunologic activities and applications of somatostatin analogs. Metabolism 1978, 27, 1391-1401.
    • (1978) Metabolism , vol.27 , pp. 1391-1401
    • Vale, W.1    Rivier, J.2    Ling, N.3    Brown, M.4
  • 19
    • 0002649780 scopus 로고
    • Design and discovery in the development of peptide analogs
    • Peptides: Chemistry and Biology: Cambridge, MA, June 16-21
    • Veber, D. F. Design and discovery in the development of peptide analogs. Twelfth American Peptide Symposium; Peptides: Chemistry and Biology: Cambridge, MA, June 16-21, 1991; pp 1-14.
    • (1991) Twelfth American Peptide Symposium , pp. 1-14
    • Veber, D.F.1
  • 20
    • 18044405028 scopus 로고    scopus 로고
    • A bicyclic and hsst2 selective somatostatin analogue: Design, synthesis, conformational analysis and binding
    • Falb, E.; Salitra, Y.; Yechezkel, T.; Bracha, M.; Litman, P. et al. A bicyclic and hsst2 selective somatostatin analogue: design, synthesis, conformational analysis and binding. Bioorg. Med. Chem. 2001, 9, 3255-3264.
    • (2001) Bioorg. Med. Chem. , vol.9 , pp. 3255-3264
    • Falb, E.1    Salitra, Y.2    Yechezkel, T.3    Bracha, M.4    Litman, P.5
  • 21
    • 0034772029 scopus 로고    scopus 로고
    • A bioactive somatostatin analogue without a type II′ beta-turn: Synthesis and conformational analysis in solution
    • Jiang, S.; Gazal, S.; Gelerman, G.; Ziv, O.; Karpov, O. et al. A bioactive somatostatin analogue without a type II′ beta-turn: synthesis and conformational analysis in solution. J. Pept. Sci. 2001, 7, 521-528.
    • (2001) J. Pept. Sci. , vol.7 , pp. 521-528
    • Jiang, S.1    Gazal, S.2    Gelerman, G.3    Ziv, O.4    Karpov, O.5
  • 22
    • 0034624210 scopus 로고    scopus 로고
    • Synthesis, biological activities and conformational studies of somatostatin analogues
    • Nattern, R.-H.; Moore, S. B.; Tran, T.-A.; Rueter, J. K.; Goodman, M. Synthesis, biological activities and conformational studies of somatostatin analogues. Tetrahedron 2000, 56, 9819-9831.
    • (2000) Tetrahedron , vol.56 , pp. 9819-9831
    • Nattern, R.-H.1    Moore, S.B.2    Tran, T.-A.3    Rueter, J.K.4    Goodman, M.5
  • 24
    • 0002404299 scopus 로고
    • Design and synthesis of a peptidomimetic employing β-D-glucose for scaffolding
    • ESCOM Science Publishers B. V.: Leiden, The Netherlands
    • Nicolaou, K. C.; Salvino, J. M.; Raynor, K.; Pietranico, S.; Reisine, T. et al. Design and synthesis of a peptidomimetic employing β-D-glucose for scaffolding. Peptides - Chemistry, Structure and Biology; ESCOM Science Publishers B. V.: Leiden, The Netherlands, 1990; pp 881-884.
    • (1990) Peptides - Chemistry, Structure and Biology , pp. 881-884
    • Nicolaou, K.C.1    Salvino, J.M.2    Raynor, K.3    Pietranico, S.4    Reisine, T.5
  • 25
    • 0031576336 scopus 로고    scopus 로고
    • Torsion angle dynamics for NMR structure calculation with the new program DYANA
    • Güntert, P.; Mumenthaler, C.; Wüthrich, K. Torsion angle dynamics for NMR structure calculation with the new program DYANA. J. Mol. Biol. 1997, 273, 283-298.
    • (1997) J. Mol. Biol. , vol.273 , pp. 283-298
    • Güntert, P.1    Mumenthaler, C.2    Wüthrich, K.3
  • 26
    • 0021905444 scopus 로고
    • Dynamics and conformational energetics of a peptide hormone: Vasopressin
    • Hagler, A. T.; Dauber, P.; Osguthorpe, D. J.; Hempel, J. C. Dynamics and conformational energetics of a peptide hormone: vasopressin. Science 1985, 227, 1309-1315.
    • (1985) Science , vol.227 , pp. 1309-1315
    • Hagler, A.T.1    Dauber, P.2    Osguthorpe, D.J.3    Hempel, J.C.4
  • 27
    • 0031028837 scopus 로고    scopus 로고
    • Multiconformational NMR analysis of sandostatin (octreotide): Equilibrium between β-sheet and partially helical structures
    • Melacini, G.; Zhu, Q.; Goodman, M. Multiconformational NMR analysis of sandostatin (octreotide): Equilibrium between β-sheet and partially helical structures. Biochemistry 1997, 36, 1233-1241.
    • (1997) Biochemistry , vol.36 , pp. 1233-1241
    • Melacini, G.1    Zhu, Q.2    Goodman, M.3
  • 28
    • 0027085885 scopus 로고
    • Side chain chiral methylated somatostatin analog synthesis and conformational analysis
    • Huang, Z.; He, Y.; Raynor, K.; Tallent, M.; Reisine, T. et al. Side chain chiral methylated somatostatin analog synthesis and conformational analysis. J. Am. Chem. Soc. 1992, 114, 9390-9401.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9390-9401
    • Huang, Z.1    He, Y.2    Raynor, K.3    Tallent, M.4    Reisine, T.5
  • 29
    • 0030837553 scopus 로고    scopus 로고
    • A refined model for the somatostatin pharmacophore: Conformational analysis of lanthionine-sandostatin analogs
    • Melacini, G.; Zhu, Q.; Osapay, G.; Goodman, M. A refined model for the somatostatin pharmacophore: Conformational analysis of lanthionine-sandostatin analogs. J. Med. Chem. 1997, 40, 2252-2258.
    • (1997) J. Med. Chem. , vol.40 , pp. 2252-2258
    • Melacini, G.1    Zhu, Q.2    Osapay, G.3    Goodman, M.4
  • 30
    • 0032564880 scopus 로고    scopus 로고
    • Discovery of a novel non-peptide somatostatin agonist with SST4 selectivity
    • Ankersen, M.; Crider, M.; Liu, S.; Ho, B.; Andersen, H. S. et al. Discovery of a novel non-peptide somatostatin agonist with SST4 selectivity. J. Am. Chem. Soc. 1998, 120, 1368-1373.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 1368-1373
    • Ankersen, M.1    Crider, M.2    Liu, S.3    Ho, B.4    Andersen, H.S.5
  • 32
    • 0032561511 scopus 로고    scopus 로고
    • Rapid identification of subtype-selective agonists of the somatostatin receptor through combinatorial chemistry
    • Rohrer, S. P.; Birzin, E. T.; Mosley, R. T.; Berk, S. C.; Hutchins, S. M. et al. Rapid identification of subtype-selective agonists of the somatostatin receptor through combinatorial chemistry. Science 1998, 282, 737-740.
    • (1998) Science , vol.282 , pp. 737-740
    • Rohrer, S.P.1    Birzin, E.T.2    Mosley, R.T.3    Berk, S.C.4    Hutchins, S.M.5
  • 33
    • 0038754828 scopus 로고    scopus 로고
    • Effects of heterocyclic aromatic substituents on binding affinities at two distinct sites of somatostatin receptors. Correlation with the electrostatic potential of the substituents
    • Prasad, V.; Birzin, E. T.; McVaugh, C. T.; Van Rijn, R. D.; Rohrer, S. P. et al. Effects of heterocyclic aromatic substituents on binding affinities at two distinct sites of somatostatin receptors. Correlation with the electrostatic potential of the substituents. J. Med. Chem. 2003, 46, 1858-1869.
    • (2003) J. Med. Chem. , vol.46 , pp. 1858-1869
    • Prasad, V.1    Birzin, E.T.2    McVaugh, C.T.3    Van Rijn, R.D.4    Rohrer, S.P.5
  • 34
    • 33845378943 scopus 로고
    • 1H NMR spectra via two-dimensional homonuclear Hartmann-Hahn spectroscopy
    • 1H NMR spectra via two-dimensional homonuclear Hartmann-Hahn spectroscopy. J. Am. Chem. Soc. 1985, 107, 2820-2821.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 2820-2821
    • Davis, D.G.1    Bax, A.2
  • 35
    • 0344448273 scopus 로고
    • Coherence transfer by isotropic mixing: Application to proton correlation spectroscopy
    • Braunschweiler, L.; Ernst, R. R. Coherence transfer by isotropic mixing: Application to proton correlation spectroscopy. J. Magn. Reson. 1983, 53, 521-528.
    • (1983) J. Magn. Reson. , vol.53 , pp. 521-528
    • Braunschweiler, L.1    Ernst, R.R.2
  • 36
    • 0039457219 scopus 로고
    • Improved spectral resolution in COSY1H NMR spectra of proteins via double quantum filtering
    • Ranee, M.; Sorensen, O. W.; Bodenhausen, B.; Wagner, G.; Ernst, R. R. et al. Improved spectral resolution in COSY1H NMR spectra of proteins via double quantum filtering. Biochem. Biophys. Res. Commun. 1983, 117, 479-485.
    • (1983) Biochem. Biophys. Res. Commun. , vol.117 , pp. 479-485
    • Ranee, M.1    Sorensen, O.W.2    Bodenhausen, B.3    Wagner, G.4    Ernst, R.R.5
  • 37
    • 12644267957 scopus 로고
    • Buildup rates of the nuclear Overhauser effect measured by two-dimensional proton magnetic resonance spectroscopy: Implications for studies of protein conformation
    • Kumar, A.; Wagner, G.; Ernst, R. R.; Wüthrich, K. Buildup rates of the nuclear Overhauser effect measured by two-dimensional proton magnetic resonance spectroscopy: Implications for studies of protein conformation. J. Am. Chem. Soc. 1981, 103, 3654-3658.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 3654-3658
    • Kumar, A.1    Wagner, G.2    Ernst, R.R.3    Wüthrich, K.4
  • 38
    • 84915716471 scopus 로고
    • Elucidation of cross-relaxation in liquids by two-dimensional NMR spectroscopy
    • Macura, S.; Ernst, R. R. Elucidation of cross-relaxation in liquids by two-dimensional NMR spectroscopy. Mol. Phys. 1980, 41, 95-117.
    • (1980) Mol. Phys. , vol.41 , pp. 95-117
    • Macura, S.1    Ernst, R.R.2
  • 39
    • 49049150378 scopus 로고
    • Two-dimensional chemical exchange and cross-relaxation spectroscopy of coupled nuclear spins
    • Macura, S.; Huang, Y.; Suter, D.; Ernst, R. R. Two-dimensional chemical exchange and cross-relaxation spectroscopy of coupled nuclear spins. J. Magn. Reson. 1981, 43, 259-281.
    • (1981) J. Magn. Reson. , vol.43 , pp. 259-281
    • Macura, S.1    Huang, Y.2    Suter, D.3    Ernst, R.R.4
  • 40
    • 0000088628 scopus 로고
    • Processing of multidimensional NMR data with the new software PROSA
    • Güntert, P.; Dotsch, V.; Wider, G.; Wüthrich, K. Processing of multidimensional NMR data with the new software PROSA. J. Biolmol. NMR 1992, 2, 619-629.
    • (1992) J. Biolmol. NMR , vol.2 , pp. 619-629
    • Güntert, P.1    Dotsch, V.2    Wider, G.3    Wüthrich, K.4
  • 41
    • 0026193519 scopus 로고
    • Efficient analysis of protein 2D NMR spectra using the software package EASY
    • Eccles, C.; Güntert, P.; Billeter, M.; Wüthrich, K. Efficient analysis of protein 2D NMR spectra using the software package EASY. J. Biomol. NMR 1991, 1, 111-130.
    • (1991) J. Biomol. NMR , vol.1 , pp. 111-130
    • Eccles, C.1    Güntert, P.2    Billeter, M.3    Wüthrich, K.4
  • 43
    • 0002692190 scopus 로고
    • Biosym force field research results in new techniques for the extraction of inter- and intramolecular forces
    • Maple, J. R.; Thacher, T. S.; Dinur, U.; Hagler, A. T. Biosym force field research results in new techniques for the extraction of inter- and intramolecular forces. Chem. Design Auto. News 1990, 5, 5-10.
    • (1990) Chem. Design Auto. News , vol.5 , pp. 5-10
    • Maple, J.R.1    Thacher, T.S.2    Dinur, U.3    Hagler, A.T.4
  • 44
    • 0034624823 scopus 로고    scopus 로고
    • Consensus bioactive conformation of cyclic GnRH antagonists defined by NMR and molecular modeling
    • Koerber, S. C.; Rizo, J.; Struthers, R. S.; Rivier, J. E. Consensus bioactive conformation of cyclic GnRH antagonists defined by NMR and molecular modeling. J. Med. Chem. 2000, 43, 819-828.
    • (2000) J. Med. Chem. , vol.43 , pp. 819-828
    • Koerber, S.C.1    Rizo, J.2    Struthers, R.S.3    Rivier, J.E.4
  • 45
    • 0000551435 scopus 로고
    • Theoretical simulation of conformation, energetics and dynamics of peptides
    • Academic Press: Orlando, FL
    • Hagler, A. T. Theoretical simulation of conformation, energetics and dynamics of peptides. The Peptides: Analysis, Synthesis, Biology; Academic Press: Orlando, FL, 1985; pp 213-299.
    • (1985) The Peptides: Analysis, Synthesis, Biology , pp. 213-299
    • Hagler, A.T.1
  • 46
    • 0038188032 scopus 로고    scopus 로고
    • MOLMOL: A program for display and analysis of macromolecular structures
    • Koradi, R.; Billeter, M. MOLMOL: a program for display and analysis of macromolecular structures. PDB Newsletter 1998, 84, 5-7.
    • (1998) PDB Newsletter , vol.84 , pp. 5-7
    • Koradi, R.1    Billeter, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.