Characterization of peptide - Pyrazole interactions in solution by low-temperature NMR studies

Chemistry - A European Journal

Volumn 13, Issue 3, 2007, Pages 854-861

  Wei, Wang ^a   Weisz, Klaus ^b  

^a FREIE UNIVERSITÄT BERLIN   (Germany)

^b UNIVERSITY OF GREIFSWALD   (Germany)

Author keywords

Hydrogen bonds; Molecular recognition; NMR spectroscopy; Peptides; Pyrazoles

Indexed keywords

COMPUTER SIMULATION; CONFORMATIONS; HYDROGEN BONDS; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS;

MOLECULAR RECOGNITION; PEPTIDES; PYRAZOLES;

AROMATIC COMPOUNDS;

PEPTIDE; PYRAZOLE DERIVATIVE;

ARTICLE; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; HYDROGEN BOND; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SENSITIVITY AND SPECIFICITY; SOLUTION AND SOLUBILITY; STANDARD; STRUCTURE ACTIVITY RELATION; TEMPERATURE;

BINDING SITES; HYDROGEN BONDING; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PEPTIDES; PYRAZOLES; REFERENCE STANDARDS; SENSITIVITY AND SPECIFICITY; SOLUTIONS; STRUCTURE-ACTIVITY RELATIONSHIP; TEMPERATURE;

EID: 33846428817     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200600591     Document Type: Article

References (42)

1. a) F. Edenhofer, S. Weiss, E.-L. Winnacker, M. Famulok, Angew. Chem. 1997, 109, 1748-1769;
2. Angew. Chem. Int. Ed. Engl. 1997, 36, 1675-1694;
3. b) L. Dumery, F. Bourdel, Y. Soussan, A. Fialkowsky, S. Viale, P. Nicolas, M. Reboud-Ravaux, Pathol. Biol. 2001, 49, 72-85;
4. c)R. Knight, Proteomics 2001, 1, 763-766;
5. d) P. Kurosinski, M. Guggisberg, J. Götz, Trends Mol. Med. 2002, 8, 3-5.
6. a) E. Zerovnik, Eur. J. Biochem. 2002, 269, 3362-3371;
7. b) B. Austen, M. Manca, Chem. Br. 2000, 36, 28-31;
8. c) P. T. Lansbury Jr., Acc. Chem. Res. 1996, 29, 317-321;
9. d) B. A. Yankner, Neuron 1996, 16, 921-932.
10. a) J. C. Rochet, P. T. Lansbury Jr., Curr. Opin. Struct. Biol. 2000, 10, 60-68;
11. b) A.T. Petkova, Y. Ishii, J.J. Balbach, O.K. Antzutkin, R. D. Leapman, F. Delaglio, R. Tycko, Proc. Natl. Acad. Sci. USA 2002, 99, 16742-16747;
12. c) A.T. Petkova, O. Buntkowsky, F. Dyda, R. D. Leapman, W. M. Yau, R. Tycko, J. Mol. Biol. 2004, 335, 247-260.
13. a) M. A. Findeis, Biochim. Biophys. Acta 2000, 1502, 76-84;
14. b) J. E. Gestwicki, G. R. Crabtree, I. A. Graef, Science 2004, 306, 865-869.
15. a) D.S. Kemp, Trends Biotechnol. 1990, 8, 249-255;
16. b) H. J. Schneider, Angew. Chem. 1993, 105, 890-892;
17. Angew. Chem. Int. Ed. Engt. 1993, 32, 848-850;
18. c) J. S. Nowick, D.M. Chung, K. Maitra, S. Maitra, K. D. Stigers, Y. Sun, J. Am. Chem. Soc. 2000, 122, 7654-7661;
19. d) M. W. Peczuh, A. D. Hamilton, Chem. Rev. 2000, 100, 2479-2493.
20. a) T. Schrader, C. Kirsten, Chem. Commun. 1996, 2089-2090;
21. b) C. N. Kirsten, T. H. Schrader, J. Am. Chem. Soc. 1997, 119, 12061-12068.
22. a) M. Wehner, T. Schrader, Angew. Chem. 2002, 114, 1827-1831;
23. Angew. Chem. Int. Ed. 2002, 41, 1751-1754;
24. b) M. Wehner, D. Janssen, G. Schäfer, T. Schrader, Eur. J. Org. Chem. 2006, 138-153.
25. a) P. Rzepecki, M. Wehner, O. Molt, R. Zadmard, K. Harms, T. Schrader, Synthesis 2003, 1815-1826;
26. b) P. Rzepecki, L. Nagel-Steger, S. Feuerstein, U. Linne, O. Molt, R. Zadmard, K. Aschermann, M. Wehner, T. Schrader, D. Riesner, J. Biol. Chem. 2004, 279, 47497-47505.
27. a) P. Rzepecki, H. Gallmeier, N. Geib, K. Cernovska, B. König, T. Schrader, J. Org. Chem. 2004, 69, 5168-5178;
28. b) P. Rzepecki, T. Schrader, J. Am. Chem. Soc. 2005, 127, 3016-3025.
29. a) A. Dunger, H.-H. Limbach, K. Weisz, Chem. Eur. J. 1998, 4, 621-628;
30. b) A. Dunger, H.-H. Limbach, K. Weisz, J. Am. Chem. Soc. 2000, 122, 10109-10114;
31. c) E. M. Basilio Janke, H.-H. Limbach, K. Weisz, J. Am. Chem. Soc. 2004, 126, 2135-2141;
32. d) S. Schlund, M. Mladenovic, E. M. Basílio Janke, B. Engels, K. Weisz, J. Am. Chem. Soc. 2005, 127, 16151-16158.
33. J. Hlavacek, K. Poduska, F. Sorm, K. Slama, Collect. Czech. Chem. Commun. 1976, 41, 1257-1264.
34. R. W. Roeske, Chem. Ind. 1959, 36, 1121-1122.
35. a) M. Delepierre, C. M. Dobson, F. M. Poulsen, Biochemistry 1982, 27, 4756-4761;
36. b) H. Kessler, Angew. Chem. 1982, 94, 509-520;
37. Angew. Chem. Int. Ed. Engl. 1982, 21, 512-523;
38. c) K. Wüthrich, NMR of Proteins and Nucleic Acids, Wiley Interscience, New York, 1986, pp. 166-168.
39. C. Unterberg, A. Gerlach, T. Schrader, M. Gerhards, Eur. Phys. J. D 2002, 20, 543-550.
40. D. J. Gordon, S. C. Meredith, Biochemistry 2003, 42, 475-485.
41. I. G. Shenderovich, A. P. Burtsev, G. S. Denisov, N. S. Golubev, H.H. Limbach, Magn. Reson. Chem. 2001, 39, S91-S99.
42. N. S. Golubev, S. N. Smirnov, V. A. Gindin, G. S. Denisov, H. Benedict, H.-H. Limbach, J. Am. Chem. Soc. 1994, 116, 12055-12056.