Structure of porcine pancreatic elastase complexed with FR901277, a novel macrocyclic inhibitor of elastases, at 1.6 Å resolution

Biopolymers

Volumn 53, Issue 5, 2000, Pages 434-445

  Nakanishi, Isao ^a   Kinoshita, Takayoshi ^a   Sato, Akihiro ^a   Tada, Toshiji ^b  

^a ASTELLAS PHARMA INC   (Japan)

^b Osaka Prefecture University   (Japan)

Author keywords

Binding mode; CH interaction; Crystal structure; Elastase inhibitor; FR901277; Macrocyclic compound; Porcine pancreatic elastase

Indexed keywords

AMINO ACIDS; CHEMICAL BONDS; COMPLEXATION; CONFORMATIONS; CRYSTAL STRUCTURE; ENZYME INHIBITION; MACROMOLECULES; MOLECULAR STRUCTURE; POLYPEPTIDES; VAN DER WAALS FORCES;

BINDING MODE; ELASTASE;

ENZYMES;

CYCLOPEPTIDE; ELASTASE INHIBITOR; FR 901277; HISTIDINE; HYDROGEN; NATURAL PRODUCT; PANCREATIC ELASTASE; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; COMPLEX FORMATION; CRYSTAL STRUCTURE; DRUG STRUCTURE; ENZYME ACTIVE SITE; ENZYME STRUCTURE;

AMIDES; ANIMALS; ELECTROSTATICS; HUMANS; LEUKOCYTE ELASTASE; MODELS, MOLECULAR; PANCREATIC ELASTASE; PROTEIN CONFORMATION; SERINE PROTEINASE INHIBITORS; SWINE; X-RAY DIFFRACTION;

STREPTOMYCES; STREPTOMYCES RESISTOMICIFICUS; SUIDAE;

EID: 0034655476     PISSN: 00063525     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0282(20000415)53:5<434::AID-BIP7>3.0.CO;2-5     Document Type: Article

References (37)

1. Hartley, B. S. Phil Trans R Soc London Ser 1970, B257, 77-86.
2. Schechter, I.; Berger, A. Biochem Biophys Res Commun 1967, 27, 157-162.
3. Janoff, A. Annu Rev Med 1985, 36, 207-216.
4. Powers, J. Am Rev Respir Dis 1983, 127, 54-58.
5. Mascaretti, O. A.; Boschetti, C. E.; Danelon, G. O.; Mata, E. G.; Roveri, O. A. Curr Med Chem 1995, 1, 441-470.
6. Fujie, K.; Shinguh, Y.; Hatanaka, H.; Shigematsu, N.; Murai, H.; Fujita, T.; Yamashita, M.; Okamoto, M.; Okuhara, M. J Antibiot 1993, 46, 908-913.
7. Nakanishi, I.; Kinoshita, T.; Tada, T.; Fujita, T.; Hatanaka, H.; Sato, A. Bioorg Med Chem Lett 1999, 9, 2397-2402.
8. Bode, W.; Meyer, E., Jr.; Powers, J. C. Biochemistry 1989, 28, 1951-1963.
9. Williams, H. R.; Lin, T.-Y.; Navia, M. A.; Springer, J. P.; Mckeever, B. M.; Hoogsteen, K.; Dorn, C. P., Jr. J Biol Chem 1987, 262, 17178-17181.
10. Navia, M. A.; Mckeever, B. M.; Springer, J. P.; Lin, T.-Y.; Williams, H. R.; Fluder, E. M.; Dorn, C. P.; Hoogsteen, K. Proc Natl Acad Sci USA 1989, 86, 7-11.
11. Meyer, E. F.; Cole, G.; Radhakrishnan, R.; Epp, O. Acta Crystallogr 1988, B44, 24-38.
12. Nakanishi, I.; Fujikawa, A.; Imai, K.; Sato, A. J Pept Res, in press.
13. Konnert, J. H.; Hendrickson, W. A. Acta Crystallogr 1980, A36, 344-350.
14. Ding, X.; Rasmussen, B. F.; Demuth, H.-U.; Ringe, D.; Steinmetz, A. C. U. Biochemistry 1995, 34, 7749-7756.
15. Ding, X.; Rasmussen, B.; Petsko, G. A.; Ringe, D. Biochemistry 1994, 33, 9285-9293.
16. Meyer, E. F.; Radhakrishnan, R.; Cole, G. M.; Presta, L. G. J Mol Biol 1986, 189, 533-539.
17. Takahashi, L. H.; Radhakrishnan, R.; Rosenfield, R. E.; Meyer, E. F.; Trainor, D. A. J Am Chem Soc 1989, 111, 3368-3374.
18. Takahashi, L. H.; Radhakrishnan, R.; Rosenfield, R. E.; Meyer, E. F. Biochemistry 1989, 28, 7610-7617.
19. de la Sierra, I. L.; Papamichael, E.; Sakarellos, C.; Dimicoli, J.-L.; Prangé, T. J Mol Recognition 1990, 3, 36-44.
20. Takahashi, L. H.; Radhakrishnan, R.; Rosenfield, R. E.; Meyer, E. F.; Trainor, D. A.; Stein, M. J Mol Biol 1988, 201, 423-428.
21. Vijayalakshmi, J.; Meyer, E. F.; Kam, C.-M.; Powers, J. C. Biochemistry 1991, 30, 2175-2183.
22. Peisach, E.; Casebier, D.; Gallion, S. L.; Furth, P.; Petsko, G. A.; Hogan, J. C.; Ringe, D. Science 1995, 269, 66-69.
23. Navia, M. A.; Springer, J. P.; Lin, T.-Y.; Williams, H. R.; Firestone, R. A.; Pisano, J. M.; Doherty, J. B.; Finke, P. E.; Hoogsteen, K. Nature 1987, 327, 79-82.
24. Mattos, C.; Rasmussen, B.; Ding, X.; Petsko, G. A.; Ringe, D. Nature Struc Biol 1994, 1, 55-58.
25. Tsunemi, M.; Matsuura, Y.; Sakakibara, S.; Katsube, Y. Biochemistry 1996, 35, 11570-11576.
26. Nishio, M.; Umezawa, Y.; Hirata, M.; Takeuchi, Y. Tetrahedron 1995, 51, 8665-8701.
27. Branden, C.; Toore, J. Introduction to Protein Structure; Garland Publishing: New York, 1991: chap 15.
28. Bode, W.; Wei, A. Z.; Huber, R.; Mayer, E.; Travis, J.; Neumann, S. EMBO J 1986, 5, 2453-2458.
29. Bode, W.; Papamokos, E.; Musil, D.; Seemueller, U.; Fritz, H. EMBO J 1986, 5, 813-818.
30. James, M. N. G.; Sielecki, A. R.; Brayer, G. D.; Delbaere, L. T. J.; Bauer, C.-A. J Mol Biol 1980, 144, 43-88.
31. Bernstein, P. R.; Andisik, D.; Bradley, P. K.; Bryant, C. B.; Ceccarelli, C.; Damewood, J. R.; Earley, R.; Edwards, P. D.; Feeney, S.; Gomes, B. C.; Kosmider, B. J.; Steelman, G. B.; Thomas, R. M.; Vacek, E. P.; Veale, C. A.; Williams, J. C.; Wolanin, D. J.; Woolson, S. A. J Med Chem 1994, 37, 3313-3326.
32. Veale, C. A.; Bernstein, P. R.; Bryant, C; Ceccarelli, C.; Damewood, J. R.; Earley, R.; Feeney, S.; Gomes, B.; Kosmider, B. J.; Steelman, G. B.; Thomas, R. M.; Vacek, E. P.; Williams, J. C.; Wolanin, D. J.; Woolson, S. J Med Chem 1995, 38, 98-108.
33. Brown, F. J.; Andisik, D. W.; Bernstein, P. B.; Bryant, C. B.; Ceccarelli, C.; Damewood, J. R., Jr.; Edwards, P. D.; Earley, R. A.; Feeney, S.; Green, R. C.; Gomes, B. C.; Kosmider, B. J.; Krell, R. D.; Shaw, A.; Steelman, G. B.; Thomas, R. M.; Vacek, E. P.; Veale, C. A.; Tuthill, P. A.; Warner, P.; Williams, J. C.; Wolanin, D. J.; Woolson, S. A. J Med Chem 1994, 37, 1259-1261.
34. Warner, P.; Green, R. C.; Gomes, B. C.; Williams, J. C. J Med Chem 1994, 37, 3090-3099.
35. Damewood, J. R., Jr.; Edwards, P. D.; Feeney, S.; Gomes, B. C.; Steelman, G. B.; Tuthill, P. A.; Williams, J. C.; Warner, P.; Woolson, S. A.; Wolanin, D. J.; Veale, C. A. J Med Chem 1994, 37, 3303-3312.
36. Veale, C. A.; Damewood, J. R., Jr.; Steelman, G. B.; Bryant, C. B.; Gomes, B. C.; Williams, J. C. J Med Chem 1995, 38, 86-97.
37. Wei, A.-Z.; Mayer, I.; Bode, W. FEBS Lett 1988, 234, 367-373.