1.8-Å crystal structure of the catalytic domain of human neutrophil collagenase (matrix metalloproteinase-8) complexed with a peptidomimetic hydroxamate primed-side inhibitor with a distinct selectivity profile

European Journal of Biochemistry

Volumn 247, Issue 1, 1997, Pages 356-363

  Betz, Michael ^a   Huxley, Philip ^b   Davies, Stephen J ^b   Mushtaq, Yasmeen ^b   Pieper, Michael ^a   Tschesche, Harald ^a   Bode, Wolfram ^a   Gomis Rüth, E Xavier ^a,c  

^a MAX PLANCK INSTITUTE OF BIOCHEMISTRY   (Germany)

^b British Biotech Pharmaceuticals Ltd   (United Kingdom)

^c CSIC   (Spain)

Author keywords

Drug design; Inhibitor complex; Matrix metalloprotease; Protein; X ray crystal structure

Indexed keywords

ENZYME INHIBITOR; HYDROXAMIC ACID; MATRIX METALLOPROTEINASE; MATRIX METALLOPROTEINASE INHIBITOR; BATIMASTAT; COLLAGENASE; DRUG DERIVATIVE; NEUTROPHIL COLLAGENASE; PEPTIDE FRAGMENT; PHENYLALANINE; PROTEINASE INHIBITOR; THIOPHENE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; DRUG DESIGN; ENZYME ACTIVE SITE; ENZYME INHIBITOR COMPLEX; ENZYME STRUCTURE; HUMAN; PRIORITY JOURNAL; X RAY DIFFRACTION; CHEMISTRY; CRYSTALLOGRAPHY; DRUG ANTAGONISM; ENZYMOLOGY; HYDROGEN BOND; NEUTROPHIL;

ESCHERICHIA COLI;

COLLAGENASES; CRYSTALLOGRAPHY; DRUG DESIGN; HUMANS; HYDROGEN BONDING; MATRIX METALLOPROTEINASE 8; NEUTROPHILS; PEPTIDE FRAGMENTS; PHENYLALANINE; PROTEASE INHIBITORS; THIOPHENES;

EID: 0030609810     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1432-1033.1997.00356.x     Document Type: Article

References (41)

1. Becker, J. W., Marcy, A. I., Rokosz, L. L., Axel, M. G., Burbaum, J. J., Fitzgerald, P. M. D., Cameron, P. M. Esser, C. K., Hagman, J. D. & Springer, J. P. (1995) Stromelysin-1 - three-dimensional structure of the inhibited catalytic domain and of the C-truncated proenzyme, Protein Sci. 4, 1966-1976.
2. Birkedal-Hansen, H., Moore, W. G. I., Bodden, M. K., Windsor, L J., Birkedal-Hansen, B., DeCarlo, A. & Engler, J. A. (1993) Matrix metalloproteinases: a review, Crit. Rev. Oral Biol. Med. 4, 197-250.
3. Bode, W., Gomis-Rüth, F. X. & Stöcker, W. (1993) Astacins, serralysins, snake venom and matrix metalloproteinases exhibit identical zinc-binding environments (HEXXHXXGXXH and Met-turn) and topologies and should be grouped into a common family, the 'metzincins'. FEBS Lett. 331, 134-140.
4. Bode, W., Reinemer, P., Huber, R., Kleine, T., Schnierer, S. & Tschesche, H. (1994) The X-ray crystal structure of the catalytic domain of human neutrophil collagenase inhibited by a substrate analogue reveals the essentials for catalysis and specificity, EMBO J. 13, 1263-1269.
5. Borkakoti, N., Winkler, F. K., Williams, D. H., D'Arcy, A., Broadhurst, M. J., Brown, P. A., Johnson, W. H. & Murray, E. J. (1994) Structure of the catalytic domain of human fibroblast collagenase complexed with an inhibitor, Nat. Struct. Biol. 1, 106-110.
6. Browner, M. F., Smith, W. W. & Castelhano, A. L. (1995) Matrilysin-inhibitor complexes - common themes among metalloproteases, Biochemistry 34, 6602-6610.
7. Brünger, A. T. (1991) Crystallographic phasing and refinement of macromolecules. Curr. Opin. Struct. Biol. 1, 1016-1022.
8. CCP4 (1994) The CCP4 suite: programs for protein crystallography. Acta Crystallogr. D 50, 760-763.
9. Dhanaraj, V., Ye, Q. Z., Johnson, L. L., Hupe, D. J., Ortwine, D. F., Dubar, J. B., Rubin, J. R., Pavlovsly, A., Humblet, C. & Blundell, T. L. (1996) X-ray structure of a hydroxamate inhibitor complex of stromelysin catalytic domain and its comparison with members of the zinc metalloproteinase family, Structure (Lond.) 4, 375-386.
10. Engh, R. A. & Huber, R. (1991) Accurate bond and angle parameters for X-ray protein structure refinement, Acta Crystallogr. A47, 392-400.
11. Freije, J. M. P., Diez-ltza, I., Balbín, M., Sánchez, L. M., Blasco, R., Tolivia, J. & López-Otín, C. (1994). Molecular cloning and expression of collagenase-3. a novel human matrix metalloproteinase produced by breast carcinomas, J. Biol. Chem. 269, 16 766-16 773.
12. Gooley, P. R., O'Connell, J. F., Marcy, A. I., Cuca, G. C., Salowe, S. P., Bush, B. L., Hermes, J. D., Esser, C. K., Hagmann, W. K., Springer, J. P & Johnson, B. A. (1994) The NMR structure of the inhibited catalytic domain of human stromelysin-1, Nat. Struct, Biol. 1, 111-118.
13. Grams, F., Crimmin, M., Hinnes, L., Huxley, P., Pieper, M. Tschesche, H. & Bode, W. (1995a) Structure determination and analysis of human neutrophil collagenase complexed with a hydroxamate inhibitor. Biochemistry 34, 14012-14020.
14. Grams, F., Reinemer, P., Powers, J. C., Kleine, T., Pieper, M., Tschesche, H. & Huber, R. (1995b) X-ray structures of human neutrophil collaenase complexed with peptide hydroxamate and peptide thiol inhibitors. Implications for substrate binding and rational drug design. Eur. J. Biochem. 228, 830-841.
15. Grams, F., Dive, V., Yiotakis, A., Yiallouros, I., Vassiliou, S., Zwilling, R., Bode, W. & Stocker, W. (1996) Structure of astacin with a transition-state analogue inhibitor, Nat. Struct. Biol. 3, 671-675.
16. Kraulis, P. J. (1991) MOLSCRIPT: a program to produce both detailed and schematic plots of protein structures, J. Appl. Crystallogr. 24, 946-950.
17. Kubochi, K. (1990) New direct assay method of type IV collagenase in tissue homogenate and biochemical role of collagenase against type I, and IV collagens to the invasion of the stomach and ling cancer, J. Jpn. Surg. Soc. 91, 174-183.
18. Kurisu, G., Kinoshita, T., Stigimoto, A., Nagara, A., Kai, Y., Kasai, N. & Harada, S. (1997) Structure of the zinc endoprotease from Streptomyces caespitosus, J. Biochem. (Tokyo) 121, 304-308.
19. Laskowski, R. A., MacArthur, M. W., Hutchinson, E. G. & Thornton, J. M. (1993) PROCHECK: a program to cheek the stereochemical quality of protein structures, J. Appl. Crystallogr. 26, 283-291.
20. Leslie, A. G. W. (1991) Macromolecular data processing, in Crystallographic computing V (Moras, D., Podjarny, A. D. & Thierry, J. C., eds) pp. 27-38. Oxford University Press, Oxford.
21. Lovejoy, B., Hassell, A. M., Luther, M. A., Weigl, D. & Jordan, S. R. (1994) Crystal structures of recombinant 19-kDa human fibroblast collagenase eomplexed to itself, Biochemistry 33, 8207-8217.
22. Matthews, B. W. (1968) Solvent content of protein crystals, J. Mol. Biol. 33, 491-497.
23. Matthews, B. W. (1988) Structural basis of the action of thermolysin and related zinc peptidases, Acc. Chem. Res. 21, 333-340.
24. Muller, D., Breathnach, R., Engelmann, A., Millon, R., Bronner, G., Flesch, H., Dumont, P., Eber, M. & Abecassis, J. (1991) Expression of collagenase-related metalloproteinase genes in human lung or head and neck tumours, Int. J. Cancer 48, 550-556.
25. Murphy, G., Reynolds, J. J. & Hembry, R. M. (1989) Metalloproteinases and cancer invasion and metastasis, Int. J. Cancer 44, 757-760.
26. Murphy, G. J. P., Murphy, G. & Reynolds, J. J. (1991) The origin of matrix metalloproteinases and their familiar relationship, FEBHS Lett. 289, 4-7.
27. Murphy, G. M. & Docherty, A. J. P. (1992) The matrix metalloproteinases and their inhibitors, Am. J. Respir. Cell Mol. Biol. 7, 120-125.
28. Murphy, G. & Hembry, R. M. (1992) Proteinases in rheumatoid arthritis, J. Rheimatol. 19, 61-64.
29. Navaza, J. (1994) AMoRe: an automated package for molecular replacement, Acta Crystallogr. A50, 157-163.
30. Peress, N., Perillo, H. & Zucker, S. (1995) Localization of tissue inhibitor of matrix metalloproteinases in Alzheimer's disease and normal brain, J. Neutropathol. Exp. Neurol. 54, 16-22.
31. Reinemer, P., Grams, F, Huber, R., Kleine, T., Schnierer, S., Pieper, M., Tschesche, H. & Bode, W. (1994) Structural implications for the role of the N terminus in the 'superactivation' of collagenases. A structural study, FEBS Lett. 338, 227-233.
32. Schnierer, S., Kleine, T., Gote, T., Hillemann, A., Knäuper, V. & Tschesche, H. (1993) The recombinant catalytic domain of human neutrophil collagenase lacks type I collagen substrate specificity, Biochem. Biophys. Res. Commun. 191, 319-326.
33. Spurlino, J. C., Smallwood, A. M., Carlton, D. D., Banks, T. M., Vavrn K. J., Johnson, J. S., Cook, E. R., Falvo, J., Wahl, R. C., Pulvino, T. A., Wendoloski, J. J. & Smith, D. L. (1994) 1.56 A structure of mature truncated human fibroblast collagenase, Proteins, Struct. Funct. Genet. 19, 98-109.
34. 1 specificity pocket, Nat. Struct. Biol. 1, 119-123.
35. Stetler-Stevenson, W. G., Krutzsch, H. C. & Liotta, L. A. (1989) Tissue inhibitor of metalloproteinase (TIMP-2), J. Biol. Chem. 29, 17374-17378.
36. Stetler-Stevenson, W. G., Liotta, L. A. & Kleiner, D. E. Jr (1993) Extracellular matrix 6: role of matrix metalloproteinases in tumour invasion and metastasis. FASEB J. 7, 1434-1441.
37. Stöcker, W., Grams, F., Baumann, U., Reinemer, P., Gomis-Rüth, F. X., McKay, D. B. & Bode, W. (1995) The metzineins - topological and sequential relations between the astacins, adamalysins, serralysins, and matrixins (collagenases) define a superfamily of zinc-peptidases. Protein Sci. 4, 823-840.
38. Uría, J. A., Ferrando, A. A., Velasco, G., Freije, J. M. P. & Loṕez-Otín. C. (1994) Structure and expression in breast tumors of human TIMP-3, a new member of the metalloproteinase inhibitor family, Cancer Res. 54, 2091-2094.
39. Wernicke, D., Seyfert, C., Hinzmann, B. & Gromnica-Ihle, F., (1996) Cloning of collagenase-3 from the synovial membrane and its expression in rheumatoid arthritis and osteoanhritis, J. Rheumatol. 23, 590-595.
40. Willenbrock, F. & Murphy, G. (1994) Structure-function relationships in the tissue inhibitors of metalloproteinases, Am. J. Respir. Crit. Care Med. 150, S165-S170.
41. Woessner, J. F. J. (1991) Matrix metalloproteinuses and their inhibitors in connective tissue remodeling, FASEB J. 5, 2145-2154.