Binding mode of CA074, a specific irreversible inhibitor, to bovine cathepsin B as determined by X-ray crystal analysis of the complex

Journal of Biochemistry

Volumn 121, Issue 5, 1997, Pages 974-977

  Yamamoto, Atsushi ^a,d   Hara, Tadaoki ^a   Tomoo, Koji ^a   Ishida, Toshimasa ^a   Fujii, Tomomi ^b   Hata, Yasuo ^b   Murata, Mitsuo ^c   Kitamura, Kunihiro ^c  

^a OSAKA MEDICAL COLLEGE   (Japan)

^b KYOTO UNIVERSITY   (Japan)

^c TAISHO PHARMACEUTICAL CO LTD   (Japan)

^d MITSUBISHI TANABE PHARMA CORPORATION   (Japan)

Author keywords

CA074; Cathepsin B; Complex; Crystal structure; Irreversible inhibitor

Indexed keywords

CATHEPSIN B; ETHYLENE OXIDE; HISTIDINE; PAPAIN; PROLINE DERIVATIVE;

ARTICLE; CATTLE; COVALENT BOND; CRYSTAL STRUCTURE; ENZYME BINDING; ENZYME CONFORMATION; ENZYME SPECIFICITY; HYDROGEN BOND; MOLECULAR MODEL; NONHUMAN; X RAY CRYSTALLOGRAPHY;

EID: 0030961306     PISSN: 0021924X     EISSN: None     Source Type: Journal    
DOI: 10.1093/oxfordjournals.jbchem.a021682     Document Type: Article

References (24)

1. Kirschke, H. and Barrett, A.J. (1987) Chemistry of lysosomal proteases in Lysosomes: Their Role in Protein Breakdown (Glaumann, H. and Ballard, F.J., eds.) pp. 193-283, Academic Press, London, UK
2. Katunuma, N. and Kominami, E. (1987) Distributions and localizations of lysosomal cysteine proteinases and cystatins. Rev. Physiol. Biochem. Pharmacol. 108, 1-20
3. Dalaisse, J.M., Eeckhout, Y., and Vaes, G. (1984) In vivo and in vitro evidence for the involvement of cysteine proteinases in bone resorption. Biochem. Biophys. Res. Commun. 125, 441-447
4. 1 proteinase inhibitor by thiol proteinases. Biochem. J. 163, 639-641
5. Werb, Z. (1989) Proteinases and matrix degradation in Textbook of Rheumatology (Keller, W.N., Harris, E.D., Ruddy, S., and Sledge, C.S., eds.) pp. 300-321, W.B. Saunders Co., Philadelphia, PA
6. Sloane, B.F., Rozhin, J., Robinson, D., and Honn, K.V. (1990) Role for cathepsin B and cystatins in tumor growth and progression. Biol. Chem. Hoppe-Seyler 371 (Suppl.), 193-198
7. Sumiya, S., Yoneda, T., Kitamura, K., Murata, M., Yokoo, C., Tamai, M., Yamamoto, A., Inoue, M., and Ishida, T. (1992) Molecular design of potent inhibitor specific for cathepsin B based on the tertiary structure prediction. Chem. Pharm. Bull. 40, 299-303
8. Yamamoto, D., Matsumoto, K., Ohishi, H., Ishida, T., Inoue, M., Kitamura, K., and Mizuno, H. (1991) Refined X-ray structure of papain·E-64-c complex at 2.1 Å resolution. J. Biol. Chem. 266, 14771-14777
9. Towatari, T., Nikawa, T., Murata, M., Yokoo, C., Tamai, M., Hanada, K., and Katunuma, N. (1991) Novel epoxysuccinyl peptides: A selective inhibitor of cathepsin B, in vivo. FEBS Lett. 280, 311-315
10. Murata, M., Miyashita, S., Yokoo, C., Tamai, M., Hanada, K., Hatayama, K., Towatari, T., Nikawa, T., and Katunuma, N. (1991) Novel epoxysuccinyl peptides: Selective inhibitors of cathepsin B, in vitro. FEBS Lett. 280, 307-310
11. Buttle, D.J., Murata, M., Knight, C.G., and Barrett, A.J. (1992) CA074 methyl ester: A proinhibition for intracellular cathepsin B. Arch. Biochem. Biophys. 299, 377-380
12. Ohshita, T., Nikawa, T., Towatari, T., and Katunuma, N. (1992) Effects of selective inhibition of cathepsin B and general inhibition of cysteine proteinases on lysosomal proteolysis in rat liver in vitro and in vivo. Eur. J. Biochem. 209, 223-231
13. Werle, B., Ebert, W., Klein, W., and Spiess, E. (1995) Assessment of cathepsin L activity by use of the inhibitor CA-074 compared to cathepsin B activity in human lung tumor tissue. Biol. Chem. Hoppe-Seyler 376, 157-164
14. Yamamoto, A., Kaji, T., Tomoo, K., Ishida, T., Inoue, M., Murata, M., and Kitamura, K. (1992) Crystallization and preliminary X-ray study of the cathepsin B complexed with CA074, a selective inhibitor. J. Mol. Biol. 227, 942-944
15. Turk, D., Podobnik, M., Popovic, T., Katunuma, N., Bode, W., Huber, R., and Turk, V. (1995) Crystal structure of cathepsin B inhibited with CA030 at 2.0 Å resolution: A basis for the design of specific epoxysuccinyl inhibitors. Biochemistry 34, 4791-4797
16. Jia, Z., Hasnain, S., Hirama, T., Lee, X., Mort, J.S., To, R., and Huber, C.P. (1995) Crystal structures of recombinant rat cathepsin B and a cathepsin B-inhibitor complex. J. Biol. Chem. 270, 5527-5533
17. Gour-Salin, B.J., Lachance, P., Plouffe, C., Storer, A.C., and Menard, R. (1993) Epoxysuccinyl dipeptides as selective inhibitors of cathepsin B. J. Med. Chem. 36, 720-725
18. Klinkert, M., Cioli, D., Shaw, E., Turk, V., Bode, W., and Butler, R. (1994) Sequence and structure similarities of cathepsin B from the parasite Schistosoma mansoni and human liver. FEBS Lett. 351, 397-400
19. Furey, W. and Swaminathan, S. (1990) PHASES A program package for the processing and analysis of diffraction data from macromolecules. Am. Crystallogr. Assoc. Meeting Abstr. Ser. 2, 18-73
20. Jones, T.A. (1978) A graphics model building and refinement system for macromolecules. J. Appl. Crystallogr. 11, 268-272
21. Brunger, A.T. (1992) X-Plor Manual Version 3.1, Yale University, New Haven, CT
22. Musil, D., Zucic, D., Turk, D., Engh, R.A., Mayr, I., Huber, R., Popovic, T., Turk, V., Towatari, T., Katunuma, N., and Bode, W. (1991) The refined 2.15 Å X-ray crystal structure of human liver cathepsin B: the structural basis for its specificity. EMBO J. 10, 2321-2330
23. Meloun, B., Baudys, M., Pohl, J., Pavlik, M., and Kostka, V. (1988) Amino acid sequence of bovine spleen cathepsin B. J. Biol. Chem. 263, 9087-9093
24. Baudys, M., Meloun, B., Gan-Erdene, T., Pohl, J., and Kostka, V. (1990) Disulfide bridges of bovine spleen cathepsin B. Biol. Chem. Hoppe-Seyler 371, 485-491