Development of the first potent and selective inhibitor of the zinc endopeptidase neurolysin using a systematic approach based on combinatorial chemistry of phosphinic peptides

Journal of Biological Chemistry

Volumn 271, Issue 32, 1996, Pages 19606-19611

  Jirácek, Jiří ^a,d   Yiotakis, Athanasios ^b   Vincent, Bruno ^c   Checler, Frédéric ^c   Dive, Vincent ^a  

^a DIF   (France)

^b UNIVERSITY OF ATHENS   (Greece)

^c INSTITUT DE PHARMACOLOGIE MOLÉCULAIRE ET CELLULAIRE   (France)

^d INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME INHIBITOR; METALLOPROTEINASE INHIBITOR; PROTEINASE; SYNTHETIC PEPTIDE; ZINC;

AMINO ACID SEQUENCE; ARTICLE; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME CHEMISTRY; ENZYME INHIBITION; ENZYME SPECIFICITY; MAMMAL; PRIORITY JOURNAL; SEQUENCE HOMOLOGY;

AMINO ACID SEQUENCE; ANIMALS; METALLOENDOPEPTIDASES; MOLECULAR SEQUENCE DATA; OLIGOPEPTIDES; PHOSPHINIC ACIDS; PROTEASE INHIBITORS; RATS;

MAMMALIA;

EID: 0029741201     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.271.32.19606     Document Type: Article

References (36)

1. Sandler, M. & Smith, H. J. (eds) (1989) Design of Enzyme Inhibitors as Drugs, Oxford University Press, Oxford
2. Rich, D. H. (1990) in Comprehensive Medicinal Chemistry (Hansch, C., ed) pp. 391-441, Pergamon Press, New York
3. Stöcker, W., Grams, F., Bauman, U., Reinemer, P., Gomis-Rüth, F. X., McKay, D. R. & Bode, W. (1995) Protein Sci. 4, 823-840
4. Petrillo, E. W., Cushman, D. W., Duggan, M. E., Heikes, J. E., Karanewsky, D. S., Ondetti, M. A., O'Reilly, B., Roonyak, G. C., Schwartz, J., Spitzmiller, E. R. & Wang, N. Y. (1983) in Peptides: Structure and Function: Proceedings of the Eighth American Peptide Symposium (Hruby, V. J. & Rich, D. H., eds) pp. 541-550, Pierce Chemical Co., Rockford, IL
5. Grobelny, D., Goli, U. B. & Galardy, R. E. (1989) Biochemistry 28, 4948-4951
6. Yiotakis, A., Lecoq, A., Nocolaou, A., Labadie, J. & Dive, V. (1994) Biochem. J. 303, 323-327
7. Vincent, B., Dive, V., Yiotakis, A., Smadja, G., Maldonado, R., Vincent, J. P. & Checler, F. (1995) Br. J. Pharmacol. 115, 1053-1063
8. Jiracek, J., Yiotakis, A., Vincent, B., Lecoq, A., Nicolaou, A., Checler, F. & Dive, V. (1995) J. Biol. Chem. 270, 21701-21706
9. Orlowski, M., Michaud, C. & Chu, T. G. (1983) Eur. J. Biochem. 135, 81-88
10. Checler, F., Vincent, J. P. & Kitabgi, P. (1986) J. Biol. Chem. 261, 11274-11281
11. Acker, G. R., Molineaux, C. & Orlowski, M. (1987) J. Neurochem. 48, 284-292
12. Dahms, P. & Mentlein, R. (1992) Eur. J. Biochem. 208, 145-154
13. Tilsjar, U., Knight, C. G. & Barrett, A. J. (1990) Anal. Biochem. 186, 112-115
14. Dauch, P., Barelli, H., Vincent, J. P. & Checler, F. (1991) Biochem. J. 280, 421-426
15. Barelli, H., Dive, V., Yiotakis, A., Vincent, J. P. & Checler, F. (1992) Biochem. J. 287, 621-625
16. Dauch, P., Vincent, J. P. & Checler, F. (1995) J. Biol. Chem. 270, 27266-27271
17. Barelli, H., Vincent, J. P. & Checler, F. (1991) Neurochem. Life. Sci. Acta. 10, 115-124
18. Morrison, J. K. & Walsh, C. T. (1988) Adv. Enzymol. Relat. Areas Mol. Biol. 61, 201-301
19. Greco, W. R. & Hakala, M. T. (1979) J. Biol. Chem. 254, 12104-12109
20. Morrison, J. K. (1982) Trends. Biochem. Sci. 7, 102-105
21. Yiotakis, A., Lecoq, L., Vassiliou, A., Raynal, I., Cuniasse, P. & Dive, V. (1994) J. Med. Chem. 37, 2713-2720
22. Eichler, J. & Houghten, R. A. (1993) Biochemistry 32, 11035-11041
23. Campbell, D. A., Bermak, J. C., Burkoth, T. S. & Patel, D. V. (1995) J. Am. Chem. Soc. 117, 5381-5382
24. Dauch, P., Vincent, J. P. & Checler, F. (1991) Eur. J. Biochem. 202, 269-267
25. Wünsh, E. & Heidrich, H. G. (1963) Hoppe-Seyler's Z. Physiol. Chem. 349, 171-178
26. Morales, T. I. & Woessner, J. F., Jr. (1977) J. Biol. Chem. 252, 4855-4860
27. Sakyo, K., Kobayashi, J. I., Ito, A. & Mori, Y. (1983) J. Biochem. (Tokyo) 94, 1913-1923
28. Ito, A., Hagihara, M., Nagatsu, T., Iwata, H. & Miura, T. (1987) Clin. Chim. Acta 170, 291-296
29. Barrett, A. J. & Tisljar, U. (1989) Biochem. J. 261, 1047-1050
30. Harris, E. D. & Krane, S. M. (1972) Biochim. Biophys. Acta 258, 566-576
31. Aswanikumar, S. & Radhakrisnan, A. N. (1975) Biochim. Biophys. Acta 384, 194-202
32. Tisljar, U. & Barrett, A. J. (1990) Biochem. J. 267, 531-533
33. Kawabata, S., Nakagawa, K., Muta, T., Iwanaga, S. & Davie, E. W. (1993) J. Biol. Chem. 268, 12498-12503
34. Kawabata, S. & Davie, E. W. (1992) J. Biol. Chem. 267, 10331-10336
35. Sugiura, N., Hagiwara, H. & Hirose, S. (1992) J. Biol. Chem. 267, 18067-18072
36. Serizawa, A., Dando, P. M. & Barrett, A. J. (1995) J. Biol. Chem. 270, 2092-2098