Structure-based design of a low molecular weight, nonphosphorus, nonpeptide, and highly selective inhibitor of protein-tyrosine phosphatase 1B

Journal of Biological Chemistry

Volumn 275, Issue 14, 2000, Pages 10300-10307

  Iversen, Lars Fogh ^a   Andersen, Henrik Sune ^a   Branner, Sven ^a   Mortensen, Steen B ^a   Peters, Günther H ^b,c   Norris, Kjeld ^a   Olsen, Ole Hvilsted ^a   Jeppesen, Claus Bekker ^a   Lundt, Behrend F ^a   Ripka, William ^c   Møller, Karin Bach ^a   Møller, Niels Peter Hundahl ^a  

^a NOVO NORDISK A S   (Denmark)

^b TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

^c Ontogen Corporation   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; PROTEIN TYROSINE PHOSPHATASE INHIBITOR;

ARTICLE; COMPETITIVE INHIBITION; ENZYME ACTIVE SITE; ENZYME BINDING; ENZYME INHIBITION; ENZYME KINETICS; ENZYME SPECIFICITY; ENZYME STRUCTURE; MOLECULAR WEIGHT; PRIORITY JOURNAL; X RAY CRYSTALLOGRAPHY;

ANIMALS; ANTHRANILIC ACIDS; ASPARAGINE; ASPARTIC ACID; BINDING SITES; CATALYTIC DOMAIN; CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; ENZYME INHIBITORS; KINETICS; MEMBRANE PROTEINS; MICE; MICE, KNOCKOUT; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR WEIGHT; OXALATES; PROTEIN-TYROSINE-PHOSPHATASE; SRC HOMOLOGY DOMAINS;

EID: 0034615991     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.275.14.10300     Document Type: Article

References (43)

1. Fischer, E. H., Charbonneau, H., and Tonks, N. K. (1991) Science 253, 401-406
2. Hunter, T. (1998) Philos. Trans. R. Soc. Lond-Biol. Sci. 353, 583-605
3. Neel, B. G., and Tonks, N. K. (1997) Curr. Opin. Cell Biol. 9, 193-204
4. Evans, J. L., and Jallal, B. (1999) Exp. Opin. Invest. Drugs 8, 139-160
5. Cong, L. N., Chen, H., Li, Y. H., Lin, C. H., Sap, J., and Quon, M. J. (1999) Biochem. Biophys. Res. Commun. 255, 200-207
6. Lammers, R., Møller, N. P. H., and Ullrich, A. (1998) Biochem. Biophys. Res. Commun. 242, 32-38
7. Møller, N. P. H., Møller, K. B., Lammers, R., Kharitonenkov, A., Hoppe, E., Wiberg, F. C., Sures, I., and Ullrich, A. (1995) J. Biol. Chem. 270, 23126-23131
8. Jacob, K. K., Sap, J., and Stanley, F. M. (1998) J. Biol. Chem. 273, 4800-4809
9. Goldstein, B. J. (1992) J. Cell. Biochem. 48, 33-42
10. Kenner, K. A., Anyanwu, E., Olefsky, J. M., and Kusari, J. (1996) J. Biol. Chem. 271, 19810-19816
11. Byon, J. C. H., Kusari, A. B., and Kusari, J. (1998) Mol. Cell. Biochem. 182, 101-108
12. Seely, L., Staubs, P. A., Reichart, D. R., Berhanu, P., Milarski, K. L., Saltiel, A. R., Kusari, J., and Olefsky, J. M. (1996) Diabetes 45, 1379-1385
13. Elchebly, M., Payette, P., Michaliszyn, E., Cromlish, W., Collins, S., Loy, A. L., Normandin, D., Cheng, A., Himms-Hagen, J., Chan, C. C., Ramachandran, C., Gresser, M. J., Tremblay, M. L., and Kennedy, B. P. (1999) Science 283, 1544-1548
14. Jia, Z. C., Barford, D., Flint, A. J., and Tonks, N. K. (1995) Science 268, 1754-1758
15. Burke, T. R., Ye, B., Yan, X. J., Wang, S. M., Jia, Z. C., Chen, L., Zhang, Z. Y., and Barford, D. (1996) Biochemistry 35, 15989-15996
16. Puius, Y. A., Zhao, Y., Sullivan, M., Lawrence, D. S., Almo, S. C., and Zhang, Z.-Y. (1997) Proc. Natl. Acad. Sci. U. S. A. 94, 13420-13425
17. Groves, M. R., Yao, Z.-J., Roller, P. P., Burke, T. R., and Barford, D. (1998) Biochemistry 37, 17773-17783
18. Pannifer, A. D. B., Flint, A. J., Tonks, N. K., and Barford, D. (1998) J. Biol. Chem. 273, 10464-10462
19. Taing, M., Keng, Y. F., Shen, K., Wu, L., Lawrence, D. S., and Zhang, Z. Y. (1999) Biochemistry 38, 3793-3803
20. Andersen, H. S., Iversen, L. F., Jeppesen, C. B., Branner, S., Norris, K., Møller, K. B., and Møller, N. P. H. (2000) J. Biol. Chem. 275, in press
21. Zhang, Z. Y., Wang, Y., Wu, L., Fauman, E. B., Stuckey, J. A., Schubert, H. L., Saper, M. A., and Dixon, J. E. (1994) Biochemistry 33, 15266-15270
22. Denu, J. M., and Dixon, J. E. (1998) Curr. Opin. Chem. Biol. 2, 633-641
23. Chernoff, J., Schievella, A. R., Jost, C. A., Erikson, R. L., and Neel, B. G. (1990) Proc. Natl. Acad. Sci. U. S. A. 87, 2735-2739
24. Shen, S. H., Bastien, L., Posner, B. I., and Chretien, P. (1991) Nature 352, 736-739
25. Krueger, N. X., Streuli, M., and Saito, H. (1990) EMBO J. 9, 3241-3252
26. Ralph, S. J., Thomas, M. L., Morton, C. C., and Trowbridge, I. S. (1987) EMBO J. 6, 1251-1258
27. Horton, R. M., Hunt, H. D., Ho, S. N., Pullen, J. K., and Pease, L. R. (1989) Gene (Amst.) 77, 61-68
28. Hoppe, E., Berne, P. F., Stock, D., Rasmussen, J. S., Moller, N. P. H., Ullrich, A., and Huber, R. (1994) Eur. J. Biochem. 223, 1069-1077
29. Otwinowski, Z., and Minor, W. (1997) Methods Enzymol. (Carter, C. W., and Sweet, R. M., eds) Vol. 276, pp. 307-326, Academic Press, New York
30. Collaborative Computational Project, N. 4 (1994) Acta Crystallogr. Sect. D Biol. Crystallogr. 50, 760-763
31. Navaza, J. (1994) Acta Crystallogr. Sect. A 50, 157-163
32. Gewald, K., Schinke, E., and Böttcher, H. (1966) Chem. Ber. 99, 94-100
33. Barford, D., Flint, A. J., and Tonks, N. K. (1994) Science 263, 1397-1404
34. Sarmiento, M., Zhao, Y., Gordon, S. J., and Zhang, Z.-Y. (1998) J. Biol. Chem. 273, 26368-26374
35. Vijayakumar, M., Qian, H., and Zhou, H. (1999) Proteins 34, 497-507
36. Bilwes, A. M., Den Hertog, J., Hunter, T., and Noel, J. P. (1996) Nature 382, 555-559
37. Hoffmann, K. M. V., Tonks, N. K., and Barford, D. (1997) J. Biol. Chem. 272, 27505-27508
38. Yang, J., Liang, X., Niu, T., Meng, W., Zhao, Z., and Zhou, G. W. (1998) J. Biol. Chem. 273, 28199-28207
39. Koegl, M., Kypta, R. M., Bergman, M., Alitalo, K., and Courtneidge, S. A. (1994) Biochem. J. 302, 737-744
40. Wrobel, J., Sredy, J., Moxham, C., Dietrich, A., Li, Z. N., Sawicki, D. R., Seestaller, L., Wu, L., Katz, A., Sullivan, D., Tio, C., and Zhang, Z. Y. (1999) J. Med. Chem. 42, 3199-3202
41. Kulas, D. T., Zhang, W.-R., Goldstein, B. J., Furlanetto, R. W., and Mooney, R. A. (1995) J. Biol. Chem. 270, 2435-2438
42. Denu, J. M., Lohse, D. L., Vijayalakshmi, J., Saper, M. A., and Dixon, J. E. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 2493-2498
43. Lohse, D. L., Denu, J. M., Santoro, N., and Dixon, J. E. (1997) Biochemistry 36, 4568-4575