Bicyclic peptide inhibitor reveals large contact interface with a protease target

ACS Chemical Biology

Volumn 7, Issue 5, 2012, Pages 817-821

  Angelini, Alessandro ^a,e   Cendron, Laura ^b,c   Chen, Shiyu ^a   Touati, Jeremy ^a   Winter, Greg ^d   Zanotti, Giuseppe ^b,c   Heinis, Christian ^a  

^a EPFL   (Switzerland)

^b UNIVERSITY OF PADOVA   (Italy)

^c VENETIAN INSTITUTE OF MOLECULAR MEDICINE   (Italy)

^d MRC LABORATORY OF MOLECULAR BIOLOGY   (United Kingdom)

^e MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; CYCLOPEPTIDE; HYBRID PROTEIN; PROTEIN INHIBITOR; PROTEINASE; UK11 PROTEIN; UK16 PROTEIN; UK18 PROTEIN; UK3 PROTEIN; UK5 PROTEIN; UNCLASSIFIED DRUG; UROKINASE;

ARTICLE; BACTERIOPHAGE; BINDING AFFINITY; BIOTINYLATION; HUMAN; HYDROGEN BOND; MOLECULAR CLONING; PHAGE DISPLAY; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN EXPRESSION; PROTEIN ISOLATION; PROTEIN STRUCTURE; PROTEIN TARGETING; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

AMINO ACID SEQUENCE; BICYCLO COMPOUNDS; BINDING SITES; ENZYME INHIBITORS; HUMANS; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PEPTIDES; PROTEIN BINDING; UROKINASE-TYPE PLASMINOGEN ACTIVATOR;

EID: 84862094283     PISSN: 15548929     EISSN: 15548937     Source Type: Journal    
DOI: 10.1021/cb200478t     Document Type: Article

References (17)

1. Andreasen, P. A., Egelund, R., and Petersen, H. H. (2000) The plasminogen activation system in tumor growth, invasion, and metastasis Cell. Mol. Life Sci. 57, 25-40 (Pubitemid 30105328)
2. Mekkawy, A. H., Morris, D. L., and Pourgholami, M. H. (2009) Urokinase plasminogen activator system as a potential target for cancer therapy Future Oncol. 5, 1487-1499
3. Schweinitz, A., Steinmetzer, T., Banke, I. J., Arlt, M. J., Sturzebecher, A., Schuster, O., Geissler, A., Giersiefen, H., Zeslawska, E., Jacob, U., Kruger, A., and Sturzebecher, J. (2004) Design of novel and selective inhibitors of urokinase-type plasminogen activator with improved pharmacokinetic properties for use as antimetastatic agents J. Biol. Chem. 279, 33613-33622 (Pubitemid 39063010)
4. Petersen, H. H., Hansen, M., Schousboe, S. L., and Andreasen, P. A. (2001) Localization of epitopes for monoclonal antibodies to urokinase-type plasminogen activator: relationship between epitope localization and effects of antibodies on molecular interactions of the enzyme Eur. J. Biochem. 268, 4430-4439 (Pubitemid 32862852)
5. Sgier, D., Zuberbuehler, K., Pfaffen, S., and Neri, D. (2010) Isolation and characterization of an inhibitory human monoclonal antibody specific to the urokinase-type plasminogen activator, uPA Protein Eng., Des. Sel. 23, 261-269
6. Stoop, A. A. and Craik, C. S. (2003) Engineering of a macromolecular scaffold to develop specific protease inhibitors Nat. Biotechnol. 21, 1063-1068 (Pubitemid 37064736)
7. Henneke, I., Greschus, S., Savai, R., Korfei, M., Markart, P., Mahavadi, P., Schermuly, R. T., Wygrecka, M., Sturzebecher, J., Seeger, W., Gunther, A., and Ruppert, C. (2010) Inhibition of urokinase activity reduces primary tumor growth and metastasis formation in a murine lung carcinoma model Am. J. Respir. Crit. Care Med. 181, 611-619
8. Andersen, L. M., Wind, T., Hansen, H. D., and Andreasen, P. A. (2008) A cyclic peptidylic inhibitor of murine urokinase-type plasminogen activator: changing species specificity by substitution of a single residue Biochem. J. 412, 447-457 (Pubitemid 351846410)
9. Hansen, M., Wind, T., Blouse, G. E., Christensen, A., Petersen, H. H., Kjelgaard, S., Mathiasen, L., Holtet, T. L., and Andreasen, P. A. (2005) A urokinase-type plasminogen activator-inhibiting cyclic peptide with an unusual P2 residue and an extended protease binding surface demonstrates new modalities for enzyme inhibition J. Biol. Chem. 280, 38424-38437 (Pubitemid 43853740)
10. Timmerman, P., Beld, J., Puijk, W. C., and Meloen, R. H. (2005) Rapid and quantitative cyclization of multiple peptide loops onto synthetic scaffolds for structural mimicry of protein surfaces ChemBioChem 6, 821-824 (Pubitemid 40873739)
11. Heinis, C., Rutherford, T., Freund, S., and Winter, G. (2009) Phage-encoded combinatorial chemical libraries based on bicyclic peptides Nat. Chem. Biol. 5, 502-507
12. Ke, S. H., Coombs, G. S., Tachias, K., Corey, D. R., and Madison, E. L. (1997) Optimal subsite occupancy and design of a selective inhibitor of urokinase J. Biol. Chem. 272, 20456-20462 (Pubitemid 27355599)
13. Ke, S. H., Coombs, G. S., Tachias, K., Navre, M., Corey, D. R., and Madison, E. L. (1997) Distinguishing the specificities of closely related proteases. Role of P3 in substrate and inhibitor discrimination between tissue-type plasminogen activator and urokinase J. Biol. Chem. 272, 16603-16609 (Pubitemid 27276491)
14. Kather, I., Bippes, C. A., and Schmid, F. X. (2005) A stable disulfide-free gene-3-protein of phage fd generated by in vitro evolution J. Mol. Biol. 354, 666-678 (Pubitemid 41628284)
15. Zhao, G., Yuan, C., Wind, T., Huang, Z., Andreasen, P. A., and Huang, M. (2007) Structural basis of specificity of a peptidyl urokinase inhibitor, upain-1 J. Struct. Biol. 160, 1-10 (Pubitemid 47405230)
16. Fersht, A. R., Shi, J. P., Knill-Jones, J., Lowe, D. M., Wilkinson, A. J., Blow, D. M., Brick, P., Carter, P., Waye, M. M., and Winter, G. (1985) Hydrogen bonding and biological specificity analysed by protein engineering Nature 314, 235-238 (Pubitemid 15076511)
17. Jones, S. and Thornton, J. M. (1996) Principles of protein-protein interactions Proc. Natl. Acad. Sci. U.S.A. 93, 13-20 (Pubitemid 26038096)