Novel strategies for targeting the dimerization interface of HIV protease with cross-linked interfacial peptides

Biopolymers - Peptide Science Section

Volumn 66, Issue 2, 2002, Pages 126-133

  Bowman, Michael J ^a   Chmielewski, Jean ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

Dimerization inhibition; HIV protease; Interfacial peptides

Indexed keywords

DIMERIZATION; MOLECULAR WEIGHT; MONOMERS;

INTERFACIAL SEQUENCES;

ENZYMES;

AMPRENAVIR; INDINAVIR; LOPINAVIR; NELFINAVIR; PEPTIDE DERIVATIVE; PROTEINASE; PROTEINASE INHIBITOR; RITONAVIR; SAQUINAVIR;

ACQUIRED IMMUNE DEFICIENCY SYNDROME; ANTIVIRAL ACTIVITY; CROSS LINKING; DIMERIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS; NONHUMAN; PEPTIDE SYNTHESIS; REVIEW; VIRUS INHIBITION;

AMINO ACID SEQUENCE; CROSS-LINKING REAGENTS; DIMERIZATION; DRUG DESIGN; HIV PROTEASE; HIV PROTEASE INHIBITORS; KINETICS; MODELS, MOLECULAR; PROTEIN STRUCTURE, SECONDARY;

EID: 0036391284     PISSN: 00063525     EISSN: None     Source Type: Journal    
DOI: 10.1002/bip.10232     Document Type: Review

References (43)

1. AIDS epidemic update. UNAIDS/WHO: Geneva, 2001; pp 1-30.
2. Barre-Sinoussi, F.; Cherman, J. C.; Rey, F.; Nuggeyre, M. T.; Chamaret, S.; Gruest, J.; Dauguet, C.; AxlerBlin, C.; Vezinet-Brun, F.; Rouzioux, C.; Rozenbaum, W.; Montagnier, L. Science 1983, 220, 868-871.
3. Kohl, N. E.; Emini, E.; Schlief, W.; Davis, L.; Heimbach, J.; Dixon, R.; Scolnick, E.; Sigal, I. Proc Natl Acad Sci USA 1998, 85, 4686-4690.
4. Rose, J. R.; Babe, L. M.; Craik, C. S. J Virol 1995, 69, 2751.
5. Babe, L. M.; Rose, J.; Craik, C. S. Proc Natl Acad Sci USA 1995, 92, 10069-10073.
6. Oroslan, S.; Luftig, R. B. Curr Top Micro Immunol 1990, 157, 153-185.
7. Rosenberg, S. H.; Boyd, S. A. Anithypertens Drugs 1997, 77-111.
8. Babine, R. E.; Bender, S. L. Chem Rev 1997, 97, 1359-1472.
9. Lebon, F.; Ledecq, M. Curr Med Chem 2000, 7, 455-477.
10. Wlodawer, A.; Vondrasek, J. Annu Rev Biophys Biomol Struct 1998, 27, 249-284.
11. Peyman, A. Aminophosphon Aminophophin Acids 2000, 559-577.
12. Deeks, S. G.; Smith, M.; Holodniy, M.; Kahn, J. O. JAMA 1997, 227, 145-153.
13. Carr, A.; Samaras, K.; Burton, S. AIDS 1998, 12, F51-F58.
14. Viraben, R.; Aquilina, C. AIDS 1998, 12, F37-F39.
15. Carr, A.; Samaras, K; Chisholm, D. J.; Cooper, D. A. Lancet 1998, 352, 1881-1883.
16. Zutshi, R.; Brickner, M.; Chmielewski, J. Curr Opin Chem Biol 1998, 2, 62-66.
17. Wlodawer, A.; Miller, A.; Jaskolski, M.; Sathyanarayana, B.; Baldwin, E.; Weber, I.; Selk, L.; Clawson, L.; Schneider, J.; Kent, S. Science 1989, 245, 616-621.
18. Todd, M. J.; Semo, N.; Freire, E. J Mol Biol 1998, 283, 475-488.
19. King, R. W.; Winslow, D. L.; Garber, S.; Scarnati, H. T.; Bachelor, L.; Stack, S.; Otto, M. J. Antiviral Res 1995, 28, 13-24.
20. Darke, P. L.; Jordan, S. P.; Hall, D. L.; Zugay, J. A.; Shafer, J. A.; Kuo, L. C. Biochemistry 1994, 33, 98-105.
21. Gustchina, A.; Weber, I. T. Proteins 1991, 10, 325-329.
22. Gustchina, A.; Weber, I. T. FEBS Lett 1990, 269, 269-272.
23. Babe, L. M.; Rose, J.; Craik, C. S. Protein Sci 1992, 1, 1244-1253.
24. Zhang, Z. Y.; Poorman, R. A.; Maggiora, L. L.; Heinrikson, R. L.; Kezdy, F. J. J Biol Chem 1991, 266, 15591-15594.
25. Schramm, H. J.; Breipohl, G.; Hansen, J.; Henke, S.; Jaegger, E.; Meichsner, C.; Rieb, G.; Ruppert, D.; Rucknagel, K.-P.; Schafer, W.; Schramm, W. Biochem Biophys Res Comm 1992, 184, 980-985.
26. Schramm, H. J.; Billich, A.; Jaeger, E.; Rucknagel, K.-P.; Arnold, G.; Schramm, W. Biochem Biophys Res Comm 1993, 194, 595-600.
27. Schramm, H. J.; de Rosny, E.; Reboud-Ravaux, M.; Buttner, J.; Dick, A.; Schramm, W. Biol Chem 1999, 380, 593-596.
28. Zutshi, R.; Franciskovich, J.; Shultz, M.; Schweitzer, B.; Bishop, P.; Wilson, M.; Chmielewski, J. J Am Chem Soc 1997, 119, 4841-4845.
29. Ulysse, L. G.; Chmielewski, J. Bioorgan Med Chem Lett 1998, 8, 3281-3286.
30. Zutshi, R.; Shultz, M. D.; Ulysse, L.; Lutgring, R.; Bishop, P.; Schweitzer, B.; Vogel, K.; Franciskovich, J.; Wilson, M.; Chmielewski, J. Synlett 1998, 10, 1040-1044.
31. Bouras, A.; Bogetto, N.; Benatalah, Z.; de Rosny, E.; Sicsic, S.; Reboud-Ravaux, M. J Med Chem 1999, 42, 957-962.
32. Song, M.-C.; Rajesh, S.; Hayashi, Y.; Kiso, Y. Bioorgan Med Chem Lett 2001, 11, 2465-2468.
33. Shultz, M. D.; Chmielewski, J. Tetrahedron Asymmetry 1997, 8, 3881-3886.
34. Valente, S.; Gobbo, M.; Licini, G.; Scarso, A.; Scrimin, P. Angew Chem Int Ed 2000, 40, 3899-3902.
35. Shultz, M. D.; Chmielewski, J. Bioorgan Med Chem Lett 1999, 9, 2431-2436.
36. Shultz, M. D.; Bowman, M. J.; Ham, Y.-W.; Zhao, X.; Tora, G.; Chmielewski, J. Angew Chem Int Ed 2000, 39, 2710-2713.
37. Liuzzi, M.; Deziel, R.; Moss, N.; Beaulieu, P.; Bonneau, A.-M.; Bousquet, C.; Chafouleas, J.; Garneau, M.; Jaramillo, J.; Krogsrud, R.; Lagace, L.; Mccollum, R.; Nawoot, S.; Guindon, Y. Nature 1994, 372, 695-698.
38. Digard, P.; Williams, K.; Hensley, P.; Brooks, I.; Dahl, C.; Coen, D. Proc Natl Acad Sci USA 1995, 92, 1456-1460.
39. Brickner, M.; Chmielewski, J. Chem Biol 1998, 5, 339-343.
40. Prasanna, V.; Bhattacharjya, S.; Balaram, P. Biochemistry 1998, 37, 6883-6893.
41. Leung, D.; Yang, Z.; Breslow, R. Proc Natl Acad Sci USA 2000, 97, 5050-5053.
42. McMillan, K.; Adler, M.; Auld, D.; Baldwin, J.; Blasko, E.; Browne, L.; Chelsky, D.; Davey, D.; Dolle, R.; Eagen, K.; Erickson, S.; Feldman, R.; Glaser, C.; Mallari, C.; Morrissey, M.; Ohlmeyer, M.; Pan, C.; Parkinson, J.; Phillips, G.; Polokoff, M.; Sigal, N.; Vergona, R.; Whitlow, M.; Young, T.; Devlin, J. Proc Natl Acad Sci USA 2000, 97, 1506-1511.
43. Singh, S. K.; Maithal, K.; Balaram, H.; Balaram, P. FEBS Lett 2001, 501, 19-23.