The inhibition of human immunodeficiency virus proteases by 'interface peptides'

Antiviral Research

Volumn 30, Issue 2-3, 1996, Pages 155-170

  Schramm, Hans J ^a   Boetzel, Joachim ^a   Büttner, Jochen ^a   Fritsche, Erich ^a   Göhring, Walter ^a   Jaeger, Ernst ^a   König, Stephan ^a   Thumfart, Oliver ^a   Wenger, Traudl ^a   Nagel, Norbert E ^b   Schramm, Wolfgang ^b  

^a MAX PLANCK INSTITUTE OF BIOCHEMISTRY   (Germany)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

AIDS; HIV; Proteinase inhibitors

Indexed keywords

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; PEPSTATIN; PEPTIDE DERIVATIVE; PROTEINASE; PROTEINASE INHIBITOR; VIRUS ENZYME;

AMINO TERMINAL SEQUENCE; ARTICLE; CARBOXY TERMINAL SEQUENCE; COMPETITIVE INHIBITION; COMPUTER MODEL; CONTROLLED STUDY; DIMERIZATION; DRUG POTENTIATION; ENZYME INHIBITION; ENZYME STRUCTURE; ENZYME SUBUNIT; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2; IONIC STRENGTH; PRIORITY JOURNAL;

EID: 19244375366     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/0166-3542(96)00940-0     Document Type: Article

References (45)

1. Arnold, G., Popinga, K., Schramm, H.J., Bell, M., Thumfart, O., Wenger, T. and Schramm, W. (1994) Inhibition of HIV-1 protease by bifunctional interface peptides. In: H.L.S. Maia (Ed), Peptides 1994, pp. 345-346. ESCOM, Leiden.
2. Ashorn, P., McQuade, T. Thaisrivongs, S., Tomasselli, A.G., Tarplay, W.G. and Moss, B. (1990) An inhibitor of the protease blocks maturation of human and simian immunodeficiency viruses and spread of infection. Proc. Natl. Acad. Sci. USA 87, 7472-7476.
3. Babé, L.M., Pichuantes, S. and Craik, C.S. (1991) Inhibition of HIV protease activity by heterodimer formation. Biochemistry 30, 106-111.
4. Babe, L.M., Rosé, J. and Craik, C.S. (1992) Synthetic 'interface' peptides alter dimeric assembly of the HIV-1 and 2 proteases. Protein Sci. 1, 1244-1253.
5. Billich, A., Fricker, G., Müller, I., Donatsch, P., Ettmayer, P., Gstach, H., Lehr, P., Peichl, P. Scholz, D. and Rosenwirth, B. (1995) SDZ PRI 053, an orally bioavailable human immunodefciency virus type 1 proteinase inhibitor containing the 2-aminobenzylstatine moiety. Antimicrob. Agents Chemother. 39, 1406-1413.
6. Billich, A., Hammerschmid, F. and Winkler, G. (1990) Purification, assay and kinetic features of HIV-1 proteinase. Biol. Chem. Hoppe-Seyler 371, 265-272.
7. Cheng, Y.-S.E., Yin, F.H., Foundling, S., Blomstrom, D. and Kettner, C.A. (1990) Stability and activity of human immunodeficiency virus protease: Comparison of the natural dimer with a homologous, single-chain tethered dimer. Proc. Natl. Acad. Sci. USA 87, 9660-9664.
8. Cohen, E.A., Gaudreau, P., Brazeau, P. and Langelier, Y. (1986) Specific inhibition of herpesvirus ribonucliotide reductase by a nonapeptide derived from the carboxy terminus of subunit 2. Nature 321, 441-443.
9. Daenke, S., Schramm, H.J. and Bangham, C.R.M (1994) Analysis of substrate cleavage by recombinant protease of human T cell leukaemia virus type 1 reveals preferences and specificity of binding. J. Gen. Virol. 75, 2233-2239.
10. Darke, P.L. (1994) Stability of dimeric retroviral proteases. Methods Enzymol. 241, 104-127.
11. Darke, P.L., Jordan, S.P., Hall, D.L., Zugay, J.A., Shafer, J.A. and Kuo, L.C. (1994) Dissociation and association of the HIV-1 protease dimer subunits: equilibria and rates. Biochemistry 33, 98-105.
12. Debouck, C. (1992) The HIV-1 protease as a therapeutic target for AIDS. AIDS Res. Hum. Retrovir. 8, 153-164.
13. Divita, G., Restle, T., Goody, R.S., Chermann, J.-C. and Baillon, J.G. (1994) Inhibition of human immunodeficiency virus type 1 reverse transcriptase dimerization using synthetic peptides derived from the connection domain. J. Biol. Chem. 269, 13080-13083.
14. Dutia, B.M., Frame, M.C., Subak-Sharpe, J.H., Clark, W.N. and Marsden, H.S. (1986) Specific inhibition of herpesvirus ribonucleotide reductase by synthetic peptides. Nature 321, 439-441.
15. Fägerstam, L.G., Frostell-Karlsson, A., Karlsson, R., Persson, B. and Rönnberg, I. (1992) Biospecific interaction analysis using surface plasmon resonance detection applied to kinetic, binding site and concentration analysis. J. Chromatogr. 597, 397-410.
16. Franciskovich, J., Houseman, K., Mueller, R. and Chmielewski, J. (1993) A systematic evaluation of the inhibition of HIV-1 protease by its C-and N-terminal peptides. Bioorg. Med. Chem. Lett. 3, 765-768.
17. Gallay, P., Swingler, S., Aiken, C. and Trono, D. (1995) HIV-1 infection of nondividing cells: C-terminal tyrosine phosphorylation of the viral matrix protein is a key regulator. Cell 80, 379-388.
18. Holzman, T.F., Kohlbrenner, W.E., Weigl, D., Rittenhouse, J., Kempf, D. and Erickson, J. (1991) Inhibitor stabilization of human immunodeficiency virus type-2 proteinase dimer formation, J. Biol. Chem. 266, 19217-19220.
19. Kohl, N.E., Emini, E.A., Schleif, W.A., Davis, L.J., Heimbach, J.C., Dixon, R.A., Scholnick, E.M. and Sigal, I.S. (1988) Active human immunodeficiency virus protease is required for viral infectivity. Proc. Natl. Acad. Sci. USA 85, 4686-4690.
20. König, S., Ugi I. and Schramm, H.J. (1995) Facile syntheses of C2-symmetrical HIV-1 protease inhibitors. Arch. Pharm. 328, 699-704.
21. Kramer, R.A., Schaber, M.D., Skalka, A.M., Ganguly, K., Wong-Staal, F. and Reddy, E.P. (1986) HTLV-III gag protein is processed in yeast cells by the virus pol-protease. Science 231, 1580-1584.
22. Kräusslich, H. (1991) Human immunodeficiency virus proteinase dimer as component of the viral polyprotein prevents particle assembly and viral infectivity. Proc. Natl. Acad. Sci. USA 88, 3213-3217.
23. Kuzmic, P. (1993) Kinetic assay for HIV protease subunit dissociation. Biochem. Biophys. Res. Commun. 194, 301-305.
24. Kuzmic, P., García-Echeverría, C. and Rich, D.H. (1993) Stabilization of HIV protease dimer by bound substrate. Biochem. Biophys. Res. Commun. 194, 301-305.
25. Liuzzi, M., Déziel, R., Moss, N., Beaulieu, P., Bonneau, A.-M., Bousquet, C., Chafouleas, J.G., Garneau, M., Jaramillo, J., Krogsrud, R.L., Legacé, L., McCollum, R.S., Nawoot, S. and Guindon, Y. (1994) A potent peptidomimetic inhibitor of HSV ribonucleotide reductase with antiviral activity in vivo. Nature 372, 695-698.
26. Louis, J.M., Nashed, N.T., Parris, K.D., Kimmel, A.R. and Jerina, D.M. (1994) Kinetics and mechanism of autoprocessing of human immunodeficiency virus type 1 protease from an analog of Gag-Pol polyprotein. Proc. Natl. Acad. Sci. USA 91, 7970-7974.
27. Meek, T.D., Lambert, D.M., Dreyer, G.B., Carr, J.J., Tomaszek, T.A., Moore, M.L., Strickier, J.E., Debouck, C., Hyland, L.J., Mathews, T.J., Metcalf, B.W. and Petteway, S.R. (1990) Inhibition of HIV-1 protease in infected T-lymphocytes by synthetic peptide analogues. Nature 343, 90-92.
28. Nagel, N.E., Fritsche, E., Schramm, H.J. and Schramm, W. (1995) Kinetik analysis of the inhibition of HIV protease activity by dimerization inhibition. In preparation.
29. Navia, M.A., Fitzgerald, P.M.D., McKeever, B.M., Leu, C.-T., Heimbach, J.C., Herber, W.K., Sigal, I.S., Darke, P.L. and Springer, J.P. (1989) Three-dimensional structure of the aspartyl protease from human immunodeficiency virus HIV-1. Nature 337, 515-620.
30. Pargellis, C.A., Morelock, M.M., Graham, E.T., Kinkade, P., Pav, S., Lubbe, K., Lamarre, D. and Anderson, P.C. (1994) Determination of kinetic rate constants for the binding of inhibitors to HIV-1 protease and for the association and dissociation of active homodimer. Biochemistry 33, 12527-12534.
31. Partin, K., Zybarth, G., Ehrlich, L., DeCrombrugghe, M., Wimmer, E. and Carter, C. (1991) Deletion of sequences upstream of the proteinase improves the proteolytic processing of human immunodeficiency virus type 1. Proc. Natl. Acad. Sci. USA 88, 4776-4780.
32. Pearl, L.H. and Taylor, W.R. (1987) A structural model for the retroviral proteases. Nature 329, 351-354.
33. Prichard, M.N. and Shipman Jr., C. (1990) A three-dimensional model to analyse drug-drug interactions. Antiviral Res. 14, 181-205.
34. Richards, A.D., Phylip, L.H., Farmerie, W.G., Scarborough, P.E., Alvarez, A., Dunn, B.M., Hirel, P.-H., Konvalinka, J., Strop, P., Pavlickova, L., Kostka, V. and Kay, J. (1990) Sensitive, soluble chromogenic substrates for HIV-1 proteinase. J. Biol. Chem. 265, 7733-7736.
35. Rosé, J.R., Babé, L.M. and Craik, C.S. (1995) Defining the level of human immunodeficiency virus type 1 protease activity required for HIV-1 particle maturation and infectivity. J. Virol. 69, 2751-2758.
36. Schramm, H.J. and Schramm, W. (1990) Inhibition of HIV protease by symmetrical peptides (Poster 56). VIIIth Int. Congr. Virology, Berlin, Germany.
37. Schramm, H.J., Nakashima, H., Schramm, W., Wakayama, H. and Yamamoto, N. (1991) HIV-1 reproduction is inhibited by peptides derived from the N-and C-termini of HIV-1 protease. Biochem. Biophys. Res. Commun. 179, 847-851.
38. Schramm, H.J., Breipohl, G., Hansen, J., Henke, S., Jaeger, E., Meichsner, C., Rieß, G., Ruppert, D., Rücknagel, K.-P., Schäfer, W. and Schramm, W. (1992) Inhibition of HIV-1 protease by short peptides derived from the terminal segments of the protease. Biochem. Biophys. Res. Commun. 184, 980-985.
39. Schramm, H.J., Billich, A., Jaeger, E., Rücknagel, K.-P., Arnold, G. and Schramm, W. (1993) The inhibition of HIV-1 protease by interface peptides. Biochem. Biophys. Res. Commun. 194, 595-600.
40. Sedlácek, J., Fábry, M., Horejsí, M., Brynda, J., Luftig, R.B. and Majer, P. (1993) A rapid screening method for biological activity of human immunodeficiency virus proteinase inhibitors by using a recombinant DNA-derived bacterial system. Anal. Biochem. 215, 306-309.
41. Seelmeier, S., Schmidt, H., Turk, V. and von der Helm, K. (1988) Human immunodeficiency virus has an aspartic-type protease that can be inhibited by pepstatin A. Proc. Natl. Acad. Sci. USA 85, 6612-6616.
42. Weber, I.T. (1990) Comparison of the crystal structures and intersubunit interactions of human immunodeficiency and Rous sarcoma virus proteases. J. Biol. Chem. 265, 10492-10496.
43. Wlodawer, A., Miller, M., Jaskolski, M., Sathyanarayana, B.K., Baldwin, E., Weber, I.T., Selk, L.M., Clawson, L., Schneider, J. and Kent, S.B.H. (1989) Conserved folding in retroviral proteases: crystal structure of a synthetic HIV-1 protease. Science 245, 616-621.
44. Zhang, Z.-Y., Poorman, R.A., Maggiora, L.L., Heinrikson, R.L. and Kezdy, F.J. (1991) Dissociation inhibition of dimeric enzymes. Kinetic characterization of the inhibition of HIV1 protease by its COOH-terminal tetrapeptide. J. Biol. Chem. 266, 15591-15594.
45. Zybarth, G., Kräusslich, H.-G., Partin, K. and Carter, C. (1994) Proteolytic activity of novel human immunodeficiency virus type 1 proteinase proteins from a precursor with a blocking mutation at the N terminus of the PR domain. J. Virol. 68, 240-250.