Inhibitors of bacterial signal peptidases

Current Pharmaceutical Design

Volumn 4, Issue 2, 1998, Pages 133-154

  Black, M T ^a   Bruton, G ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA LACTAM DERIVATIVE; SIGNAL PEPTIDASE;

AMINO TERMINAL SEQUENCE; ANTIBACTERIAL ACTIVITY; BACTERIAL MEMBRANE; CELL DIFFERENTIATION; DRUG MECHANISM; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN SECRETION; REVIEW; STRUCTURE ACTIVITY RELATION; TARGET CELL;

ANTI-BACTERIAL AGENTS; BACTERIA; PROTEIN SORTING SIGNALS; SERINE ENDOPEPTIDASES; SERINE PROTEINASE INHIBITORS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0031950203     PISSN: 13816128     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (80)

1. Thornsberry, C. West. J. Med. 1996, 164, 28.
2. Noskin, G A. J. Clin. Lab. Med. 1997, 130, 14
3. Anon MMWR. Morb. Mortal. Wkly. Rep. 1997, 46, 813.
4. Pugsley, A. P. Microbiol. Rev. 1993, 57, 50.
5. Wickner, W.; Driessen, A.J.M.; Hard, F.-U. Ann. Rev. Biochem. 1991, 60, 101.
6. van Dijl, J.M.; de Jong, A.; Vehmaanpera, J.; Venema, G.; Bron, S. EMBO J. 1992, 11, 2819.
7. Wolfe, P B.; Wickner, W ; Goodman, J.M. J. Biol. Chem 1983, 258, 12073.
8. Kuo, D W ; Chan, H K , Wilson, C J : Griffin, P.R.; Williams, H ; Knight, W B Arch. Biochem. Biophys, 1993, 303, 274.
9. Tschantz, W.R.; Paetzel, M.; Cao, G.; Suciu, D.; Inouye, M ; Dalbey, R.E Biochemistry 1995, 34, 3935.
10. Paetzel, M ; Chemaia, M ; Strynadka, N.; Tschantz, W., Cao, G , Dalbey, R.E.; James, M.N. Proteins:Structure, function and genetics 1995, 23, 122.
11. Fersht, A.R Enzyme Structure and Mechanism, 2nd edition 1985, W H, Freeman and Co.; New York
12. Black, M T.; Munn, J.G.R.; Allsop, A.E. Biochem. J. 1992, 282, 539.
13. Kuo, D , Weidner, J.; Griffin, P.; Shah, S.K ; Knight, W B Biochemistry 1994, 33, 8347.
14. Dalbey, R E ; Lively, M.O ; Bron. S.: van Dijl, J.M Protein Science 1997, 6, 1129
15. Sung, M.; Dalbey, R.E. J. Biol. Chem 1992, 267, 13154.
16. Tschantz, W.R ; Sung, M., Delgado-Partin, V.M ; Dalbey, R.E J. Biol Chem. 1993, 268, 27349
17. Black, M.T. J Bacteriol. 1993, 175, 4957.
18. Slilaty, S.N.; Little, J Proc. Natl Acad. Sci. USA 1987, 84, 3987.
19. van Dijl, J M.; de Jong, A ; Venema, G ; Bron, S. J. Biol Chem. 1995, 270, 3611.
20. Paetzel, M., Strynadka, N.C.J.; Tschantz, W R.; Casareno, R.; Bullinger, P R.; Dalbey, R.E. J. Biol. Chem 1997, 272, 9994.
21. Strynadka, N.C ; Adachi, H.; Jensen, S.E.; Johns, K.; Sielecki, A., Betzel, C ; Sutoh, K., James, M.N. Nature 1992, 359, 700
22. Keiler, K C.; Sauer, R T J. Biol. Chem 1995, 270, 28864
23. Haase, J.; Lanka, E J Bacteriol 1997, 179, 5728.
24. Barrett, A.J ; Rawlings, N D. Arch. Biochem. Biophys 1995, 318, 247
25. Schechter, I.; Berger, A Biochem. Biophys. Res Commun 1967, 27, 157
26. von Heijne, G.; Abrahmsen, L. FEBS Lett 1989, 244, 439
27. Simonen, M ; Palva, I Microbiol Rev 1993 57, 109.
28. Hardy, S.J.S.; Randall, L L. Science 1991, 251, 439
29. Izard, J.W.; Kendall, D.A Mol Microbiol 1994, 13, 765
30. Tahara, Y.; Murata, M , Ohnishi, S-i., Fujiyoshi, Y.; Kinuchi, M , Yamamoto, Y. Biochem 1992, 31, 8747
31. Barkocy-Gallagher, G.A.; Cannon, J.G Bassford Jr ; P.J J. Biol Chem 1994, 269, 13609
32. Dev, I K , Ray, P H , Novak, P J Biol Chem 1990, 205, 20069
33. Allsop, A.E.; Brooks, G., Bruton, G., Coulton, S., Edwards, P.D , Hatton, I K ; Kaura, A C ; McLean, S.D ; Pearson, N.D.; Smale T , Southgate , R Bioorg & Med Chem Lens 1995, 5, 443.
34. Chatterjee, S., Suciu, D.; Dalbey, R.E ; Kahn, P.C.; Inouye, M. J. Mol Biol. 1995, 245, 311.
35. Dalbey, R.E.; Wickner, W. J. Biol. Chem. 1985, 260, 15925
36. Date, T. J. Bacteriol. 1983, 154, 76.
37. Inada, T.; Court, D.L.; Ito, K.; Nakamura, Y. J. Bacteriol. 1988, 171, 585.
38. Cregg, K.M., Wilding, I.; Black, M.T. J. Bacteriol. 1996, 178, 5712.
39. Tomb, J.F.; White, O.; Kerlavage, A.R.; Clayton, R.A.; Sutton, G.G.; Fleischmann, R.D.; Ketchum, K.A.; Klenk, H.P.; Gill, S.; Dougherty, B.A.; Nelson, K.; Quackenbush, J.; Zhou, L.; Kirkness, E F ; Peterson, S.; Loftus, B ; Richardson, D.; Dodson, R., Khalak, H.G.; Glodek, A.; McKenney, K.; Fitzegerald, L.M.; Lee, N.; Adams, M.D.; Mckenney, K.; Fitzegerald, L.M , Lee, N.; Adams, M.D.; Hickey, E.K.; Berg, D.E.; Gocayne, J.D ; Utterback, T.R.; Peterson, J.D ; Kelley, J.M.; Cotton, M.D., Weidman, J.M.; Fujii, C.; Bowman, C., Watthey, L.; Wallin, E ; Hayes, W.S.; Borodovsky, M.; Karp, P.D.; Smith, H O ; Fraser, C.M ; Venter, J.C. Nature 1997, 388, 539.
40. Fleischmann, R.D.; Adams, M.D.; White, O , Clayton, R.A ; Kirkness, E.F.; Kerlavage, A.R.; Bult, C.J.; Tomb, J.-F.; Dougherty, B.A.; Merrick, J.M.; McKenney, K.; Sutton, G.; FitzHugh, W.; Fields, C.; Gocayne, J.D.; Scott, J.; Shirley, R.; Liu, L.-I.; Glodek, A.; Kelly, J.M., Weidman, J.F.; Phillips, C.A.; Spriggs, T ; Hedblom, E.; Cotton, M.D ; Utterback, T.R.; Hanna, M.C.; Nguyen, D T., Saudek, D M.; Brandon, R.C.; Fine, L D.; Fritchman, J.L.; Fuhrmann, J.L.; Geoghagen, N.S.M ; Gnehm, C.L., McDonald, L.A ; Small, K V., Fraser, C.M.; Smith, H.O.; Venter, J C. Science 1995, 269, 496.
41. Tjalsma, H.; Noback, M.A.; Bron, S.; Venema, G.; Yamane, K.; van Dijl JM J. Biol Chem. 1997, 272, 25983-25992
42. Bolhuis, A ; Sorokin, A; Azevedo, V.; Ehrlich, S.D., Braun, P.G.; de Jong, A.; Venema, G.; Bron, S.; van Dijl, J.M. Mol Microbiol 1996, 22, 605.
43. Hoang, V.; Hofemeister, J. Biochim. Biophys. Acta 1995, 1269, 64.
44. Müller, P.; Ahrens, K.; Klaucke, A. Mol Microbiol 1995, 18, 831.
45. Müller, P.; Klaucke, A.; Wegel, E. Planta 1995, 197, 163.
46. van Dijl, J.M.; de Jong, A.; Smith, H.; Bron, S., Venema, G. J. Gen Microbiol. 1991, 137, 2073.
47. Zhang, Y B.; Greenberg, B.; Lacks, S.A. Gene 1997, 194, 249
48. Baker, R.K ; Lively, M O Biochem 1987, 26, 8561.
49. Lively, M O.; Newsome, A.L , Nusier, M. Methods Enzymol. 1994, 244, 301
50. Fang, H.; Mullins, C , Green, N. J Biol. Chem. 1997 272, 13152.
51. Meyer, H.A.; Hartmann, E. J. Biol. Chem. 1997, 272, 13159.
52. Nunnari, J ; Fox, T D.; Walter, P. Science 1993, 262, 1997.
53. Bult, C.J.; White, O ; Olsen, G.J.; Zhou, L ; Fleischmann, R.D ; Sutton, G.G.; Blake, J.A.; FitzGerald, L.M.; Clayton, R A.; Gocayne, J D.; Kerlavage, A.R.; Dougherty, B A.; Tomb, J F ; Adams, M.D., Reich, C I ; Overbeek, R.; Kirkness, E.F ; Weinstock, K G ; Merrick, J.M.; Glodek, A.; Scott, J.L , Geoghagen, N S.M , Weidman, J.F.; Fuhrman, J.L.; Nguyen, D.; Utterback, T.R ; Kelley, J M ; Peterson, J D.; Sadow, P W.; Hanna, M.C.; Cotton, M D , Roberts, K.M., Hurst, M.A ; Kaine, B.P.; Borodovsky, M., Klenk, H-P., Fraser, C.M., Smith, H.O.; Woese, C R , Venter, J C Science 1996, 273, 1058
54. Kunst, F ; Ogasawara, N , Moszer, I ; Albertini, A.M., Alloni, G , Azevedo, V., Bertero, M.G., Bessieres, P.; Bolotin, A ; Borchert, S.; Borriss, R.; Boursier, L.; Brans, A., Braun, M., Brignell, S C., Bron, S.; Brouillet, S., Bruschi, C.V.; Caldwell, B , Capuano, V.; Carter, N M.; Choi, S.-K., Codani, J J.; Connerton, I.F., Cummings, N J.; Daniel, R A , Denizot, F.; Devine, K.M; Dusterhoft, A ; Ehrlich, S.D.; Emmerson, P.T.; Entian, K.D.; Errington, J.; Fabret, C.; Ferrari, E.; Foulger, D.; Fritz, C.; Fujita, M.; Fujita, Y.; Fuma, S.; Galizzi, A.; Galleron, N ; Ghim, S.-Y , Glaser, P.; Goffeau, A.; Golightly, E J.; Grandi, G.; Guiseppi, G ; Guy, B.J.; Haga, K.; Haiech, J; Harwood, C.R.; Henaut, A.; Holsappel, S.; Hosono, S.; Hullo, M.-F , Itaya, M.; Jones, L.; Joris, B.; Karamata, D.; Kasahara, Y.; Klaerr-Blanchard, M.; Klein, C.; Kobayashi, Y.; Koetter, P.; Koningstein, G.; Krogh, S.; Kumano, M,; Kurita, K ; Lapidus, A.; Lardinois, S.; Lauber, J.; Lazarcvic, V.; Lee, S.-M.; Levine, A.; Liu, H.; Masuda, S.; Mauel, C.; Medigue, C.; Medina, N., Mellado, R.P.; Mizuno, M.; Moestl, D.; Nakai, S.; Noback, M.; Noone, D ; O'Reilly, M.; Ogawa, K.; Ogiwara, A.; Oudega, B.; Park, S H., Parro, V ; Pohl, T.M; Portetelle, D.; Porwollik, S.; Prescott, A.M ; Presecan, E.; Pujic, P.; Purnelle, B.; Rapoport, G.; Rey, M.; Reynolds, S.; Rieger, M.; Rivolta, C.; Rocha, E.; Roche, B.; Rose, M , Sadaie, Y.; Sato, T.; Scanlan, E.; Schleich, S.; Schroeter, R., Scoffone, F.; Sehguchi, J.; Sekowska, A.; Seror, S.J.; Serror, P.; Shin, B.-S.; Soldo, B.; Sorokin, A.; Tacconi, E.; Schroeter, R.; Scoffone, F.; Sekiguchi, J.; Sekowska, A.; Seror, S.J ; Serror, P.; Shin, B.-S.; Soldo, B.; Sorokin, A.; Tacconi, E.; Takagi, T.; Takahashi, H.; Takemaru, K.; Takeuchi, M.; Tamakoshi, A.; Tanaka, T.; Terpstra, P.; Tognoni, A.; Tosato, V.; Uchiyama, S.; Vandenbol, M ; Vannier, F.; Vassarotti, A.; Viari, A ; Wambutt, R.; Wedler, E.; Wedler, H.; Weitzenegger, T.; Winters, P.; Wipat, A.; Yamamoto, H.; Yamane, K.; Yasumoto, K ; Yata, K.; Yoshida, K.; Yoshikawa, H -F.; Zumstein, E.; Yoshikawa, H ; Danchin, A. Nature 1997, 390, 249
55. Katayama, S.; Dupuy, B.; Garnier, T.; Cole, S.T. 1995, Genbank sequence deposit, accession number X86488.
56. Kim, Y-T.; Marumatsu, T.; Takahashi, K. J Biochem. 1995, 117, 535.
57. Wickner, W ; Moore, K.; Dibb, N.; Geissert, D.; Rice, M. J. Bacteriol. 1987, 169, 3821.
58. Nilsson, I.; von Heijne, G. FEBS Lett 1992, 299, 243
59. von Heijne, G.; J Mol Biol 1985, 184, 99
60. Nozaki, Y.; Katayama, N.; Ono, H.; Tsubotani, S.; Harada, S.; Okazaki, H.; Nakao, Y.; Nature, 1987, 325, 179.
61. Howarth, T.T.; Brown, A.G.; King, J. J. Chem. Soc , Chem. Commun.,1976, 266
62. Allsop, A E.; Brooks,;Edwards, P.D.; Kaura, A C.; Southgate, R. . J. Antibiotics, 1996, 49, 921.
63. Allsop, A E ; Ashby, M.; Brooks, G ; Bruton, G.; Coulton, S.; Edwards, P.D.; Elsmere, S.A.; Hatton, I.K.; Kaura, A.C.; McLean, S.D.; Pearson, M.J.; Pearson, N.D.; Perry, C.R.; Smale, T., Southgate, R. Anti-Infectives, Recent Advances in Chemistry and Structure-Activity Relationships; Bentley, P H. and O'Hanlon, P J., Ed ; The Royal Society of Chemistry, Cambridge, 1997, pp. 61-72.
64. van Dijl, J.M.; van den Bergh, R.; Reversma, T.; Smith, H.; Bron, S.; Venema, G. Mol. Gen Genet. 1990, 223, 233.
65. a "Gonococcal Genome Sequencing Project",
66. Pseudomonas Genome Project, University of Washington Genome Center, the Cystic Fibrosis Foundation and PathoGenesis Corporation
67. Packer, J C.; Andre, D.; Howe, C J. Plant Mol. Biol. 1995, 27, 199
68. Klug, G , Jaeger, A ; Heck, C.; Rauhut, R. Mol Gen. Genet. 1997, 253, 666.
69. Connor, R.; Churcher C.M.; Barrell B.G , Rajandream M.A.; Walsh S V. 1996. submitted to embl/genbank/ddbj data banks, embl; z74024, e248777 M.uberculosis sequence
70. Parkhill, J.; Barrell, B.G.; Rajandream, M.A 1997, GenBank accession number Z97369.
71. Roe, B.A., Clifton, S ; McShan, M ; Ferretti, J 1997 "Streptococcal Genome Sequencing Project"
72. Akagawa, E.; Kurita, K.; Sugawara, T.; Nakamura, K.; Kasahara, Y.; Ogasawara, N.; Yamane, K. Microbiol. 1995, 141, 3241.
73. Meijer, W.J.J.; de Jong, A.; Bea, G.; Wiseman, A.; Tjalsma, H ; Venema, G.; Bron S.; van Dijl, J.M. Mol. Microbiol. 1995, 17, 621.
74. Hoang V.; Birger, A.; Hofemeister, J. 1993, Sequence P42668 submitted to embl/genbank/ddbj data banks.
75. van Dijl, J.M. 1993, Sequence p41027, submitted to embl/genbank/ddbj data banks.
76. van Dijl, J.M 1993, Sequence p41026, submitted to embl/genbank/ddbj data banks.
77. Stephens, R.S.; Kalman, S.; Fenner, C.; Davis, R. 1997 "Chlamydia Genome Project",
78. Kaneko, T.; Sato, S.; Kotani, H.; Tanaka, A.; Asamizu, E., Nakamura, Y.; Miyajima, N.; Hirosawa, M.; Sugiura, M ; Sasamoto, S.; Kimura, T.; Hosouchi, T.; Matsuno, A.; Muraki, A ; Nakazaki, N.; Naruo, K.; Okumura, S ; Shimpo, S.; Takeuchi, C ; Wada, T.; Watanabe, A.; Yamada, M ; Yasuda, M.; Tabata, S DNA Res. 1996, 3, 109.
79. Albers-Schonberg, G.; Arison, B.H.; Hensens, O.T.; Hirshfield, J ; Hoogsteen, K ; Kaczka, E.A.; Rhodes, R.E.; Kahan, J.S.; Ratcliffe, R.W.; Walton, E.; Rushwinkle, L.J.; Morin, R.B.; Christensen, B.G. J. Am. Chem. Soc. 1978, 100, 6491.
80. Pearson, N.D.; Smale, T.C.; Southgate, R Tett. Lett. 1995, 36, 4493.