Shikimate kinase: A potential target for development of novel antitubercular agents

Current Drug Targets

Volumn 8, Issue 3, 2007, Pages 459-468

  Pereira, José H ^a   Vasconcelos, Igor B ^b   Oliveira, Jaim S ^b   Caceres, Rafael A ^b   de Azevedo Jr , Walter F ^b   Basso, Luis A ^b   Santos, Diógenes S ^b  

^a SÃO PAULO STATE UNIVERSITY UNESP   (Brazil)

^b PONTIFICAL CATHOLIC UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

Drug design; Drug target; Malaria; Mycobacterium tuberculosis; Plasmodiumsp; Shikimate kinase; Shikimate pathway; Tuberculosis

Indexed keywords

ADENOSINE DIPHOSPHATE; ADENOSINE TRIPHOSPHATE; CORE PROTEIN; HYDROXYL GROUP; MAGNESIUM ION; NUCLEOSIDE MONOPHOSPHATE KINASE; SHIKIMIC ACID; TUBERCULOSTATIC AGENT;

ALPHA HELIX; CATALYSIS; CONFORMATIONAL TRANSITION; DRUG CLASSIFICATION; DRUG DESIGN; DRUG EFFICACY; DRUG TARGETING; ENZYME PHOSPHORYLATION; ENZYME SUBSTRATE; GENE DISRUPTION; MOLECULAR DYNAMICS; MORTALITY; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PATIENT COMPLIANCE; PROTEIN BINDING; PROTEIN DOMAIN; PROTEIN FAMILY; PROTEIN FOLDING; PROTEIN MOTIF; PROTEIN PROTEIN INTERACTION; REVIEW; SIGNAL TRANSDUCTION; TREATMENT DURATION; TUBERCULOSIS;

ANIMALS; ANTITUBERCULAR AGENTS; DRUG DELIVERY SYSTEMS; HUMANS; PHOSPHOTRANSFERASES (ALCOHOL GROUP ACCEPTOR);

EID: 33847764550     PISSN: 13894501     EISSN: None     Source Type: Journal    
DOI: 10.2174/138945007780059013     Document Type: Review

References (97)

1. Davis, B.D. and Mingioli, E. S. (1953) J. Bacteriol. 66(2), 129-136.
2. Sprinson, D.B. (1960) Adv. Carbohydrate Chem. 15, 235-270.
3. Pittard, A.J. (1987) In F.C. Neidhardt, J.L. Ingraham, K.B. Low, B. Magasanik, M. Schaechter, and H.E. Umbarger (ed.), Escherichia coli and Salmonella typhimurium: cellular and molecular biology, vol.1, pp. 368-394. American Society for Microbiology, Washington, D.C.
4. Haslam, E. (1993) Shikimic acid: metabolism and metabolites. John Wiley & Sons, Chichester, United Kingdom.
5. Folkers, K. (1996). Biochem. Biophys. Res. Commun. 224(2), 358-361.
6. Coggins, J.R., Duncan, K., Anton, I.A., Boocock, M.R., Chaudhuri, S., Lambert, J.M., Lewendon, A., Millar, G., Mousdale, D.M., Smith, D.D., (1987) Biochem. Soc. Trans. 15(4), 754-759.
7. Butler, J.R., Alworth, W.L., Nugent, M.J., (1974) J. Am. Chem. Soc. 96, 1617-1618.
8. Mousdale, D.M., Campbell, M.S., Coggins, J.R. (1987) Phytochemistry 26(10), 2665-2670.
9. Duncan, K., Edwards, R.M., Coggins, J.R. (1987) Biochem. J. 246(2), 375-386.
10. Davies, G.M., Barret-Bee, K.J., Jude, D.A., Lehan, M., Nichols, W.W., Pinder, P.E., Thain, J.L., Watkins, W.J., Wilson, R.G. (1994) Antimicrob. Agents Chemother. 38(2), 403-406.
11. Coggins, J.R. (1989) The shikimate pathway as a target for herbicides. In Herbicides and Plant Metabolism (Dodge, A., ed.), Cambridge University Press, Cambridge, UK, pp. 97-112.
12. Bentley, R. (1990). Crit. Rev. Biochem. Mol. Biol. 25(5), 307-384.
13. McDevitt, D., Payne, D.J., Holmes, D.J., and Rosenberg, M. (2002) J. Appl. Microbiol. 92, 28S-34S.
14. McArthur, J.D., West, N.P., Cole, J.N., Jungnitz, H., Guzman,C.A., Chin, J., Lehrbach, P.R., Djordjevic, S.P., and Walker, M.J. (2003) FEMS Microbiol. Lett. 221(1), 7-16.
15. Roberts, F., Roberts, C.W., Johnson, J.J., Kyle, D.E., Krell, T., Coggins, J.R., Coombs, G.H., Milhous, W.K., Tzipori, S., Fergunson, D.J.P., Chakrebarti, D., and McLeod, R. (1998). Nature 393, 801-805.
16. Kishore, G.M. & Shah, D.M. (1988) Annu. Rev. Biochem. 57, 627-663.
17. Dieckmann, A., and Jung, A. (1986) Mol. Biochem. Parasitol. 19(2), 143-147.
18. Campbell, S.A., Richards, T.A., Mui, E.J., Samuel, B.U., Coggins, J.R., McLeod, R., Roberts, C.W. (2004) Int. J. Parasitol. 34(1), 5-13.
19. McRobert, L., McConkey, G.A. (2002) Mol. Biochem. Parasitol. 119(2), 273-278.
20. McConkey G.A. (1999) Antimicrob. Agents Chemother. 43(1), 175-177.
21. Gardner, M.J., Shallom, S.J., Carlton, J.M., Salzberg, S.L., Nene, V., Shoaibi, A., Ciecko, A., Lynn, J., Rizzo, M., Weaver, B., Jarrahi, B., Brenner, M., Parvizi, B., Tallon, L., Moazzez, A., Granger, D., Fujii, C., Hansen, C., Pederson, J., Feldblyum, T., Peterson, J., Suh, B., Angiuoli, S., Pertea, M., Allen, J., Selengut, J., White, O., Cummings, L.M., Smith, H.O., Adams, M.D., Venter, J.C., Carucci, D.J., Hoffman, S.L., Fraser, C.M. (2002) Nature 419, 498-511.
22. McConkey, G.A., Pinney, J.W., Westhead, D.R. (2004) Trends Parasitol. 20(2), 60-65.
23. Fitzpatrick T, Ricken S, Lanzer M, Amrhein N, Macheroux P, Kappes B. (2001) Mol. Microbiol. 40(1), 65-75.
24. Ratledge, C. (1982). The Biology of the Mycobacteria. Academic Press, London 1, 185-271.
25. Voos, J.J., Rutter, K., Schroder, B.G., Su, H., Zhu, Y., and Barry, C.B. III. (2000) Proc. Natl. Acad. Sci. USA, 97, 1252-1257.
26. Parish, T., and Stoker, N. G. (2002) Microbiology 148, 3069-3077.
27. Whipp, M.J. & Pittard, A.J. (1995) J. Bacterial. 177(6), 1627-1629.
28. Millar, G., Lewendon, A., Hunter, M.G. & Coggins, J.R. (1986). Biochem. J. 237(2), 427-437.
29. De Feyter, R.C. & Pittard, J. (1986) J. Bacteriol. 165(1), 331-333.
30. Ely, B. and Pittard, J. (1979) J. Bacteriol. 138(3), 933-943.
31. De Feyter, R.C., Davidson, B.E., and Pittard, J. (1986) J. Bacteriol. 165(1), 233-239.
32. Vinella, D., Gagny, B., Joseleau-Petit, D., D'Ardi, R. & Cashel, M. (1996) J. Bacteriol. 178(13), 3818-3828.
33. Gu, Y., Reshetnikova, L., Li, Y., Wu, Y., Yan, H., Singh, S., Ji, X. (2002) J. Mol. Biol. 319(3), 779-789.
34. Krell, T., Coggins, J.R. & Lapthorn, A.J. (1998) J. Mol. Biol. 278(5), 983-997.
35. Krell, T., Maclean, J., Boam, D.J., Cooper, A., Resmini, M., Brocklehurst, K. et al. (2001) Protein Sci. 10(6), 1137-1149.
36. Dreusicke, D., Karplus, A. & Schulz, G.E. (1988) J. Mol. Biol. 199(2), 359-371.
37. Schlauderer, G.J. & Schulz, G.E. (1996) Protein Sci. 5(3), 434-441.
38. Stehle, T. & Schulz, G.E. (1990) J. Mol. Biol. 211(1), 249-254.
39. Müller-Dieckmann, H.-J. & Schulz, G.E. (1994) J. Mol. Biol. 236(1), 361-367.
40. Wild, K., Bohner, T., Aubry, A., Folkers, G. & Schulz, G.E. (1995) FEBS Lett. 368(2), 289-292.
41. Vonrhein, C., Schlauderer, G. J. & Schulz, G. E. (1995) Structure, 3(5), 483-490.
42. Müller, C.W., Schlauderer, G.J., Reinstein, J. & Schulz, G.E. (1996) Structure, 4(2), 147-156.
43. Gerstein, M., Schulz, G.E. & Chothia, C. (1993) J. Mol. Biol. 229(2), 494-501.
44. Walker, J.E., Saraste, M., Runswick, M.J. & Gay, N.J. (1982). EMBO J. 1(8), 945-951.
45. Smith, C.A. & Rayment, I. (1996) Biophys. J. 70(4), 1590-1602.
46. Reinstein, J., Schlichting, I., and Wittinghofer, A. (1990) Biochemistry 29(32), 7451-7459.
47. Sigal, I.S., Gibbs, J.B., D'Alonzo, J.S., Temeles, G.L., Wolanski, B.S., Socher, S.H., and Scolnick, E.M. (1986) Proc. Natl. Acad. Sci. USA 83(4), 952-956.
48. Leipe, D.D., Koonin, E.V., and Aravind, L. (2003) J. Mol. Biol. 333(4), 781-815.
49. Raviglione, M.C. (2003) Tuberculosis, 83(1-3), 4-14.
50. Corbett, E.L., Watt, C.J., Walker, N., Maher, D., Willians, B.G., Raviglione, M.C., Dye, C. (2003). Arch. Intern. Med. 163(9), 1009-1021.
51. Dye C, Scheele S, Dolin P, Pathania V, Raviglione, M.C. (1999) JAMA 282(7), 677-686.
52. World Health Organization: Global Tuberculosis Control. WHO Report 2004. ISBN 92 4 156264 1.
53. Basso, L.A., and Santos, D.S. (2005) Med. Chem. Rev. Online 2, 393-413.
54. Duncan, K. (2003) Tuberculosis, 83(1-3), 201-207.
55. O'Brien, R.J., Nunn, P.P. (2001) Am. J. Resp. Crit. Care Med. 163(5), 1055-1058.
56. Garbe, T., Joens, C., Charles, I., Dougan, G., Young, D. (1990) J. Bacteriol. 172(12), 6774-6782.
57. Cole, S.T.; Brosch, R.; Parkhill, J.; Garnier, T.; Churcher, C.; Harris, D.; Gordon, S.V.; Eiglmeier, K.; Gas, S.; Barry III, C.E.; Tekaia, F.; Badcock, K.; Basham, D.; Brown, D.; Chillingworth, T.; Connor, R.; Davies, R.; Devlin, K.; Feltwell, T.; Gentles, S.; Hamlin, N.; Holroyd, S.; Hornsby, T.; Jagels, K.; Krogh, A.; McLean, J.; Moule, S.; Murphy, L.; Oliver, K.; Osborne, J.; Quail, M.A.; Rajandream, M.-A.; Rogers, J.; Rutter, S.; Seeger, K.; Skelton, J.; Squares, R.; Squares, S.; Sulston, J.E.; Taylor, K.; Whitehead, S. and Barrell, B.G. (1998) Nature 393, 537-544.
58. Oliveira, J.S., Pinto, C.A., Basso, L.A., Santos, D.S. (2001) Protein Expr. Purif. 22(3), 430-435.
59. De Azevedo, W. F. Jr., de Oliveira, J. S., Basso, L. A., Palma, M.S., Pereira, J. H., Canduri, F., and Santos, D. S. (2002) Biochem. Biophys. Res. Commun, 295(1), 142-148.
60. Dhaliwal, B., Nichols, C.E., Ren, J., Lockyer, M., Charles, I., Hawkins, A.R., Stammers, D.K. (2004) FEBS Lett. 574(1-3), 49-54.
61. Pereira, J.H., Oliveira, J.S, Canduri, F., Dias, M.V.B., Palma, M.S., Basso, L.A., Santos, D.S., and Azevedo Jr., W.F. (2004) Acta Cryst. Section D 60, 2310-2319.
62. Matte, A., Tari, L.W., and Delbaere, T.J. (1998) Structure, 6(4), 413-419.
63. Williams, R.L., Oren, D.A., Muñoz-Dorado, J., Inouye, S., Inouye, M., and Arnold, M. (1993) J. Mol. Biol. 234(4), 1230-1247.
64. Jencks, W.P. (1975) Adv. Enzymol. 43, 219-410.
65. Smith, C.A., Reyment, I. (1995) Biochemistry, 34(28), 8973-8981.
66. Berchthold, H., Reshetnikovca, L., Reiser, C.O.A., Schrimer, N.K., Sprinzl, M., Hilgenfeld, R. Nature (1993) 365(6442), 126-132.
67. Pai, E.F., Krengel, U., Petski, G.A., Goody, R.S., Kabsch, W., Wittinghofer, A. (1990) EMBO J. 9(8), 2351-2359.
68. Coleman, D.E., Berghuis A.M., Lee, E., Linder, M.E., Gilman, A.G., Sprang, S.R. (1994) Science 265(5177), 1405-1412.
69. Abele, U. and Schulz, G. E. (1995) Protein Sci. 4(7), 1262-1271.
70. Schlauderer, G.J. & Schulz, G.E. (1996) Protein Sci. 5(3), 434-441.
71. Hasemann, C. A., Istvan, E. S., Uyeda, K. & Deisenhofer, J. (1996) Structure 4(9), 1017-1029.
72. Romanowski, M.J., Burley, S.K. (2002) Proteins: Structure, Function Genet. 47(4), 558-562.
73. Bennett, W.S. and Steitz, T.A. (1980) J. Mol.Biol. 140(2), 211-230.
74. Schulz, G.E., Müller, C.W. and Diederichs, K. (1990) J. Mol. Biol. 213(4), 627-630.
75. Idziak, C., Price, N.C., Kelly, S.M., Krell, T., Boam, D.J., Lapthorn, A.J., and Coggins, J.R. (1997) Biochem. Soc. Trans. 25(4), S627.
76. Cerasoli, E., Kelly, S.M., Coggins, J.R., Lapthorn, A.J., Clarke D.T. (2003) Biochim. Biophys. Acta, 1648(1-2), 43-54.
77. Pittard, A.J., and Wallace, B.J. (1966) J. Bacteriol. 92(4), 1070-1075.
78. Whipp, M.J., Camakaris, H., and Pittard, A.J. (1998) Gene 209(1-2), 185-192.
79. Mildvan, A.S. (1979) Adv. Enzymol. Relat. Areas Mol. Biol. 49, 103-126.
80. Schlichting, I., and Reinstein, J. (1997) Biochemistry 36(31), 9290-9296.
81. Xu, Y.-W., Moréra, S., Janin, J., and Cherfils, J. (1997) Proc. Natl. Acad. Sci. USA, 94(8), 3579-3583.
82. Scheffzek, K., and Wittinghofer, A. (1997) Science, 277, 333-338.
83. Basso, L. A., Pereira da Silva, L. H., Fett-Neto, A. G., de Azevedo Jr., W. F., Moreira, I. S., Palma, M. S., Calixto, J. B., Astolfi Filho, S., dos Santos, R. R., Soares, M. B. P., Santos, D. S. (2005) Mem. Inst. Oswaldo Cruz, 100(6): 475-506.
84. da Silveira, N. J. F., Uchoa, H. B., Canduri, F.,Pereira, J. H., Camera Jr., J. C., Basso, L. A., Palma, M. S., Santos, D. S., de Azevedo Jr., W. F. (2004) Biochem Biophys. Res. Commun. 322(1), 100-104.
85. Uchoa, H. B., Jorge, G. E., da Silveira, N. J., Camera J. C., Canduri, F., De Azevedo, W.F. (2004) Biochem. Biophys. Res. Commun. 325(4), 1481-1486.
86. da Silveira, N. J. F., Bonalumi, C. A., Uchoa, H. B., Pereira, J. H., Canduri, F.,Pereira, J. H., de Azevedo Jr., W. F. (2006) Cell Biochem. Biophys. 44(3), 366-374.
87. De Azevedo, W.F. Jr.; Mueller-Dieckmann, H.J.; Schulze-Gahmen, U.; Worland, P.J.; Sausville, E.; Kim S.-H. (1996) Proc. Natl. Acad. Sci. USA. 93(7), 2735-2740.
88. Kim, S.-H.; Schulze-Gahmen, U.; Brandsen, J.; De Azevedo, W. F. Jr. (1996) Prog. Cell Cycle Res. 2, 137-145.
89. Canduri, F.; Uchoa, H.B.; de Azevedo, W.F.Jr. (2004) Biochem. Biophys. Res. Commun. 324(2), 661-666.
90. De Azevedo, W.F. Jr.; Canduri, F.; Silveira, N.J.F. (2002) Biochem Biophys. Res. Commun. 293(1), 566-571.
91. De Azevedo, W.F. Jr.; Leclerc, S.; Meijer, L.; Havlicek, L.; Strnad, M.; Kim, S.-H. (1997) Eur. J. Biochem. 243, 518-526.
92. De Azevedo, W.F. Jr., Gaspar, R.T., Canduri, F.; Camera, J.C. Jr., Silveira, N.J.F. (2002) Biochem Biophys. Res. Commun. 297(5), 1154-1158.
93. De Azevedo, W. F. Jr., Canduri, F. (2005) Curr. Comput. Aided Drug Design 1, 53-64.
94. Gan, J., Gu, Y., Li, Y., Yan, H., Ji, X. (2006) Biochemistry 45, 8539-8545.
95. Dias, M. V. B., Faim, L. M., Vasconcelos, I. B., Oliveira, J. S., Basso, L. A., Santos, D. S., De Azevedo, W. F. Acta Crystallographica F. (In press).
96. Ducati, R. D., Basso, L. A., Santos, D. S. (2007) Curr. Drug Targets 8(1) In press.
97. van der Spoel, D., Lindahl, E., Hess, B., Groenhof, G., Mark, A. E. Berendsen, H.J.C. (2005) J. Comp. Chem. 26(16), 1701-1718.