Identification of the catalytic residues of AroA (Enolpyruvylshikimate 3-phosphate synthase) using partitioning analysis

Biochemistry

Volumn 42, Issue 23, 2003, Pages 6986-6995

  Mizyed, Shehadeh ^a,b   Wright, Jennifer E I ^a,b   Byczynski, Bartosz ^a,b   Berti, Paul J ^a,b  

^a MCMASTER UNIVERSITY   (Canada)

^b MCMASTER UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; CATALYSIS; PH EFFECTS;

CATALYTIC RESIDUES;

BIOCHEMISTRY;

AMINO ACID; ENOLPYRUVYLSHIKIMATE 3 PHOSPHATE SYNTHASE; GLUTAMIC ACID; LYSINE; PHOSPHATE; SHIKIMIC ACID DERIVATIVE; SYNTHETASE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CATALYST; ELIMINATION REACTION; ENZYME ACTIVE SITE; ENZYME MECHANISM; ENZYME SPECIFICITY; ENZYME STABILITY; GENE MUTATION; MUTANT; PARTITION COEFFICIENT; PRIORITY JOURNAL; WILD TYPE;

3-PHOSPHOSHIKIMATE 1-CARBOXYVINYLTRANSFERASE; ALKYL AND ARYL TRANSFERASES; AMINO ACID SUBSTITUTION; BINDING SITES; CARBON ISOTOPES; CATALYSIS; COMPUTER SIMULATION; GLUTAMIC ACID; HYDROGEN-ION CONCENTRATION; KINETICS; LYSINE; MODELS, MOLECULAR; MUTAGENESIS, SITE-DIRECTED; NUMERICAL ANALYSIS, COMPUTER-ASSISTED; PHOSPHOENOLPYRUVATE; RECOMBINANT PROTEINS; SHIKIMIC ACID;

EID: 0038808626     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi027217l     Document Type: Article

References (63)

1. Sikorski, J. A., and Gruys, K. J. (1997) Acc. Chem. Res. 30, 2-8.
2. Hendlin, D., Stapley, E. O., Jackson, M., Wallick, H., Miller, A. K., Wolf, F. J., Miller, T. W., Chaiet, L., Kahan, F. M., Foltz, E. L., Woodruff, H. B., Mata, J. M., Hernandez, S., and Mochales, S. (1969) Science 166, 122-123.
3. Anderson, K. S., and Johnson, K. A. (1990) Chem. Rev. 90, 1131-1149.
4. Anderson, K. S., Sammons, R. D., Leo, G. C., Sikorski, J. A., Benesi, A. J., and Johnson, K. A. (1990) Biochemistry 29, 1460-1465.
5. Anderson, K. S., Sikorski, J. A., and Johnson, K. A. (1988) Biochemistry 27, 7395-7406.
6. Anderson, K. S., and Johnson, K. A. (1990) J. Biol. Chem. 265, 5567-5572.
7. Anderson, K. S., Sikorski, J. A., Benesi, A. J., and Johnson, K. A. (1988) J. Am. Chem. Soc. 110, 6577-6579.
8. Kim, D. H., Lees, W. J., Kempsell, K. E., Lane, W. S., Duncan, K., and Walsh, C. T. (1996) Biochemistry 35, 4923-4928.
9. Kim, D. H., Lees, W. J., and Walsh, C. T. (1994) J. Am. Chem. Soc. 116, 6478-6479.
10. Marquardt, J. L., Brown, E. D., Lane, W. S., Haley, T. M., Ichikawa, Y., Wong, C. H., and Walsh, C. T. (1994) Biochemistry 33, 10646-10651.
11. Skarzynski, T., Kim, D. H., Lees, W. J., Walsh, C. T., and Duncan, K. (1998) Biochemistry 37, 2572-2577.
12. Lees, W. J., and Walsh, C. T. (1995) J. Am. Chem. Soc. 117, 7329-7337.
13. Eschenburg, S., and Schonbrunn, E. (2000) Proteins 40, 290-298.
14. Schonbrunn, E., Eschenburg, S., Krekel, F., Luger, K., and Amrhein, N. (2000) Biochemistry 39, 2164-2173.
15. Schonbrunn, E., Eschenburg, S., Luger, K., Kabsch, W., and Amrhein, N. (2000) Proc. Natl. Acad. Sci. U.S.A. 97, 6345-6349.
16. Schonbrunn, E., Sack, S., Eschenburg, S., Perrakis, A., Krekel, F., Amrhein, N., and Mandelkow, E. (1996) Structure 4, 1065-1075.
17. Skarzynski, T., Mistry, A., Wanacott, A., Hutchinson, S. E., Kelly, V. A., and Duncan, K. (1996) Structure 4, 1465-1474.
18. Schonbrunn, E., Eschenburg, S., Shuttleworth, W. E., Schloss, J. V., Amrhein, N., Evans, J. N. S., and Kabsch, W. (2001) Proc. Natl. Acad. Sci. U.S.A. 98, 1376-1380.
19. Stallings, W. C., Abdel-Meguid, S. S., Lim, L. W., Shieh, H.-S., Dayringer, H. E., Leimgruber, N. K., Stegeman, R. A., Anderson, K. S., Sikorski, J. A., Padgette, S. R., and Kishore, G. H. (1991) Proc. Natl. Acad. Sci. U.S.A. 88, 5046-5050.
20. Albery, W. J., and Knowles, J. R. (1976) Biochemistry 15, 5627-5631.
21. Mehl, A., Xu, Y., and Dunaway-Mariano, D. (1994) Biochemistry 33, 1093-1102.
22. Shuttleworth, W. A., Hough, C. D., Bertrand, K. P., and Evans, J. N. S. (1992) Protein Eng. 5, 461-466.
23. Edelhoch, H. (1967) Biochemistry 6, 1948-1954.
24. Pace, C. N., Vajdos, F., Fee, L., Grimsley, G., and Gray, T. (1995) Protein Sci. 4, 2411-2423.
25. Anderson, K. S., Sikorski, J. A., and Johnson, K. A. (1988) Biochemistry 27, 1604-1610.
26. Castellino, S., Leo, G. C., Sammons, R. D., and Sikorski, J. A. (1991) J. Org. Chem. 56, 5176-5181.
27. Roossien, F. F., Brink, J., and Robillard, G. T. (1983) Biochim. Biophys. Acta 760, 185-187.
28. Parra, F. (1982) Biochem. J. 205, 643-645.
29. Lanzetta, P. A., Alvarez, L. J., Reinach, P. S., and Candia, O. A. (1979) Anal. Biochem. 100, 95-97.
30. Halgren, T. A. (1996) J. Comput. Chem. 17, 490-519.
31. Barshop, B. A., Wrenn, R. F., and Frieden, C. (1983) Anal. Biochem. 130, 134-145.
32. Gruys, K. J., Marzabadi, M. R., Pansegrau, P. D., and Sikorski, J. A. (1993) Arch. Biochem. Biophys. 304, 345-351.
33. Gruys, K. J., Walker, M. C., and Sikorski, J. A. (1992) Biochemistry 31, 5534-5544.
34. Shuttleworth, W. A., Pohl, M. E., Helms, G. L., Jakeman, G. L., and Evans, J. N. S. (1999) Biochemistry 38, 296-302.
35. Huynh, Q. K., Bauer, S. C., Bild, G. S., Kishore, G. M., and Borgmeyer, J. R. (1988) J. Biol. Chem. 263, 11636-11639.
36. Selvapandiyan, A., Majumder, K., Fattah, F. A., Ahmad, S., Arora, N., and Bhatnagar, R. K. (1995) FEBS Lett. 374, 253-256.
37. Padgette, S. R., Re, D. B., Gasser, C. S., Eichholtz, D. A., Frazier, R. B., Hironaka, C. M., Levine, E. B., Shah, D. M., Fraley, R. T., and Kishore, G. M. (1991) J. Biol. Chem. 266, 22364-22369.
38. Selvapandiyan, A., Ahmad, S., Majumder, K., Arora, N., and Bhatnagar, R. K. (1996) Biochem. Mol. Biol. Int. 40, 603-610.
39. Majumder, K., Selvapandiyan, A., Fattah, F. A., Arora, N., Ahmad, S., and Bhatnagar, R. K. (1995) Eur. J. Biochem. 229, 99-106.
40. Shuttleworth, W. A., and Evans, J. N. S. (1994) Biochemistry 33, 7062-7068.
41. Shuttleworth, W. A., and Evans, J. N. S. (1996) Arch. Biochem. Biophys. 334, 37-42.
42. Du, W., Liu, W. S., Payne, D. J., and Doyle, M. L. (2000) Biochemistry 39, 10140-10146.
43. Stauffer, M. E., Young, J. K., Helms, G. L., and Evans, J. N. (2001) FEBS Lett. 499, 182-186.
44. Richard, J. P. (1998) Biochemistry 37, 4305-4309.
45. Carlow, D. C., Short, S. A., and Wolfenden, R. (1996) Biochemistry 35, 948-954.
46. Guthrie, R. D., and Jencks, W. P. (1989) Acc. Chem. Res. 22, 343-349.
47. March, J. (1992) Advanced Organic Chemistry, 4th ed., Wiley-Interscience, New York.
48. Samland, A. K., Etezady-Esfarjani, T., Amrhein, N., and Macheroux, P. (2001) Biochemistry 40, 1550-1559.
49. Samland, A. K., Amrhein, N., and Macheroux, P. (1999) Biochemistry 38, 13162-13169.
50. Steinrucken, H. C., and Amrhein, N. (1984) Eur. J. Biochem. 143, 341-349.
51. Capon, B. (1969) Chem. Rev. 69, 407-498.
52. Wolfenden, R., Ridgway, C., and Young, G. (1998) J. Am. Chem. Soc. 120, 833-834.
53. Frandsen, T. P., Dupont, C., Lehmbeck, J., Stoffer, B., Sierks, M. R., Honzatko, R. B., and Svensson, B. (1994) Biochemistry 33, 13808-13816.
54. Denu, J. M., Zhou, G., Guo, Y., and Dixon, J. E. (1995) Biochemistry 34, 3396-3403.
55. Huynh, Q. K., Kishore, G. M., and Bild, G. S. (1988) J. Biol. Chem. 263, 735-739.
56. Grimshaw, C. E., Sogo, S. G., Copley, S. D., and Knowles, J. R. (1984) J. Am. Chem. Soc. 106, 2699-2700.
57. Lee, J. J., Asano, Y., Shieh, T.-L., Spreafico, F., Lee, K., and Floss, H. G. (1984) J. Am. Chem. Soc. 106, 3367-3368.
58. Kim, D. H., Tucker-Kellogg, G. W., Lees, W. J., and Walsh, C. T. (1996) Biochemistry 35, 5435-5440.
59. Kim, D. H., Lees, W. J., and Walsh, C. T. (1995) J. Am. Chem. Soc. 117, 6380-6381.
60. Briggs, A. J., Evans, C. M., Glenn, R., and Kirby, A. J. (1983) J. Chem. Soc., Perkin Trans. 2, 1637-1640.
61. Perrin, C. L. (2002) Acc. Chem. Res. 35, 28-34.
62. Fersht, A. R. (1985) Enzyme structure and mechanism, 2nd ed., W. H. Freeman and Co., New York.
63. Zechel, D. L., and Withers, S. G. (2000) Acc. Chem. Res. 33, 11-18.