Evolution toward small molecule inhibitor resistance affects native enzyme function and stability, generating acarbose-insensitive cyclodextrin glucanotransferase variants

Journal of Biological Chemistry

Volumn 283, Issue 16, 2008, Pages 10727-10734

  Kelly, Ronan M ^a   Leemhuis, Hans ^a   Gätjen, Linda ^a   Dijkhuizen, Lubbert ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ANIMAL CELL CULTURE; BINDING ENERGY; BINDING SITES; BIOCHEMISTRY; CATALYSTS; ENZYMES; MOLECULES; PROBABILITY DENSITY FUNCTION; PROTEINS;

ACARBOSE; ACCEPTOR SUBSTRATES; ACTIVE SITES; CATALYTIC EFFICIENCIES; CYCLODEXTRIN GLUCANOTRANSFERASE; EVOLUTIONARY POTENTIALS; HUMAN INFECTIONS; IC50 VALUES; METABOLIC DISORDERS; NATIVE ENZYMES; NATIVE FUNCTIONS; RESISTANCE AFFECTS; SELECTIVE INHIBITIONS; SEQUENCE SPACES; SINGLE MUTATIONS; SMALL MOLECULES;

ENZYME INHIBITION;

ACARBOSE; CYCLOMALTODEXTRIN GLUCANOTRANSFERASE; GLUCOSYLTRANSFERASE;

ARTICLE; BINDING SITE; CATALYSIS; CHEMICAL STRUCTURE; CONTROLLED STUDY; CRYSTAL STRUCTURE; ENZYME ACTIVITY; ENZYME STABILITY; ENZYME SUBSTRATE; GENE MUTATION; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; SITE DIRECTED MUTAGENESIS; THERMOSTABILITY; ANTIBIOTIC RESISTANCE; BACILLUS SUBTILIS; BIOCHEMISTRY; CHEMISTRY; ESCHERICHIA COLI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IC 50; METABOLISM; METHODOLOGY; MUTAGENESIS; MUTATION; PLASMID; POLYMERASE CHAIN REACTION; TEMPERATURE;

ACARBOSE; BACILLUS SUBTILIS; BIOCHEMISTRY; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DRUG RESISTANCE, BACTERIAL; ESCHERICHIA COLI; GLUCOSYLTRANSFERASES; INHIBITORY CONCENTRATION 50; MODELS, MOLECULAR; MUTAGENESIS; MUTAGENESIS, SITE-DIRECTED; MUTATION; PLASMIDS; POLYMERASE CHAIN REACTION; TEMPERATURE;

EID: 44849090096     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M709287200     Document Type: Article

References (60)

1. Jana, S., and Deb, J. K. (2006) Appl. Microbiol. Biotechnol. 70, 140-150
2. Magnet, S., and Blanchard, J. S. (2005) Chem. Rev. 105, 477-498
3. Walsh, C. (2000) Nature 406, 775-781
4. Leach, K. L., Swaney, S. M., Colca, J. R., McDonald, W. G., Blinn, J. R., Thomasco, L. M., Gadwood, R. C., Shinabarger, D., Xiong, L., and Mankin, A. S. (2007) Mol. Cell 26, 393-402
5. Wilke, M. S., Lovering, A. L., and Strynadka, N. C. (2005) Curr. Opin. Microbiol. 8, 525-533
6. Kahne, D., Leimkuhler, C., Lu, W., and Walsh, C. (2005) Chem. Rev. 105, 425-448
7. Yin, P. D., Das, D., and Mitsuya, H. (2006) CMLS Cell Mol. Life Sci. 63, 1706-1724
8. Jordan, M. A., and Wilson, L. (2004) Nat. Rev. Cancer 4, 253-265
9. Gupta, M. L., Jr., Bode, C. J., Georg, G. I., and Himes, R. H. (2003) Proc. Natl. Acad. Sci. U. S. A. 100, 6394-6397
10. Normark, B. H., and Normark, S. (2002) J. Intern. Med. 252, 91-106
11. Andersson, D. I. (2006) Curr. Opin. Microbiol. 9, 461-465
12. Poole, K. (2001) Curr. Opin. Microbiol. 4, 500-508
13. Gagneux, S., Long, C. D., Small, P. M., Van, T., Schoolnik, G. K., and Bohannan, B. J. (2006) Science 312, 1944-1946
14. McCallum, N., Karauzum, H., Getzmann, R., Bischoff, M., Majcherczyk, P., Berger-Bachi, B., and Landmann, R. (2006) Antimicrob. Agents Chemother. 50, 2352-2360
15. Wichelhaus, T. A., Boddinghaus, B., Besier, S., Schafer, V., Brade, V., and Ludwig, A. (2002) Antimicrob. Agents Chemother. 46, 3381-3385
16. Stam, M. R., Danchin, E. G., Rancurel, C., Coutinho, P. M., and Henrissat, B. (2006) Protein Eng. Des. Sel. 19, 555-562
17. Kelly, R. M., Leemhuis, H., and Dijkhuizen, L. (2007) Biochemistry 46, 11216-11222
18. Janecek, S., Svensson, B., and MacGregor, E. A. (2003) Eur. J. Biochem. 270, 635-645
19. Leemhuis, H., Dijkstra, B. W., and Dijkhuizen, L. (2003) Eur. J. Biochem. 270, 155-162
20. Wehmeier, U. F., and Piepersberg, W. (2004) Appl. Microbiol. Biotechnol. 63, 613-625
21. Leemhuis, H., Dijkstra, B. W., and Dijkhuizen, L. (2002) FEBS Lett. 514, 189-192
22. Leemhuis, H., Rozeboom, H. J., Wilbrink, M., Euverink, G.-J. W., Dijkstra, B. W., and Dijkhuizen, L. (2003) Biochemistry 42, 7518-7526
23. Kikuchi, M., Ohnishi, K., and Harayama, S. (1999) Gene (Amst.) 236, 159-167
24. Kaper, T., Brouns, S. J., Geerling, A. C., De Vos, W. M., and Van Der, O. J. (2002) Biochem. J. 368, 461-470
25. Vikmon, M. (1982) Rapid and Simple Spectrophotometric Method for Determination of Microamounts of Cyclodextrins (Szejlti, J., ed) pp. 69-74, Reidel Publishing Co, Dordrecht, The Netherlands
26. Leemhuis, H., Rozeboom, H. J., Dijkstra, B. W., and Dijkhuizen, L. (2004) Proteins 54, 128-134
27. Nakamura, A., Haga, K., and Yamane, K. (1993) Biochemistry 32, 6624-6631
28. Leemhuis, H., Wehmeier, U. F., and Dijkhuizen, L. (2004) Biochemistry 43, 13204-13213
29. Leemhuis, H., and Dijkhuizen, L. (2003) Biocatal. Biotransform. 21, 261-270
30. Marciano, D. C., Karkouti, O. Y., and Palzkill, T. (2007) Genetics 176, 2381-2392
31. Fisher, T. S., Joshi, P., and Prasad, V. R. (2002) J. Virol. 76, 4068-4072
32. Cong, M. E., Heneine, W., and Garcia-Lerma, J. G. (2007) J. Virol. 81, 3037-3041
33. Bjorkholm, B., Sjolund, M., Falk, P. G., Berg, O. G., Engstrand, L., and Andersson, D. I. (2001) Proc. Natl. Acad. Sci. U. S. A. 98, 14607-14612
34. Fernandez, A., Tawfik, D. S., Berkhout, B., Sanders, R., Kloczkowski, A., Sen, T., and Jernigan, B. (2005) J. Biomol. Struct. Dyn. 22, 615-624
35. Aharoni, A., Gaidukov, L., Khersonsky, O., McQ Gould, S., Roodveldt, C., and Tawfik, D. S. (2005) Nat. Genet. 37, 73-76
36. Uitdehaag, J. C. M., Kalk, K. H., van der Veen, B. A., Dijkhuizen, L., and Dijkstra, B. W. (1999) J. Biol. Chem. 274, 34868-34876
37. Knegtel, R. M., Strokopytov, B., Penninga, D., Faber, O. G., Rozeboom, H. J., Kalk, K. H., Dijkhuizen, L., and Dijkstra, B. W. (1995) J. Biol. Chem. 270, 29256-29264
38. Kanai, R., Haga, K., Akiba, T., Yamane, K., and Harata, K. (2004) Protein Sci. 13, 457-465
39. Doyon, L., Croteau, G., Thibeault, D., Poulin, F., Pilote, L., and Lamarre, D. (1996) J. Virol. 70, 3763-3769
40. van der Veen, B. A., Uitdehaag, J. C. M., Penninga, D., Van Alebeek, G. J., Smith, L. M., Dijkstra, B. W., and Dijkhuizen, L. (2000) J. Mol. Biol. 296, 1027-1038
41. van der Kaaij, R. M., Yuan, X. L., Franken, A., Ram, A. F., Punt, P. J., van der Maarel, M. J., and Dijkhuizen, L. (2007) Eukaryot. Cell 6, 1178-1188
42. Wang, X., Minasov, G., and Shoichet, B. K. (2002) J. Mol. Biol. 320, 85-95
43. Bloom, J. D., Labthavikul, S. T., Otey, C. R., and Arnold, F. H. (2006) Proc. Natl. Acad. Sci. U. S. A. 103, 5869-5874
44. Sanchez, I. E., Tejero, J., Gomez-Moreno, C., Medina, M., and Serrano, L. (2006) J. Mol. Biol. 363, 422-432
45. Beadle, B. M., and Shoichet, B. K. (2002) J. Mol. Biol. 321, 285-296
46. van der Veen, B. A., Leemhuis, H., Kralj, S., Uitdehaag, J. C. M., Dijkstra, B. W., and Dijkhuizen, L. (2001) J. Biol. Chem. 276, 44557-44562
47. Eijsink, V. G., Gaseidnes, S., Borchert, T. V., and van den, B. B. (2005) Biomol. Eng. 22, 21-30
48. Maisnier-Patin, S., and Andersson, D. I. (2004) Res. Microbiol. 155, 360-369
49. Maisnier-Patin, S., Paulander, W., Pennhag, A., and Andersson, D. I. (2007) J. Mol. Biol. 366, 207-215
50. Maisnier-Patin, S., Roth, J. R., Fredriksson, A., Nystrom, T., Berg, O. G., and Andersson, D. I. (2005) Nat. Genet. 37, 1376-1379
51. Wicki, J., Williams, S. J., and Withers, S. G. (2007) J. Am. Chem. Soc. 129, 4530-4531
52. DeLano, W. L. (2002) The PyMOL Molecular Graphics System, Version V0.99, DeLano Scientific LLC, San Francisco, CA
53. Kawate, H., Landis, D. M., and Loeb, L. A. (2002) J. Biol. Chem. 277, 36304-36311
54. Gough, K., Allison, G., Rogers, L., and Smith, A. (2002) Eur. J. Phycol. 37, 419-428
55. Lin, C., Lin, K., Luong, Y. P., Rao, B. G., Wei, Y. Y., Brennan, D. L., Fulghum, J. R., Hsiao, H. M., Ma, S., Maxwell, J. P., Cottrell, K. M., Perni, R. B., Gates, C. A., and Kwong, A. D. (2004) J. Biol. Chem. 279, 17508-17514
56. Ghadessy, F. J., Ong, J. L., and Holliger, P. (2001) Proc. Natl. Acad. Sci. U. S. A. 98, 4552-4557
57. Mahalingam, B., Louis, J. M., Reed, C. C., Adomat, J. M., Krouse, J., Wang, Y. F., Harrison, R. W., and Weber, I. T. (1999) Eur. J. Biochem. 263, 238-245
58. Paulander, W., Maisnier-Patin, S., and Andersson, D. I. (2007) Mol. Microbiol. 64, 1038-1048
59. Liu, F., Boross, P. I., Wang, Y. F., Tozser, J., Louis, J. M., Harrison, R. W., and Weber, I. T. (2005) J. Mol. Biol. 354, 789-800
60. Galan, J. C., Morosini, M. I., Baquero, M. R., Reig, M., and Baquero, F. (2003) Antimicrob. Agents Chemother. 47, 2551-2557