Alteration of the co-substrate selectivity of deacetoxycephalosporin C synthase: The role of arginine 258

Journal of Biological Chemistry

Volumn 276, Issue 21, 2001, Pages 18290-18295

  Lee, Hwei Jen ^a,b   Lloyd, Matthew D ^a   Clifton, Ian J ^a   Harlos, Karl ^c   Dubus, Alain ^d   Baldwin, Jack E ^a   Frere, Jean Marie ^d   Schofield, Christopher J ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b NATIONAL DEFENSE MEDICAL CENTER   (Taiwan)

^c UNIVERSITY OF OXFORD   (United Kingdom)

^d UNIVERSITY OF LIÈGE   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLATION; CATALYST SELECTIVITY; CRYSTAL STRUCTURE; ENZYME KINETICS; MUTAGENESIS; OXIDATION;

DECARBOXYLATION;

BIOCHEMISTRY;

2 OXOGLUTARIC ACID; ADICILLIN; ADIPIC ACID; ARGININE; CEPHAMYCIN C; DEACETOXYCEPHALOSPORIN C; DEACETOXYCEPHALOSPORIN C SYNTHASE; UNCLASSIFIED DRUG; DEACETOXYCEPHALOSPORIN C SYNTHETASE; MUTASE; PENICILLIN BINDING PROTEIN;

ARTICLE; CATALYSIS; COMPLEX FORMATION; CRYSTAL STRUCTURE; CRYSTALLIZATION; DEACETYLATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE; GENE MUTATION; MOLECULAR INTERACTION; NONHUMAN; PRIORITY JOURNAL; SEQUENCE HOMOLOGY; SITE DIRECTED MUTAGENESIS; GENETICS; KINETICS; METABOLISM; PROTEIN CONFORMATION; STRUCTURE ACTIVITY RELATION;

INTRAMOLECULAR TRANSFERASES; KINETICS; MUTAGENESIS, SITE-DIRECTED; PENICILLIN-BINDING PROTEINS; PROTEIN CONFORMATION; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY;

EID: 0035947653     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.M100085200     Document Type: Article

References (49)

1. Lloyd, M. D., Lee, H.-J., Harlos, K., Zhang, Z. H., Baldwin, J. E., Schofield, C. J., Charnock, J. M., Garner, C. D., Hara, T., Terwisscha van Scheltinga, A. C., Valegård, K., Viklund, J. A. C., Hajdu, J., Andersson, I., Danielsson, Å., and Bhikhabhai, R. (1999) J. Mol. Biol. 287, 943-960
2. Baldwin, J. E., and Abraham, E. (1988) Nat. Prod. Rep. 5, 129-145
3. Baldwin, J. E., and Schofield, C. J. (1992) in The Chemistry of β-Lactams (Page, M. I., ed) Blackie Academic and Professional, London
4. Cooper, R. D. G. (1993) Bioorg. Med. Chem. 1, 1-17
5. Xiao, X., Wolfe, S., and Demain, A. L. (1991) Biochem. J. 280, 471-474
6. Prescott, A. G. (1993) J. Exp. Bot. 44, 849-861
7. Prescott, A. G., and Lloyd, M. D. (2000) Nat. Prod. Rep. 17, 367-383
8. Valegård, K., Terwisscha van Scheltinga, A. C., Lloyd, M. D., Hara, T., Ramaswamy, S., Perrakis, A., Thompson, A., Lee, H.-J., Baldwin, J. E., Schofield, C. J., Hajdu, J., and Andersson, I. (1998) Nature 394, 805-809
9. Lee, H.-J., Lloyd, M. D., Harlos, K., Clifton, I. J., Baldwin, J. E., and Schofield, C. J. (2001) J. Mol. Biol. 308, 937-948
10. Zhang, Z.-H., Ren, J., Stammers, J. K., Baldwin, J. E., Harlos, K., and Schofield, C. J. (2000) Nat. Struct. Biol. 7, 127-133
11. Roach, P. L., Clifton, I. J., Hensgens, C. M. H., Shibata, N., Schofield, C. J., Hajdu, J., and Baldwin, J. E. (1997) Nature 387, 827-830
12. Loke, P., and Sim, T.-S. (1998) FEMS Microbiol. Lett. 165, 353-356
13. Loke, P., and Sim, T.-S. (1998) FEMS Microbiol. Lett. 164, 107-110
14. Kunkel, T. A. (1985) Proc. Natl. Acad. Sci. U. S. A. 82, 488-492
15. Kunkel, T. A., Roberts, J. D., and Zakour, R. A. (1987) Methods Enzymol. 154, 367-382
16. Lee, H.-J., Lloyd, M. D., Harlos, K., and Schofield, C. J. (2000) Biochem. Biophys. Res. Commun. 267, 445-448
17. Leslie, A. G. W. (1992) in Joint CCP4 and ESF_EAMBC Newsletter on Protein. Crystallography, 26
18. CCP4. (1994) Acta Cryst. Sect. D. 50, 760-763
19. Yeates, T. O. (1997) Methods Enzymol. 276, 344-358
20. Brünger, A. T., Adams, P. D., Clore, G. M., DeLano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J.-S., Kuszewski, J., Nilges, N., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T., and Warren, G. L. (1998) Acta Cryst. Sect. D 54, 905-921
21. Engh, R. A., and Huber, R. (1991) Acta Cryst. Sect. A. 47, 392-400
22. Jones, T. A., Zou, J. Y., Cowen, S. W., and Kjeldgaard, M. (1991) Acta Crystal. Sect. A. 47, 110-119
23. Baldwin, J. E., and Crabbe, M. J. C. (1987) FEBS Lett. 214, 357-361
24. Zhou, J., Gunsior, M., Bachmann, B., Townsend, C. A., and Soloman, E. I. (1998) J. Am. Chem. Soc. 120, 13539-13540
25. Elson, S. W., Baggaley, K. H., Gillett, J., Holland, S., Nicholson, N. H., Sime, J. T., and Woroniecki, S. R. (1987) J. Chem. Soc. Chem. Commun. 1736-1738
26. Eichhorn, E., van der Ploeg, J. R., Kertesz, M. A., and Liesinger, T. (1997) J. Biol. Chem. 272, 23031-23036
27. Kupka, J., Shen, Y. Q., Wolfe, S., and Demain, A. L. (1983) Can. J. Microbiol. 29, 488-496
28. Cortes, J., Martin, J. F., Castro, J. M., Laiz, L., and Liras, P. (1987) J. Gen. Microbiol. 133, 3165-3174
29. Ng, S. F., Hanauske-Abel, H. M., and Englard, S. (1991) J. Biol. Chem, 266, 1526-1533
30. Fukumori, F., and Hausinger, R. P. (1993) J. Biol. Chem. 268, 24311-24317
31. Serre, L., Sailland, A., Sy, D., Boudec, P., Rolland, A., Pebay-Peyroula, E., and Cohen-Addad, C. (1999) Structure 7, 977-988
32. Crouch, N. P., Adlington, R. M., Baldwin, J. E., Lee, M.-H., and MacKinnon, C. H. (1997) Tetrahedron 53, 6993-7010
33. Crouch, N. P., Baldwin, J. E., Lee, M. H., MacKinnon, C. H., and Zhang, Z. H. (1996) Bioorg. Med. Chem. Lett. 6, 1503-1506
34. Adlington, R. M., Baldwin, J. E., Crouch, N. P., Lee, M.-H., and MacKinnon, C. H. (1996) Bioorg. Med. Chem. Lett. 16, 2003-2006
35. Majamaa, K., Hanauske-Abel, H. M., Günzler, V., and Kivirikko, K. I. (1984) Eur. J. Biochem. 138, 239-245
36. Ryle, M. J., Padamakumar, R., and Hausinger, R. P. (1999) Biochemistry 38, 15278-15286
37. Hanauske-Abel, H. M., and Günzler, V. (1982) J. Theor. Biol. 94, 421-455
38. Burzlaff, N. I., Rutledge, P. J., Clifton, I. J., Hensgens, C. M., Pickford, M., Adlington, R. M., Roach, P. L., and Baldwin, J. E. (1999) Nature 401, 721-724
39. Myllyharju, J., and Kivirikko, K. I. (1997) EMBO J. 16, 1173-1180
40. Schofield, C. J., and Zhang, Z.-H. (1999) Curr. Opin. Struct. Biol. 9, 722-731
41. Williams, R. J. P., and Frausto de Silva, J. J. R. (1996) The Natural Selection of the Chemical Elements, Oxford University Press, Oxford
42. Rynkiewicz, M. J., and Seaton, B. A. (1996) Biochemistry 35, 16174-16179
43. Huang, S., and Tu, S.-C. (1997) Biochemistry 36, 14609-14615
44. Vialdot, J.-L., de Ramon, J., Durany, O., and Planas, A. (1998) Biochemistry 37, 11332-11342
45. Hayden, B. M., Dean, J. L. E., Martin, S. R., and Engel, P. C. (1999) Biochem. J. 340, 555-560
46. Pearson, M. A., Schaller, R. A., Michel, L. O., Karplus, P. A., and Hausinger, R. P. (1998) Biochemistry 37, 6214-6220
47. Liu, Y., Shah, K., Yang, F., Witucki, L., and Shokat, K. M. (1998) Chem. Biol. 5, 91-101
48. Merritt, E. A., and Bacon, D. J. (1997) Methods Enzymol. 277, 505-524
49. Esnouf, R. M. (1997) J. Mol. Graph. 15, 132-134