Site-directed mutagenesis and spectroscopic studies of the iron-binding site of (S)-2-hydroxypropylphosphonic acid epoxidase

Archives of Biochemistry and Biophysics

Volumn 442, Issue 1, 2005, Pages 82-91

  Yan, Feng ^a   Li, Tingfeng ^c   Lipscomb, John D ^b   Liu, Aimin ^b,c   Liu, Hung Wen ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

^b UNIVERSITY OF MINNESOTA   (United States)

^c UNIVERSITY OF MISSISSIPPI MEDICAL CENTER   (United States)

Author keywords

2 H 1 D E motif; EPR; Fosfomycin biosynthesis; Non heme iron

Indexed keywords

2 HYDROXYLPROPANYLPHOSPHONIC ACID; 2 HYDROXYLPROPANYLPHOSPHONIC ACID EPOXIDASE; ALANINE; ANTIBIOTIC AGENT; CARBOXYLIC ACID; COPPER; FOSFOMYCIN; GLUTAMINE; HISTIDINE; IRON; ISOENZYME; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; ARTICLE; BAY REGION BINDING SITE; BINDING AFFINITY; CATALYSIS; CATALYST; COMPLEX FORMATION; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME SUBSTRATE; EPOXIDATION; HYDROXYLATION; IN VITRO STUDY; IN VIVO STUDY; IRON BINDING CAPACITY; METAL BINDING; OXIDATIVE STRESS; PRIORITY JOURNAL; SITE DIRECTED MUTAGENESIS; STREPTOMYCES; STREPTOMYCES WEDMORENSIS;

AMINO ACID SEQUENCE; AMINO ACIDS; BASE SEQUENCE; BINDING SITES; CATALYSIS; COPPER; ELECTRON SPIN RESONANCE SPECTROSCOPY; ENZYME ACTIVATION; FOSFOMYCIN; IRON; LIGANDS; MOLECULAR SEQUENCE DATA; MUTAGENESIS, SITE-DIRECTED; MUTATION; OXIDOREDUCTASES; OXYGEN; STREPTOMYCES;

STREPTOMYCES WEDMORENSIS;

EID: 25144520684     PISSN: 00039861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.abb.2005.07.024     Document Type: Article

References (57)

1. P. Liu, K. Murakami, T. Seki, X. He, S.-M. Yeung, T. Kuzuyama, H. Seto, and H.-w. Liu J. Am. Chem. Soc. 123 2001 4619 4620
2. P. Liu, A. Liu, F. Yan, M.D. Wolfe, J.D. Lipscomb, and H.-w. Liu Biochemistry 42 2003 11577 11586
3. H. Seto, T. Hidaka, T. Kuzuyama, S. Shibahara, T. Usui, O. Sakanaka, and S. Imai J. Antibiot. (Tokyo) 44 1991 1286 1288
4. F. Hammerschmidt J. Chem. Soc. Perkin Trans. 1 1991 1993 1996
5. F. Hammerschmidt, G. Bovermann, and K. Bayer Liebigs. Ann. Chem. 1990 1055 1061
6. P. Liu, M.P. Mehn, F. Yan, Z. Zhao, L. Que Jr., and H.-w. Liu J. Am. Chem. Soc. 126 2004 10306 10312
7. M. Ormö, F. deMaré, K. Regnström, A. Åberg, M. Sahlin, J. Ling, T.M. Loehr, J. Sanders-Loehr, and B.M. Sjöberg J. Biol. Chem. 267 1992 8711 8714
8. M.J. Ryle, A. Liu, R.B. Muthukumaran, R.Y.N. Ho, K.D. Koehntop, J. McCracken, L. Que Jr., and R.P. Hausinger Biochemistry 42 2003 1854 1862
9. A. Liu, R.Y. Ho, L. Que Jr., M.J. Ryle, B.S. Phinney, and R.P. Hausinger J. Am. Chem. Soc. 123 2001 5126 5127
10. P.F. Fitzpatrick Biochemistry 42 2003 14083 14091
11. E.I. Solomon, T.C. Brunold, M.I. Davis, J.N. Kemsley, S.-K. Lee, N. Lehnert, F. Neese, A.J. Skulan, Y.-S. Yang, and J. Zhou Chem. Rev. 100 2000 235 349
12. M. Costas, M.P. Mehn, M.P. Jensen, and L. Que Jr. Chem. Rev. 104 2004 939 986
13. A.G. Prescott, and M.D. Lloyd Nat. Prod. Rep. 17 2000 367 383
14. A.M. Rocklin, D.L. Tierney, V. Kofman, N.M.W. Brunhuber, B.M. Hoffman, R.E. Christoffersen, N.O. Reich, J.D. Lipscomb, and L. Que Jr. Proc. Natl. Acad. Sci. USA 96 1999 7905 7909
15. T.J. Kappock, and J.P. Caradonna Chem. Rev. 96 1996 2659 2756
16. B.J. Wallar, and J.D. Lipscomb Chem. Rev. 96 1996 2625 2657
17. D.T. Gibson, and R.E. Parales Curr. Opin. Biotechnol. 11 2000 236 243
18. T. Hidaka, M. Goda, T. Kuzuyama, N. Takei, M. Hidaka, and H. Seto Mol. Gen. Genet. 249 1995 274 280
19. T. Kuzuyama, T. Seki, S. Kobayashi, T. Hidaka, and H. Seto Biosci. Biotechnol. Biochem. 63 1999 2222 2224
20. J.M. Dunwell, A. Culham, C.E. Carter, C.R. Sosa-Aguirre, and P.W. Goodenough Trends Biochem. Sci. 26 2001 740 746
21. E.J. Woo, J.M. Dunwell, P.W. Goodenough, A.C. Marvier, and R.W. Pickersgill Nat. Struct. Biol. 7 2000 1036 1040
22. A. Cleasby, A. Wonacott, T. Skarzynski, R.E. Hubbard, G.J. Davies, A.E. Proudfoot, A.R. Bernard, M.A. Payton, and T.N. Wells Nat. Struct. Biol. 3 1996 470 479
23. K. Valegård, A.C. Terwisscha van Scheltinga, M.D. Lloyd, T. Hara, S. Ramaswamy, A. Perrakis, A. Thompson, H.-J. Lee, J.E. Baldwin, C.J. Schofield, J. Hajdu, and I. Andersson Nature 394 1998 805 809
24. S. Han, L.D. Eltis, K.N. Timmis, S.W. Muchmore, and J.T. Bolin Science 270 1995 976 980
25. T. Senda, K. Sugiyama, H. Narita, T. Yamamoto, K. Kimbara, M. Fukuda, M. Sato, K. Yano, and Y. Mitsui J. Mol. Biol. 255 1996 735 752
26. E.L. Hegg, and L. Que Jr. Eur. J. Biochem. 250 1997 625 629
27. M.M. Bradford Anal. Biochem. 72 1976 248 254
28. F. Hammerschmidt Monatsh. Chem. 122 1991 389 398
29. J.J. Otto Methods Cell Biol. 37 1993 105 117
30. M.A. Paz, R. Flückiger, A. Boak, H.M. Kagan, and P.M. Gallop J. Biol. Chem. 266 1991 689 692
31. J. Peisach, and W.E. Blumberg Arch. Biochem. Biophys. 165 1974 691 708
32. A.M. Orville, V.J. Chen, A. Kriauciunas, M.R. Harpel, B.G. Fox, E. Münck, and J.D. Lipscomb Biochemistry 31 1992 4602 4612
33. J.R. Lancaster Jr., and J.B. Hibbs Jr. Proc. Natl. Acad. Sci. USA 87 1990 1223 1227
34. J.-C. Drapier, C. Pellat, and Y. Henry J. Biol. Chem. 266 1991 10162 10167
35. A.R. Butler, C. Glidewell, and M.-H. Li Adv. Inorg. Chem. 32 1988 335 393
36. M.C. Kennedy, T. Gan, W.E. Antholine, and D.H. Petering Biochem. Biophys. Res. Commun. 196 1993 632 635
37. M.W. Foster, and J.A. Cowan J. Am. Chem. Soc. 121 1999 4093 4100
38. N. Reginato, C.T.C. McCrory, D. Pervitsky, and L. Li J. Am. Chem. Soc. 121 1999 10217 10218
39. S. Balasubramanian, R.T. Carr, C.J. Bender, J. Peisach, and S.J. Benkovic Biochemistry 33 1994 8532 8537
40. A.J. Ramsey, S.C. Daubner, J.I. Ehrlich, and P.F. Fitzpatrick Protein Sci. 4 1995 2082 2086
41. I. Borovok, O. Landman, R. Kreisberg-Zakarin, Y. Aharonowitz, and G. Cohen Biochemistry 35 1996 1981 1987
42. H. Jiang, R.E. Parales, N.A. Lynch, and D.T. Gibson J. Bacteriol. 178 1996 3133 3139
43. Z. Zhang, J.N. Barlow, J.E. Baldwin, and C.J. Schofield Biochemistry 36 1997 15999 16007
44. D.A. Hogan, S.R. Smith, E.A. Saari, J. McCracken, and R.P. Hausinger J. Biol. Chem. 275 2000 12400 12409
45. L.X. Doan, A. Hassan, S.J. Lipscomb, A. Dhanda, Z. Zhang, and C.J. Schofield Biochem. Biophys. Res. Commun. 279 2000 240 244
46. N. Khaleeli, R.W. Busby, and C.A. Townsend Biochemistry 39 2000 8666 8673
47. P.F. Fitzpatrick, E.C. Ralph, H.R. Ellis, O.J. Willmon, and S.C. Daubner Biochemistry 42 2003 2081 2088
48. R.W. Frazee, A.M. Orville, K.B. Dolbeare, H. Yu, D.H. Ohlendorf, and J.D. Lipscomb Biochemistry 37 1998 2131 2144
49. L. Que Jr. Nat. Strut. Biol. 7 2000 182 184
50. P.L. Roach, I.J. Clifton, C.M.H. Hensgens, N. Shibata, C.J. Schofield, J. Hajdu, and J.E. Baldwin Nature 387 1997 827 830
51. A. Karlsson, J.V. Parales, R.E. Parales, D.T. Gibson, H. Eklund, and S. Ramaswamy Science 299 2003 1039 1042
52. H. Erlandsen, F. Fusetti, A. Martinez, E. Hough, T. Flatmark, and R.C. Stevens Nat. Struct. Biol. 4 1997 995 1000
53. K.E. Goodwill, C. Sabatier, C. Raag, R. Marks, P.F. Fitzpatrick, and R.C. Stevens Nat. Struct. Biol. 4 1997 578 585
54. L. Wang, H. Erlandsen, J. Haavik, P.M. Knappskog, and R.C. Stevens Biochemistry 41 2002 12569 12574
55. Z. Zhang, J. Ren, D.K. Stammers, J.E. Baldwin, K. Harlos, and C.J. Schofield Nat. Struct. Biol. 7 2000 127 133
56. J.M. Elkins, M.J. Ryle, I.J. Clifton, J.C. Dunning Hotopp, J.S. Lloyd, N.I. Burzlaff, J.E. Baldwin, R.P. Hausinger, and P. Roach Biochemistry 41 2002 5185 5192
57. D.M. Arciero, and J.D. Lipscomb J. Biol. Chem. 261 1986 2170 2178