New Structural Data Reveal the Motion of Carrier Proteins in Nonribosomal Peptide Synthesis

Angewandte Chemie - International Edition

Volumn 55, Issue 34, 2016, Pages 9834-9840

  Kittilä, Tiia ^a   Mollo, Aurelio ^b   Charkoudian, Louise K ^b   Cryle, Max J ^a,c  

^a MAX PLANCK INSTITUTE FOR MEDICAL RESEARCH   (Germany)

^b HAVERFORD COLLEGE   (United States)

^c MONASH UNIVERSITY   (Australia)

Author keywords

biosynthesis; enzymes; nonribosomal peptide synthetases; peptidyl carrier protein; protein structures

Indexed keywords

BIOCHEMISTRY; CATALYSIS; ENZYMES; PEPTIDES;

BIOACTIVE MOLECULES; CATALYTIC CYCLES; CATALYTIC DOMAINS; MOLECULAR MACHINES; NONRIBOSOMAL PEPTIDE; NONRIBOSOMAL PEPTIDE SYNTHETASES; PEPTIDYL CARRIER PROTEINS; PROTEIN STRUCTURES;

BIOSYNTHESIS;

CARRIER PROTEIN; NONRIBOSOMAL PEPTIDE SYNTHETASE; PEPTIDE; PEPTIDE SYNTHASE;

BIOCATALYSIS; CHEMISTRY; CONFORMATION; METABOLISM; MOLECULAR MODEL; PROTEIN CONFORMATION;

BIOCATALYSIS; CARRIER PROTEINS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PEPTIDE SYNTHASES; PEPTIDES; PROTEIN CONFORMATION;

EID: 84981207033     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201602614     Document Type: Review

References (53)

1. D. J. Newman, G. M. Cragg, J. Nat. Prod. 2007, 70, 461.
2. E. A. Felnagle, E. E. Jackson, Y. A. Chan, A. M. Podevels, A. D. Berti, M. D. McMahon, M. G. Thomas, Mol. Pharmaceutics 2008, 5, 191.
3. G. H. Hur, C. R. Vickery, M. D. Burkart, Nat. Prod. Rep. 2012, 29, 1074.
4. C. T. Walsh, R. V. O'Brien, C. Khosla, Angew. Chem. Int. Ed. 2013, 52, 7098;
5. Angew. Chem. 2013, 125, 7238.
6. G. L. Challis, J. Ravel, C. A. Townsend, Chem. Biol. 2000, 7, 211.
7. T. Stachelhaus, H. D. Mootz, M. A. Marahiel, Chem. Biol. 1999, 6, 493.
8. A. M. Gulick, ACS Chem. Biol. 2009, 4, 811.
9. M. Winn, J. K. Fyans, Y. Zhuo, J. Micklefield, Nat. Prod. Rep. 2016, 33, 317.
10. P. J. Belshaw, C. T. Walsh, T. Stachelhaus, Science 1999, 284, 486.
11. U. Linne, M. A. Marahiel, Biochemistry 2000, 39, 10439.
12. B. Kokona, E. S. Winesett, A. N. von Krusenstiern, M. J. Cryle, R. Fairman, L. K. Charkoudian, Anal. Biochem. 2016, 495, 42.
13. K. Haslinger, C. Brieke, S. Uhlmann, L. Sieverling, R. D. Süssmuth, M. J. Cryle, Angew. Chem. Int. Ed. 2014, 53, 8518;
14. Angew. Chem. 2014, 126, 8658.
15. S. Uhlmann, R. D. Süssmuth, M. J. Cryle, ACS Chem. Biol. 2013, 8, 2586.
16. K. Haslinger, M. Peschke, C. Brieke, E. Maximowitsch, M. J. Cryle, Nature 2015, 521, 105.
17. M. Peschke, K. Haslinger, C. Brieke, J. Reinstein, M. J. Cryle, J. Am. Chem. Soc., 2016, 138, 6746–6753.
18. N. M. Gaudelli, D. H. Long, C. A. Townsend, Nature 2015, 520, 383.
19. N. M. Gaudelli, C. A. Townsend, Nat. Chem. Biol. 2014, 10, 251.
20. L. Ray, K. Yamanaka, B. S. Moore, Angew. Chem. Int. Ed. 2016, 55, 364;
21. Angew. Chem. 2016, 128, 372.
22. P. Tufar, S. Rahighi, F. I. Kraas, D. K. Kirchner, F. N. Lohr, E. Henrich, J. Köpke, I. Dikic, P. Güntert, M. A. Marahiel, V. Dötsch, Chem. Biol. 2014, 21, 552.
23. J. R. Lohman, M. Ma, M. E. Cuff, L. Bigelow, J. Bearden, G. Babnigg, A. Joachimiak, G. N. Phillips, Jr., B. Shen, Proteins 2014, 82, 1210.
24. K. Haslinger, C. Redfield, M. J. Cryle, Proteins 2015, 83, 711.
25. S. Zimmermann, S. Pfennig, P. Neumann, H. Yonus, U. Weininger, M. Kovermann, J. Balbach, M. T. Stubbs, FEBS Lett. 2015, 589, 2283.
26. A. C. Goodrich, B. J. Harden, D. P. Frueh, J. Am. Chem. Soc. 2015, 137, 12100.
27. Y. Liu, T. Zheng, S. D. Bruner, Chem. Biol. 2011, 18, 1482.
28. M. J. Jaremko, D. J. Lee, S. J. Opella, M. D. Burkart, J. Am. Chem. Soc. 2015, 137, 11546.
29. E. J. Drake, B. R. Miller, C. Shi, J. T. Tarrasch, J. A. Sundlov, C. L. Allen, G. Skiniotis, C. C. Aldrich, A. M. Gulick, Nature 2016, 529, 235.
30. J. M. Reimer, M. N. Aloise, P. M. Harrison, T. M. Schmeing, Nature 2016, 529, 239.
31. A. Koglin, M. R. Mofid, F. N. Lohr, B. Schafer, V. V. Rogov, M. Blum, T. Mittag, M. A. Marahiel, F. N. Bernhard, V. Dotsch, Science 2006, 312, 273.
32. J. R. Lai, A. Koglin, C. T. Walsh, Biochemistry 2006, 45, 14869.
33. J. A. Sundlov, C. Shi, D. J. Wilson, C. C. Aldrich, A. M. Gulick, Chem. Biol. 2012, 19, 188.
34. J. Crosby, M. P. Crump, Nat. Prod. Rep. 2012, 29, 1111.
35. J. Beld, H. Cang, M. D. Burkart, Angew. Chem. Int. Ed. 2014, 53, 14456;
36. Angew. Chem. 2014, 126, 14684.
37. S. E. Evans, C. Williams, C. J. Arthur, E. Ploskon, P. Wattana-amorn, R. J. Cox, J. Crosby, C. L. Willis, T. J. Simpson, M. P. Crump, J. Mol. Biol. 2009, 389, 511.
38. A. C. Goodrich, D. P. Frueh, Biochemistry 2015, 54, 1154.
39. D. P. Frueh, H. Arthanari, A. Koglin, D. A. Vosburg, A. E. Bennett, C. T. Walsh, G. Wagner, Nature 2008, 454, 903.
40. C. A. Mitchell, C. Shi, C. C. Aldrich, A. M. Gulick, Biochemistry 2012, 51, 3252.
41. A. Tanovic, S. A. Samel, L. Essen, M. A. Marahiel, Science 2008, 321, 659.
42. E. Conti, T. Stachelhaus, M. A. Marahiel, P. Brick, EMBO J. 1997, 16, 4174.
43. H. Yonus, P. Neumann, S. Zimmermann, J. J. May, M. A. Marahiel, M. T. Stubbs, J. Biol. Chem. 2008, 283, 32484.
44. B. R. Miller, J. A. Sundlov, E. J. Drake, T. A. Makin, A. M. Gulick, Proteins 2014, 82, 2691.
45. T. Kittilä, M. Schoppet, M. J. Cryle, ChemBioChem 2016, 17, 576.
46. J. C. Henderson, C. D. Fage, J. R. Cannon, J. S. Brodbelt, A. T. Keatinge-Clay, M. S. Trent, ACS Chem. Biol. 2014, 9, 2382.
47. K. I. Bloudoff, D. Rodionov, T. M. Schmeing, J. Mol. Biol. 2013, 425, 3137.
48. K. I. Bloudoff, D. A. Alonzo, T. M. Schmeing, Cell Chem. Biol. 2016, 23, 331.
49. G. C. Uguru, C. Milne, M. Borg, F. Flett, C. P. Smith, J. Micklefield, J. Am. Chem. Soc. 2004, 126, 5032.
50. J. Thirlway, R. Lewis, L. Nunns, M. Al Nakeeb, M. Styles, A.-W. Struck, C. P. Smith, J. Micklefield, Angew. Chem. Int. Ed. 2012, 51, 7181;
51. Angew. Chem. 2012, 124, 7293.
52. S. A. Samel, G. Schoenafinger, T. A. Knappe, M. A. Marahiel, L.-O. Essen, Structure 2007, 15, 781.
53. M. A. Marahiel, Nat. Prod. Rep. 2016, 33, 136.