Molecular engineering of organophosphate hydrolysis activity from a weak promiscuous lactonase template

Journal of the American Chemical Society

Volumn 135, Issue 31, 2013, Pages 11670-11677

  Meier, Monika M ^a   Rajendran, Chitra ^a   Malisi, Christoph ^b   Fox, Nicholas G ^c   Xu, Chengfu ^c   Schlee, Sandra ^a   Barondeau, David P ^c   Höcker, Birte ^b   Sterner, Reinhard ^a   Raushel, Frank M ^c  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b MAX PLANCK INSTITUTE FOR DEVELOPMENTAL BIOLOGY   (Germany)

^c TEXAS A AND M UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC EFFICIENCIES; COMPUTATIONAL ANALYSIS; DEINOCOCCUS RADIODURANS; MOLECULAR ENGINEERING; ORGANOPHOSPHATE HYDROLASE; PHOSPHOTRIESTERASES; PSEUDOMONAS DIMINUTA; SUBSTRATE SPECIFICITY;

AMINO ACIDS; ENZYMES;

SUBSTRATES;

GLUCONOLACTONASE; HYDROLASE; ORGANOPHOSPHATE; PHOSPHOTRIESTERASE;

ARTICLE; BREVUNDIMONAS DIMINUTA; CATALYSIS; CHEMICAL ENGINEERING; CHEMICAL STRUCTURE; DEINOCOCCUS RADIODURANS; ENZYME SPECIFICITY; HYDROLYSIS; IN VITRO STUDY; MOLECULAR EVOLUTION; MUTAGENESIS;

EID: 84881242937     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja405911h     Document Type: Article

References (42)

1. Benschop, H. P.; Dejong, L. P. A. Acc. Chem. Res. 1988, 21, 368
2. Maxwell, D.; Brecht, K.; Koplovitz, I.; Sweeney, R. Arch. Toxicol. 2006, 80, 756
3. Kiely, T.; Donaldson, D.; Grube, A. EPA-733-R-04-001; Washington, DC: Office of Pesticide Programs, U.S. Environmental Protection Agency, 2004.
4. Munro, N. Environ. Health Perspect. 1994, 102, 18
5. Porzio, E.; Merone, L.; Mandrich, L.; Rossi, M.; Manco, G. Biochimie 2007, 89, 625
6. Bigley, A. N.; Raushel, F. M. Biochim. Biophys. Acta 2013, 1834, 443
7. Omburo, G. A.; Kuo, J. M.; Mullins, L. S.; Raushel, F. M. J. Biol. Chem. 1992, 267, 13278
8. Dumas, D. P.; Caldwell, S. R.; Wild, J. R.; Raushel, F. M. J. Biol. Chem. 1989, 264, 19659
9. Fersht, A. In Enzyme Structure and Mechanism, 2 nd ed.; W.H. Freeman & Co.: New York, 1985; p 121.
10. Xiang, D. F.; Kolb, P.; Fedorov, A. A.; Xu, C.; Fedorov, E. V.; Narindoshivili, T.; Williams, H. J.; Shoichet, B. K.; Almo, S. C.; Raushel, F. M. Biochemistry 2012, 51, 1762
11. Xiang, D. F.; Kolb, P.; Fedorov, A. A.; Meier, M. M.; Fedorov, L. V.; Nguyen, T. T.; Sterner, R.; Almo, S. C.; Shoichet, B. K.; Raushel, F. M. Biochemistry 2009, 48, 2237
12. Hawwa, R.; Larsen, S. D.; Ratia, K.; Mesecar, A. D. J. Mol. Biol. 2009, 393, 36
13. Siddavattam, D.; Khajamohiddin, S.; Manavathi, B.; Pakala, S. B.; Merrick, M. Appl. Environ. Microbiol. 2003, 69, 2533
14. Bigley, A. N.; Raushel, F. M. In Handbook of Metalloproteins; John Wiley & Sons, Ltd: New York, 2010.
15. Elias, M.; Dupuy, J.; Merone, L.; Mandrich, L.; Porzio, E.; Moniot, S.; Rochu, D.; Lecomte, C.; Rossi, M.; Masson, P.; Manco, G.; Chabriere, E. J. Mol. Biol. 2008, 379, 1017
16. Bar-Even, A.; Noor, E.; Savir, Y.; Liebermeister, W.; Davidi, D.; Tawfik, D. S.; Milo, R. Biochemistry 2011, 50, 4402
17. Tsai, P. C.; Bigley, A.; Li, Y.; Ghanem, E.; Cadieux, C. L.; Kasten, S. A.; Reeves, T. E.; Cerasoli, D. M.; Raushel, F. M. Biochemistry 2010, 49, 7978
18. Steurbaut, W.; De Kimpe, N.; Schreyen, L.; Dejonckheere, W. Bull. Chim. Belges 1975, 84, 791
19. Ghosh, R. New Pesticidal Basic Esters of Phosphorothiolothionic Acid 1957, Patent No. GB 783281.
20. Chapman, E.; Wong, C. H. Bioorg. Med. Chem. 2002, 10, 551
21. Claren, J.; Malisi, C.; Hocker, B.; Sterner, R. Proc. Natl. Acad. Sci. U.S.A. 2009, 106, 3704
22. Zhao, H.; Giver, L.; Shao, Z.; Affholter, J. A.; Arnold, F. H. Nat. Biotechnol. 1998, 16, 258
23. Ho, S. N.; Hunt, H. D.; Horton, R. M.; Pullen, J. K.; Pease, L. R. Gene 1989, 77, 51
24. Wang, W.; Malcolm, B. A. Biotechniques 1999, 26, 680
25. Davis, I. W.; Baker, D. J. Mol. Biol. 2009, 385, 381
26. Khare, S. D.; Kipnis, Y.; Greisen, P., Jr.; Takeuchi, R.; Ashani, Y.; Goldsmith, M.; Song, Y.; Gallaher, J. L.; Silman, I.; Leader, H.; Sussman, J. L.; Stoddard, B. L.; Tawfik, D. S.; Baker, D. Nat. Chem. Biol. 2012, 8, 294
27. Cleland, W. W.; Boyer, P. D., Eds.; The Enzymes, 3 rd ed.; Academic Press: New York, 1970; Vol. 2, p 1.
28. Nowlan, C.; Li, Y.; Hermann, J. C.; Evans, T.; Carpenter, J.; Ghanem, E.; Shoichet, B. K.; Raushel, F. M. J. Am. Chem. Soc. 2006, 128, 15892
29. Aharoni, A.; Griffiths, A. D.; Tawfik, D. S. Curr. Opin. Chem. Biol. 2005, 9, 210
30. Ben-David, M.; Elias, M.; Filippi, J. J.; Dunach, E.; Silman, I.; Sussman, J. L.; Tawfik, D. S. J. Mol. Biol. 2012, 418, 181
31. Benning, M. M.; Hong, S. B.; Raushel, F. M.; Holden, H. M. J. Biol. Chem. 2000, 275, 30556
32. Chen-Goodspeed, M.; Sogorb, M. A.; Wu, F.; Hong, S. B.; Raushel, F. M. Biochemistry 2001, 40, 1325
33. Afriat-Jurnou, L.; Jackson, C. J.; Tawfik, D. S. Biochemistry 2012, 51, 6047
34. Tokuriki, N.; Jackson, C. J.; Afriat-Jurnou, L.; Wyganowski, K. T.; Tang, R.; Tawfik, D. S. Nat. Commun. 2012, 3, 1257
35. Sterner, R.; Hocker, B. Chem. Rev. 2005, 105, 4038
36. Merone, L.; Mandrich, L.; Porzio, E.; Rossi, M.; Muller, S.; Reiter, G.; Worek, F.; Manco, G. Bioresour. Technol. 2010, 101, 9204
37. Gupta, R. D.; Goldsmith, M.; Ashani, Y.; Simo, Y.; Mullokandov, G.; Bar, H.; Ben-David, M.; Leader, H.; Margalit, R.; Silman, I.; Sussman, J. L.; Tawfik, D. S. Nat. Chem. Biol. 2011, 7, 120
38. Goldsmith, M.; Ashani, Y.; Simo, Y.; Ben-David, M.; Leader, H.; Silman, I.; Sussman, J. L.; Tawfik, D. S. Chem. Biol. 2012, 19, 456
39. Zhang, Y.; An, J.; Ye, W.; Yang, G.; Qian, Z.; Chen, H.; Cui, L.; Feng, Y. Appl. Environ. Microbiol. 2012, 78, 6647
40. Aharoni, A.; Gaidukov, L.; Kheersonsky, O.; Mc, Q. G. S.; Roodveldt, C.; Tawfik, D. S. Nat. Genet. 2005, 37, 73
41. Seebeck, F. P.; Hilvert, D. J. Am. Chem. Soc. 2003, 125, 10158
42. Khersonsky, O.; Tawfik, D. S. Annu. Rev. Biochem. 2010, 79, 471