Catalytic proficiency: The extreme case of S-O cleaving sulfatases

Journal of the American Chemical Society

Volumn 134, Issue 1, 2012, Pages 525-531

  Edwards, David R ^a   Lohman, Danielle C ^a   Wolfenden, Richard ^a  

^a UNIVERSITY OF NORTH CAROLINA SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC ALCOHOL; ALKYL SULFATES; BIOLOGICAL CATALYSTS; BOND-CLEAVING; CARBON SKELETON; CATALYTIC POWER; MONOESTERS; ORDERS OF MAGNITUDE; PHOSPHOHYDROLASES; RATE ENHANCEMENT; S-O BONDS; SPONTANEOUS HYDROLYSIS; SULFATASES; TEMPERATURE DEPENDENCE;

HYDROLYSIS; RATE CONSTANTS;

SULFUR COMPOUNDS;

ALKANOL; CARBON; PHOSPHATASE; PHOSPHATE; SULFATASE; SULFATE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL STRUCTURE; HYDROLYSIS; TEMPERATURE DEPENDENCE;

BIOCATALYSIS; HYDROGEN-ION CONCENTRATION; HYDROLYSIS; KINETICS; OXYGEN; SULFATASES; SULFATES; SULFUR; TEMPERATURE;

EID: 84855649802     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja208827q     Document Type: Article

References (35)

1. Hanson, S.; Best, M.; Wong, C.-H. Angew. Chem., Int. Ed. 2004, 43, 5736
2. Chapman, E.; Best, M.; Hanson, S.; Wong, C.-H. Angew. Chem., Int. Ed. 2004, 43, 3526
3. Scott, M.; Jones, M. Biochim. Biophys. Acta 2000, 1508, 235
4. Surratt, J. D.; Gomez-Gonzalez, Y.; Chan, A. W. H.; Vermeylen, R.; Shahgholi, M.; Kleindienst, T. E.; Edney, E. O.; Offenberg, J. H.; Lewandowski, M.; Jaoui, M.; Maenhaut, W.; Claeys; Flagan, R. C.; Seinfeld, J. H. J. Phys. Chem. A 2008, 112, 8345
5. Kertesz, M.; Cook, A.; Leisinger, T. FEMS Microbiol. Rev. 1994, 15, 195
6. Li, M.; Powell, M.; Razunguzwa, T.; O'Doherty, G. J. Org. Chem. 2010, 75, 6149
7. Day, J. M.; Purohit, A.; Tutill, H. J.; Foster, P. A.; Woo, L. W.; Potter, B. V.; Reed, M. J. Ann. N.Y. Acad. Sci. 2009, 1155, 80
8. Benkovic, S.; Benkovic, P. J. Am. Chem. Soc. 1966, 88, 5504
9. Wolfenden, R.; Yuan, Y. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 83
10. Fendler, E.; Fendler, J. J. Org. Chem. 1968, 33, 3852
11. Ba-Saif, S.; Waring, M.; Williams, A. J. Chem. Soc., Perkin Trans. 2 1991, 1653-1659
12. Ballinger, P; Long, F J. Am. Chem. Soc. 1960, 82, 795
13. -OH]). Thermodynamic data obtained from: Eisenberg, D.; Kauzmann, W. The Structure and Properties of Water; Oxford University Press: London, 1969.
14. Marker, A.; Roy, A. Biochim. Biophys. Acta 1983, 742, 446
15. Hoff, R.; Larsen, P.; Hengge, A. J. Am. Chem. Soc. 2001, 123, 9338
16. Guthrie, J. P. Can. J. Chem. 1978, 56, 2342
17. Bethell, D.; Fessey, R.; Namwindwa, E.; Roberts, D. J. Chem. Soc. Perkin Trans. 2 2001, 1489
18. Ando, T.; Yamatake, H.; Morisaki, H.; Yamawaki, J.; Kuramochi, J.; Yukawa, Y. J. Am. Chem. Soc. 1981, 103, 430
19. Rhodes, Y.; Takino, T. J. Am. Chem. Soc. 1970, 92, 5270
20. Lad, C.; Williams, N.; Wolfenden, R. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 5607
21. Schroeder, G.; Lad, C.; Wyman, P.; Williams, N.; Wolfenden, R. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 4052
22. Wolfenden, R.; Ridgway, C.; Young, G. J. Am. Chem. Soc. 1998, 120, 833
23. Aksnes, G.; Bergesen, K. Acta Chem. Scand. 1966, 30, 2508
24. Hopkins, A.; Day, R.; Williams, A. J. Am. Chem. Soc. 1983, 105, 6062
25. Matts, P.; White, G.; Payne, W. Biochem. J. 1994, 304, 937
26. Crescenzi, A.; Dodgson, K.; White, G. Biochem. J. 1984, 223, 487
27. Silva, A.; Kong, X.; Hider, R. Biometals 2009, 22, 771
28. Olguin, L.; Askew, S.; O'Donoghue, A.; Hollfelder, F. J. Am. Chem. Soc. 2008, 130, 16547
29. Cloves, J.; Dodgson, K.; Games, D.; Shaw, D.; White, G. Biochem. J. 1977, 167, 843
30. Cloves, J.; Dodgson, K.; White, G.; Fitzgerald, J. Biochem. J. 1980, 185, 23
31. Holtz, K. M.; Kantrowitz, E. R. FEBS Lett. 1999, 462, 7
32. Lukatela, G.; Krauss, N.; Theis, K.; Selmer, T.; Gieselmann, V.; von Figura, K.; Saenger, W. Biochemistry 1998, 37, 3654
33. Recksiek, R.; Selmer, T.; Dierks, T.; Schmidt, B.; von Figura, K. J. Biol. Chem. 1998, 273, 6096
34. Chai, C. L. L.; Loughlin, W. A.; Lowe, G. Biochem. J. 1992, 287, 805
35. Kirby, A. J.; Vargolis, A. G. J. Am. Chem. Soc. 1967, 89, 415