Substrate binding preferences and pK a determinations of a nitrile hydratase model complex: Variable solvent coordination to [(bmmp-TASN)Fe]OTf

Inorganic Chemistry

Volumn 48, Issue 5, 2009, Pages 2300-2308

  O'Toole, Martin G ^a   Bennett, Brian ^b   Mashuta, Mark S ^a   Grapperhaus, Craig A ^a  

^a UNIVERSITY OF LOUISVILLE   (United States)

^b MEDICAL COLLEGE OF WISCONSIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

(N,N' 4,7 BIS (2' METHYL 2' MERCATOPROPYL) 1 THIA 4,7 DIAZACYCLONONANE)IRON(III); (N,N'-4,7-BIS-(2'-METHYL-2'-MERCATOPROPYL)-1-THIA-4,7-DIAZACYCLONONANE)IRON(III); AMIDE; FERRIC ION; HYDROLYASE; HYDROXIDE; HYDROXIDE ION; IMINE; NITRILE; NITRILE HYDRATASE; NITROGEN; SOLVENT; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; ENZYME SPECIFICITY; METABOLISM; TEMPERATURE;

AMIDES; CATALYTIC DOMAIN; ELECTRON SPIN RESONANCE SPECTROSCOPY; FERRIC COMPOUNDS; HYDRO-LYASES; HYDROXIDES; IMINES; MODELS, MOLECULAR; NITRILES; NITROGEN; SOLVENTS; SUBSTRATE SPECIFICITY; TEMPERATURE; WATER;

EID: 64549133423     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic802180d     Document Type: Article

References (55)

1. Grapperhaus, C. A.; Patra, A. K.; Mashuta, M. S. Inorg. Chem. 2002, 41, 1039-1041.
2. Grapperhaus, C. A.; Li, M.; Patra, A. K.; Poturovic, S.; Kozlowski, P. M.; Zgierski, M. Z.; Mashuta, M. S. Inorg. Chem. 2003, 42, 4382-4388.
3. Mascharak, P. K. Coord. Chem. Rev. 2002, 225, 201-214.
4. Kovacs, J. A. Chem. Rev. 2004, 104, 825-848.
5. Lugo-Mas, P.; Dey, A.; Xu, L.; Davin, S. D.; Benedict, J.; Kaminsky, W.; Hodgson, K. O.; Hedman, B.; Solomon, E. I.; Kovacs, J. A. J. Am. Chem. Soc. 2006, 128, 11211-11221.
6. Lee, C. M.; Hsieh, C. H.; Dutta, A.; Lee, G. H.; Liaw, W. F. J. Am. Chem. Soc. 2003, 125, 11492-11493.
7. Kung, I.; Schweitzer, D.; Shearer, J.; Taylor, W. D.; Jackson, H. L.; Lovell, S.; Kovacs, J. A. J. Am. Chem. Soc. 2000, 122, 8299-8300.
8. Harrop, T. C.; Mascharak, P. K. Acc. Chem. Res. 2004, 37, 253-260.
9. Galardon, E.; Giorgi, M.; Artaud, I. Chem. Commun. 2004, 286-287.
10. Artaud, I.; Chatel, S.; Chauvin, A. S.; Bonnet, D.; Kopf, M. A.; Leduc, P. Coord. Chem. Rev. 1999, 192, 577-586.
11. O'Toole, M. G.; Kreso, M.; Kozlowski, P. M.; Mashuta, M. S.; Grapperhaus, C. A. J. Biol. Inorg. Chem. 2008, 13, 1219-1230.
12. Asano, Y.; Tani, Y.; Yamada, H. Agr. Biol. Chem. Tokyo 1980, 44, 2251-2252.
13. Endo, I.; Nakasako, M.; Nagashima, S.; Dohmae, N.; Tsujimura, M.; Takio, K.; Odaka, M.; Yohda, M.; Kamiya, N. J. Inorg. Biochem. 1999, 74, 22-22.
14. Endo, I.; Odaka, M.; Yohda, M. Trends Biotechnol. 1999, 17, 244-249.
15. Kobayashi, M.; Shimizu, S. Nat. Biotechnol. 1998, 16, 733-736.
16. Nelson, M. J.; Jin, H. Y.; Turner, I. M.; Grove, G.; Scarrow, R. C.; Brennan, B. A.; Que, L. J. Am. Chem. Soc. 1991, 113, 7072-7073.
17. Yamada, H.; Kobayashi, M. Biosci., Biotechnol., Biochem. 1996, 60, 1391-1400.
18. Shigehiro, S.; Nakasako, M.; Dohmae, N.; Tsujimura, M.; Tokoi, K.; Odaka, M.; Yohda, M.; Kamiya, N.; Endo, I. Nat. Struct. Biol. 1998, 5, 347-351.
19. Hopmann, K. H.; Himo, F. Eur. J. Inorg. Chem. 2008, 1406-1412.
20. Hopmann, K. H.; Guo, J. D.; Himo, F. Inorg. Chem. 2007, 46, 4850-4856.
21. Greene, S. N.; Richards, N. G. J. Inorg. Chem. 2006, 45, 17-36.
22. Noveron, J. C.; Olmstead, M. M.; Mascharak, P. K. J. Am. Chem. Soc. 2001, 123, 3247-3259.
23. Shearer, J.; Jackson, H. L.; Schweitzer, D.; Rittenberg, D. K.; Leavy, T. M.; Kaminsky, W.; Scarrow, R. C.; Kovacs, J. A. J. Am. Chem. Soc. 2002, 124, 11417-11428.
24. Armarego, W. L. F.; Perrin, D. D. Purification of Laboratory Chemicals; 4th ed.; Butterworth Heinimann: Oxford, 1996.
25. Gordon, A. J.; Ford, R. A. The Chemist's Companion: A Handbook of Practical Data, Techniques, and References, 1st ed.; Wiley: New York, 1973.
26. Shriver, D. F.; Drezdon, M. A. The Manipulation of Air-Sensitive Compounds, 2nd ed.; Wiley: New York, 1986.
27. Woodhouse, M. E.; Lewis, F. D.; Marks, T. J. J. Am. Chem. Soc. 1982, 104, 5586-5594.
28. Evans, D. F. Proc. Chem. Soc. 1959, 115, 2003-2005.
29. Ellison, J. J.; Nienstedt, A.; Shoner, S. C.; Barnhart, D.; Cowen, J. A.; Kovacs, J. A. J. Am. Chem. Soc. 1998, 120, 5691-5700.
30. Albert, A.; Serjeant, E. P. Ionization Constants of Acids and Bases; Wiley: Methuen, NY, 1962.
31. Nilges, M. J. PhD. Thesis, University of Illinois, Urbana, 1979.
32. Hanson, G. R.; Gates, K. E.; Noble, C. J.; Mitchell, A.; Benson, S.; Griffin, M.; Burrage, K. In EPR of Free Radicals in Solids: Trends in Methods and Applications; Shiotani, M., Lund, A., Eds.; Kluwer Press: Dordrecht, The Netherlands, 2003.
33. SMART; Bruker Advanced X-ray Solutions, Inc.: Madison, WI, 2005.
34. SAINT; Bruker Advanced X-ray Solutions, Inc.: Madison, WI, 2003.
35. SADABS; University of Göttingen: Göttingen, Germany, 2003.
36. SHELXTL 6.14, Program Library for Structure Solution and Molecular graphics; Bruker Advanced X-ray Solutions, Inc.: Madison, WI, 2000.
37. Sheldrick, G. M. Acta Crystallogr., Sect. A Found. Crystallogr. 2008, A64, 112-122.
38. SHELXL-97, Program for the Refinement of Crystal Structures; University of Göttingen: Göttingen, Germany, 1997.
39. Farrugia, L. J. J. Appl. Crystallogr. 1997, 30, 565.
40. Dey, A.; Jenney, F. E.; Adams, M. W. W.; Johnson, M. K.; Hodgson, K. O.; Hedman, B.; Solomon, E. I. J. Am. Chem. Soc. 2007, 129, 12418-12431.
41. Mosseri, S.; Mialocq, J. C.; Perly, B.; Hambright, P. J. Phys. Chem. 1991, 95, 4659-4663.
42. Evans, D. R.; Mathur, R. S.; Heerwegh, K.; Reed, C. A.; Xie, Z. Angew. Chem., Int. Ed. Engl. 1997, 36, 1335-1337.
43. Evans, D. R.; Reed, R. A. J. Am. Chem. Soc. 2000, 122, 4660-4667.
44. Kennepohl, P.; Neese, F.; Schweitzer, D.; Jackson, H. L.; Kovacs, J. A.; Solomon, E. I. Inorg. Chem. 2005, 44, 1826-1836.
45. Noveron, J. C.; Herradora, R.; Olmstead, M. M.; Mascharak, P. K. Inorg. Chim. Acta 1999, 285, 269-276.
46. Griffith, J. S. Proc. R. Soc London, A 1956, 235, 23-26.
47. Taylor, C. P. S. Biochim. Biophys. Acta 1977, 491, 137-149.
48. Patra, A. K.; Bill, E.; Bothe, E.; Chlopek, K.; Neese, F.; Weyhermuller, T.; Stobie, K.; Ward, M. D.; McCleverty, J. A.; Wieghardt, K. Inorg. Chem. 2006, 45, 7877-7890.
49. Hopmann, K. H.; Guo, J. D.; Himo, F. Inorg. Chem. 2007, 46, 4850-4856.
50. Rodriguez, M.; Morenstern-Badarau; Cesario, M.; Guilhem, J.; Keita, B.; Nadjo, L. Inorg. Chem. 1996, 35, 7804-7810.
51. Strautmann, J. B. H.; George, S. D.; Bothe, E.; Bill, E.; Weyhermuller, T.; Stammler, A.; Bogge, H.; Glaser, T. Inorg. Chem. 2008, 47, 6804-6824.
52. Weisser, J. T.; Nilges, M. J.; Sever, M. J.; Wilker, J. J. Inorg. Chem. 2006, 45, 7736-7747.
53. Copik, A. J.; Waterson, S.; Swierczek, S. I.; Bennett, B.; Holz, R. C. Inorg. Chem. 2005, 44, 1160-1162.
54. Mullins, C. S.; Grapperhaus, C. A.; Kozlowski, P. M. J. Biol. Inorg. Chem. 2006, 11, 617-625.
55. Ashby, M. T.; Enemark, J. H.; Lichtenberger, D. L. Inorg. Chem. 1988, 27, 191-197.