Reactivity of five-coordinate models for the thiolate-ligated Fe site of nitrile hydratase

Journal of the American Chemical Society

Volumn 120, Issue 23, 1998, Pages 5691-5700

  Ellison, Jeffrey J ^a   Nienstedt, Andrew ^a   Shoner, Steven C ^a   Barnhart, David ^a   Cowen, Jerry A ^a   Kovacs, Julie A ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; CARBON MONOXIDE; FLUOROPHOSPHATE; IRON; NITRILE HYDRATASE;

ARTICLE; ELECTRON SPIN RESONANCE; ENZYME SUBSTRATE; MODEL; OXIDATION; THERMODYNAMICS;

EID: 0032540648     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja973129q     Document Type: Article

References (79)

1. Brennan, B. A.; Cummings, J. G.; Chase, D. B.; Turner, I. M., Jr.; Nelson, M. J. Biochemistry 1996, 35, 10068-10077.
2. Odaka, M.; Fujii, K.; Hoshino, M.; Noguchi, T.; Tsujimura, M.; Nagashima, S.; Yohada, N.; Nagamune, T.; Inoue, I.; Endo, I. J. Am. Chem. Soc. 1997, 119, 3785-3791.
3. Nagasawa, T.; Ryuno, K.; Yamada, H. Biochem. Biophys. Res. Commun. 1986, 139, 1305-12.
4. Sugiura, Y.; Kuwahara, J.; Nagasawa, T.; Yamada, H. J. Am. Chem. Soc. 1987, 109, 5848-50.
5. Scarrow, R. C.; Brennan, B. A.; Nelson, M. J. Biochemistry 1996, 35, 10078-10088.
6. Tsujimura, M.; Odaka, M.; Nagashima, S.; Yohda, M.; Endo, I. J. Biochem. 1996, 119, 407-413.
7. Brennan, B. A.; Jin, H.; Chase, D. B.; Turner, I. M.; Buck, C; Scarrow, R. C.; Gurbiel, R.; Doan, P.; Huffman, B. M.; Nelson, M. J. J. Inorg. Biochem. 1993, 51, 373.
8. Honda, J.; Kandori, H.; Okada, T.; Nagamune, T.; Shichida, Y.; Sasabe, H.; Endo, I. Biochemistry 1994, 33, 3577-3583.
9. Jin, H.; Turner, I. M., Jr.; Nelson, M. J.; Gurbiel, R. J.; Doan, P. E.; Huffman, B. M. J. Am. Chem. Soc. 1993, 115, 5290-1.
10. Maddrell, S. J.; Turner, N. J.; Crosby, J. Tetrahedron Lett. 1996, 6001.
11. Nagamune, T.; Honda, J.; Kobayashi, Y.; Sasabe, H.; Endo, I.; Ambe, F. Hyperfine Interact. 1992, 71, 1271-1274.
12. Nelson, M. J.; Jin, H.; Turner, I. M., Jr.; Grove, G.; Scarrow, R. C.; Brennan, B. A.; Que, L., Jr. J. Am. Chem. Soc. 1991, 113, 7072-3.
13. Noguchi, T.; Honda, J.; Nagamune, T.; Sasabe, H.; Inoue, Y.; Endo, I. FEES Lett. 1995, 358, 9-12.
14. Noguchi, T.; Hoshino, M.; Tsujimura, M.; Odaka, M.; Inoue, Y.; Endo, I. Biochemistry 1996, 35, 16777-16781.
15. Odaka, M.; Noguchi, T.; Nagashima, S.; Yohda, M.; Yabuki, S.; Hoshino, M.; Inoue, Y.; Endo, I. Biochem. Biophys. Res. Commun. 1996, 221, 146-150.
16. Tavares, P.; Ravi, N.; Moura, J. J. G.; LeGall, J.; Huang, Y.-H.; Grouse, B. R.; Johnson, M. K.; Huynh, B. H.; Moura, I. J. Biol. Chem. 1994, 269, 10504-10510.
17. Chen, L.; Sharma, P.; LeGall, J.; Mariano, A. M.; Teixeira, M.; Xavier, A. V. Eur. J. Biochem. 1994, 226, 613-618.
18. Kobayashi, M.; Nagasawa, T.; Yamada, H. Tibtech 1992, 10, 402-408.
19. Wyatt, J. M.; Knowles, C. J. Int. Biodeterior. Biodegrad. 1995, 35, 227-248.
20. Brennan, B. A.; Alms, G.; Nelson, M. J.; Durney, L. T.; Scarrow, R. C. J. Am. Chem. Soc. 1996, 118, 9194.
21. Nagasawa, T.; Takeuchi, K.; Yamada, H. Eur. J. Biochem. 1991, 196, 581-589.
22. Eklund, H.; Branden, C.-I. Zinc Enzymes; Wiley: New York, 1983.
23. Doan, P.; Nelson, M. J.; Jin., H.; Hoffman, B. M. J. Am. Chem. Soc. 1996, 118, 7014-7015.
24. Huang, W.; Jia, J.; Cummings, J.; Nelson, M.; Schneider, G.; Lindqvist, Y. Structure 1997, 5, 691-699.
25. Mayoux, J. -.; Cerbeoud, E.; Soubrier, F.; Faucher, D.; Petre, D. J. Bacteriol. 1990, 172, 6764-6773.
26. Stevenson, D. E.; Feng, R.; Dumas, F.; Groleau, D.; Mihoc, A.; Storer, A. C. Biotechnol. Appl. Biochem. Biotechnol. 1992, 15, 283-302.
27. Dufour, E.; Storer, A. C.; Menard, R. Biochemistry 1995, 34, 16382-16388.
28. Scarrow, R. C.; Strickler, B.; Ellison, J. J.; Shoner, S. C.; Kovacs, J. A.; Cummings, J. G.; Nelson, M. J. Manuscript submitted.
29. Popescue, V.-C.; Munck, E.; Krebs, C.; Pereira, A. S.; Tavares, P.; Huynh, B. H.; Schweitzer, D.; Ellison, J. J.; Kovacs, J. A.; Cummings, J. G.; Turner, I. M., Jr.; Nelson, M. A. Manuscript in preparation.
30. Zanella, A. W.; Ford, P. C. Inorg. Chem. 1975, 14, 42-47.
31. Kim, J. H.; Britten, J.; Chin, J. J. Am. Chem. Soc. 1993, 115, 3618-3622.
32. Chin, J. Ace. Chem. Res. 1991, 24, 145-152.
33. Herskovitz, T.; Depamphilis, B. V.; Gillum, W. O.; Holm. R. H. Inorg. Chem. 1975, 14, 1426-30.
34. Millar, M.; Lee, J. F.; Fikar, R. Inorg. Chim. Acta 1996, 243, 333.
35. Maelia, L. E.; Millar, M.; Koch, S. A. Inorg. Chem. 1992, 31, 4594-600.
36. Govindaswamy, N.; Quarless, D. A., Jr.; Koch, S. A. J. Am. Chem. Soc. 1995, 117, 8468-69.
37. Lane, R. W.; Ibers, J. A.; Frankel, R. B.; Papaefthymiou, G. C.; Holm, R. H. J. Am. Chem. Soc. 1977, 99, 84-98.
38. Lane, R. W.; Ibers, J. A.; Frankel, R. B.; Holm, R. H. Proc. Natl. Acad. Sci. U.S.A. 1975, 72, 2868-72.
39. Beissel, T.; Buerger, K. S.; Voigt, G.; Wieghardt, K.; Butzlaff, C.; Trautwein, A. X. Inorg. Chem. 1993, 32, 124-6.
40. Fallon, G. D.; Gatehouse, B. M. J. Chem. Soc., Dalton Trans 1975, 1344-47.
41. Fallon, G. D.; Gatehouse, B. M.; Marini, P. J.; Murray, K. S.; West, B. O. J. Chem. Soc., Dalton Trans 1984, 12, 2733-9.
42. Snow, M. R.; Ibers, J. A. Inorg. Chem. 1973, 12, 249-51.
43. Shoner, S. C.; Barnhart, D.; Kovacs, J. A. Inorg. Chem. 1995, 34, 4517-18.
44. Greenwood, N. N.; Earnshaw, A. In Chemistry of the Elements; Pergamon Press: New York, 1984; p 1266.
45. Cotton, F. A.; Wilkinson, G. In Advanced Inorganic Chemistry; 4th ed.; Wiley: New York, 1980; pp 648-9 and 761-2.
46. Leipoldt, J. G.; Coppens, P. Inorg. Chem. 1973, 12, 2269-2274.
47. Schaffer, C. E.; Jorgensen, C. K. J. Inorg. Nucl. Chem. 1958, 8, 143.
48. Shoner, S. C.; Olmstead, M. M.; Kovacs, J. A. Inorg. Chem. 1994, 33, 7-8.
49. Shoner, S. C.; Humphreys, K.; Barnhart, D.; Kovacs J. A. Inorg. Chem. 1995, 34, 5933-34.
50. Shoner, S. C.; Nienstedt, A.; Ellison, J. J.; Kung, L; Barnhart, D. Kovacs, J. A. Inorg. Chem. 1997, submitted.
51. Jackson, H. L.; Shoner, S. C.; Barnhart, D.; Kovacs, J. A. Manuscript in preparation.
52. Coucouvanis, D.; Swenson, D.; Baenziger, N. C.; Murphy, C.; Holah, D. G.; Sfarnas, N.; Simopoulos, A.; Kostikas, A. J. Am. Chem. Soc. 1981, 103, 3350-3362.
53. Holm, R. H.; Ibers, J. A. Iron - Sulfur Proteins; Academic Press: New York, 1977; Vol. III, Chapter 7.
54. Duggan, D. M.; Hendrickson, D. N. Inorg. Chem. 1975, 14, 955.
55. Live, D. H.; Chan, S. I. Anal. Chem. 1970, 42, 791.
56. Wyman, D. P.; Kaufman, P. R. J. Org. Chem. 1964, 29, 1956.
57. In Lange's Handbook of Chemistry, 12th ed.; Dean, J. A., Ed.; Mcgraw-Hill: New York, 1979; Chapter 10, pp 127-128.
58. Guidry, R. M.; Drago, R. S. J. Am. Chem. Soc. 1973, 95, 6645.
59. Epley, T. D.; Drago, R. S. J. Am. Chem. Soc. 1969, 91, 2883.
60. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, England, 1974; Vol. IV.
61. Millar, M.; Lee, J. F.; Koch, S. A.; Fikar, R. Inorg. Chem. 1982, 21, 4105-6.
62. B.
63. Cramer, S. P.; Dawson, J. H.; Hodgson, K. O.; Hager, L. P. J. Am. Chem. Soc. 1978, 100, 7282-7289.
64. Tsai, R.; Yu, C. A.; Gunsalus, I. C.; Peisach, J.; Blumberg, W.; Orme-Johnson, W. H.; Beinert, H. Proc. Natl. Acad. Sci. 1970, 66, 1157-1163.
65. Tang, S. C.; Koch, S.; Papaefthymiou, G. C.; Foner, S.; Frankel, R. B.; Ibers, J. A.; Holm, R. H. J. Am. Chem. Soc. 1976, 98, 2414-2434.
66. Zanello, P.; Cini, R.; Cinquantinin, A.; Orioli, P. J. Chem. Soc., Dalton Trans. 1983, 2159.
67. Freyberg, D. P.; Mockler, G. M.; Sinn, E. J. Chem. Soc, Dalton Trans. 1976, 447.
68. Cini, R.; Orioli, P. Inorg. Chim. Acta 1982, 63, 243.
69. In a rigorous analysis, the influence of spin-state changes on bond distances must be considered, since this would influence antibonding orbital population. However, an analysis which takes spin state into account would be complicated by the fact that 2 is mixed spin (S = 1/2/S = 3/2). A detailed molecular orbital decription along with temperature-dependent magnetic studies is therefore needed before a discussion of this type is attempted.
70. Bernhardt, P. V.; Comba, P.; Hambly, T. W.; Lawrance, G. A. Inorg. Chem. 1991, 30, 942-946.
71. Karlin, K. D.; Rabinowitz, H. N.; Lewis, D. L.; Lippard, S. J. Inorg. Chem. 1977, 76, 3262-3267.
72. Marini, P. J.; Murray, K. S.; West, B. O. J. Chem. Soc., Dalton Trans. 1983, 143-150.
73. Sellmann, D.; Geck, M.; Knoch, F.; Ritter, G.; Dengler, J. J. Am. Chem. Soc. 1991, 113, 3819-3828.
74. 3 are added.
75. Don, Z.; Ziolo, R. F. Chem. Rev. 1973, 73, 247-254.
76. Muller, A. Struct. Bond. 1973, 14, 141-171.
77. Aruffo, A. A.; Santarsiero, B. D.; Shomaker, V.; Lingafelter, E. C. Acta Crystallogr., Sect C 1984, 40, 1693-1695.
78. Stynes, D. V.; Hui, Y. S.; Chew, V. Inorg. Chem. 1982, 21, 1222-1225.
79. Sellmann, D.; Kuntsmann, H.; Knoch, F.; Moll, M. Inorg. Chem. 1988, 27, 4183-90.