Phosphate triester hydrolysis promoted by an N2S(thiolate)Zn complex: Mechanistic implications for the metal-dependent reactivity of peptide deformylase

Inorganic Chemistry

Volumn 44, Issue 21, 2005, Pages 7559-7569

  Goldberg, David P ^a   DiTargiani, Robert C ^a   Namuswe, Frances ^a   Minnihan, Ellen C ^a   Chang, SeChin ^a   Zakharov, Lev N ^b   Rheingold, Arnold L ^b  

^a JOHNS HOPKINS UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

(2 METHYL 1 (METHYL (2 PYRIDIN 2 YLETHYL)AMINO)PROPANE 2 THIOLATE)ZINC(II); (2-METHYL-1-(METHYL-(2-PYRIDIN-2-YLETHYL)AMINO)PROPANE-2-THIOLATE)ZINC(II); AMIDASE; ORGANOMETALLIC COMPOUND; PEPTIDE DEFORMYLASE; PHOSPHORIC ACID; THIOL DERIVATIVE; ZINC;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HYDROLYSIS; KINETICS; METABOLISM; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

AMIDOHYDROLASES; CRYSTALLOGRAPHY, X-RAY; HYDROLYSIS; KINETICS; MODELS, MOLECULAR; ORGANOMETALLIC COMPOUNDS; PHOSPHORIC ACIDS; SULFHYDRYL COMPOUNDS; THERMODYNAMICS; ZINC;

EID: 27544495598     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic0511571     Document Type: Article

References (63)

1. Parkin, G. Chem. Rev. 2004, 104, 699-767.
2. Lipscomb, W. N.; Sträter, N. Chem. Rev. 1996, 96, 2375-2433.
3. Vallee, B. L.; Auld, D. S. Acc. Chem. Res. 1993, 26, 543-551.
4. Baldwin, E. T.; Harris, M. S.; Yem, A. W.; Wolfe, C. L.; Vosters, A. F.; Curry, K. A.; Murray, R. W.; Bock, J. H.; Marshall, V. P.; Cialdella, J. I.; Merchant, M. H.; Choi, G.; Deibel, M. R., Jr. J. Biol. Chem. 2002, 277, 31163-31171.
5. Hao, B.; Gong, W.; Rajagopalan, P. T. R.; Zhou, Y.; Pei, D.; Chan, M. K. Biochemistry 1999, 38, 4712-4719.
6. Becker, A.; Schlichting, I.; Kabsch, W.; Groche, D.; Schultz, S.; Wagner, A. F. V. Nat. Struct. Biol. 1998, 5, 1053-1058.
7. Becker, A.; Schlichting, I.; Kabsch, W.; Schultz, S.; Wagner, A. F. V. J. Biol. Chem. 1998, 273, 11413-11416.
8. Chan, M. K.; Gong, W.; Rajagopalan, P. T. R.; Hao, B.; Tsai, C. M.; Pei, D. Biochemistry 1997, 36, 13904-13909.
9. (a) Rajagopalan, P. T. R.; Yu, X. C.; Pei, D. J. Am. Chem. Soc. 1997, 119, 12418-12419.
10. (b) Groche, D.; Becker, A.; Schlichting, I.; Kabsch, W.; Schultz, S.; Wagner, A. F. V. Biochem. Biophys. Res. Commun. 1998, 246, 342-346.
11. Serero, A.; Giglione, C.; Meinnel, T. J. Mol. Biol. 2001, 314, 695-708.
12. Rajagopalan, P. T. R.; Grimme, S.; Pei, D. Biochemistry 2000, 39, 779-790.
13. Ragusa, S.; Blanquet, S.; Meinnel, T. J. Mol. Biol. 1998, 280, 515-523.
14. Li, Y.; Chen, Z.; Gong, W. Biochem. Biophys. Res. Commun. 2002, 295, 884-889.
15. diTargiani, R. C.; Chang, S. C.; Salter, M. H.; Hancock, R. D.; Goldberg, D. P. Inorg. Chem. 2003, 42, 5825-5836.
16. Kimura, E.; Shiota, T.; Koike, T.; Shiro, M.; Kodama, M. J. Am. Chem. Soc. 1990, 112, 5805-5811.
17. Koike, T.; Kimura, E. J. Am. Chem. Soc. 1991, 113, 8935-8941.
18. Koike, T.; Takamura, M.; Kimura, E. J. Am. Chem. Soc. 1994, 116, 8443-8449.
19. Bazzicalupi, C.; Bencini, A.; Bianchi, A.; Fusi, V.; Giorgi, C.; Paoletti, P.; Valtancoli, B.; Zanchi, D. Inorg. Chem. 1997, 36, 2784-2790.
20. Xia, J.; Xu, Y.; Li, S. A.; Sun, W. Y.; Yu, K. B.; Tang, W. X. Inorg. Chem. 2001, 40, 2394-2401.
21. Bonfá, L.; Gatos, M.; Mancin, F.; Tecilla, P.; Tonellato, U. Inorg. Chem. 2003, 42, 3943-3949.
22. Rombach, M.; Maurer, C.; Weis, K.; Keller, E.; Vahrenkamp, H. Chem. - Eur. J. 1999, 5, 1013-1027.
23. Itoh, T.; Fujii, Y.; Tada, T.; Yoshikawa, Y.; Hisada, H. Bull. Chem. Soc. Jpn. 1996, 69, 1265-1274.
24. Livieri, M.; Mancin, F.; Toneliato, U.; Chin, J. Chem. Commun. 2004, 2862-2863.
25. (a) Trawick, B. N.; Daniher, A. T.; Bashkin, J. K. Chem. Rev. 1998, 98, 939-960.
26. (b) Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133-165.
27. (c) Krämer, R. Coord. Chem. Rev. 1999, 182, 243-261.
28. (d) Blaskó, A.; Bruice, T. C. Acc. Chem. Res. 1999, 32, 475-484.
29. (e) Williams, N. H.; Takasaki, B.; Wall, M.; Chin, J. Acc. Chem. Res. 1999, 32, 485-493.
30. (f) Molenveld, P.; Engbersen, J. F. J.; Reinhoudt, D. N. Chem. Soc. Rev. 2000, 29, 75-86.
31. (g) Iranzo, O.; Richard, J. P.; Morrow, J. R. Inorg. Chem. 2004, 43, 1743-1750.
32. (h) He, C.; Gomez, V.; Spingler, B.; Lippard, S. J. Inorg. Chem. 2000, 39, 4188-4189.
33. (i) He, C.; Lippard, S. J. J. Am. Chem. Soc. 2000, 122, 184-185.
34. Chang, S. C.; Karambelkar, V. V.; Sommer, R. D.; Rheingold, A. L.; Goldberg, D. P. Inorg. Chem. 2002, 41, 239-248.
35. Sheldrick, G. M. SADABS (2.01), Bruker/Siemens Area Detector Absorption Correction Program; Bruker AXS: Madison, WI, 1998.
36. Sheldrick, G. M. SHEXTL: Program Package for Structure Solution and Refinement; Bruker AXS: Madison, WI, 1997.
37. Bates, R. G.; Paabo, M.; Robinson, R. A. J. Phys. Chem. 1963, 67, 1833-1838.
38. Zuman, P.; Patel, R. C. Techniques in Organic Reaction Kinetics; John Wiley & Sons: New York, 1984.
39. Ibrahim, M. M.; Shimomura, N.; Ichikawa, K.; Shiro, M. Inorg. Chim. Acta 2001, 313, 125-136.
40. Clewley, R. G.; Slebocka-Tilk, H.; Brown, R. S. Inorg. Chim. Acta 1989, 157, 233-238.
41. Itoh, M.; Nakazawa, J.; Maeda, K.; Kano, K.; Mizutani, T.; Kodera, M. Inorg. Chem. 2005, 44, 691-702.
42. Jencks, W. P.; Gilchrist, M. J. Am. Chem. Soc. 1968, 90, 2622-2637.
43. Gellman, S. H.; Petter, R.; Breslow, R. J. Am. Chem. Soc. 1986, 108, 2388-2394.
44. Deal, K. A.; Hengge, A. C.; Burstyn, J. N. J. Am. Chem. Soc. 1996, 118, 1713-1718.
45. Deal, K. A.; Burstyn, J. N. Inorg. Chem. 1996, 35, 2792-2798.
46. Hendry, P.; Sargeson, A. M. Inorg. Chem. 1990, 29, 92-97.
47. Hendry, P.; Sargeson, A. M. Prog. Inorg. Chem. 1990, 38, 201-258.
48. Hendry, P.; Sargeson, A. M. J. Am. Chem. Soc. 1989, 111, 2521-2527.
49. Chin, J.; Zou, X. J. Am. Chem. Soc. 1988, 110, 223-225.
50. Chin, J.; Banaszczyk, M.; Jubian, V.; Zou, X. J. Am. Chem. Soc. 1989, 111, 186-190.
51. Morrow, J. R.; Buttrey, L. A.; Shelton, V. M.; Berback, K. A. J. Am. Chem. Soc. 1992, 114, 1903-1905.
52. Morrow, J. R.; Buttrey, L. A.; Berback, K. A. Inorg. Chem. 1992, 31, 16-20.
53. Sprigings, T. G.; Hall, C. D. J. Chem. Soc., Perkins Trans. 2 2001, 2063-2067.
54. Grapperhaus, C. A.; Bellefeuille, J. A.; Reibenspies, J. H.; Darensbourg, M. Y. Inorg. Chem. 1999, 38, 3698-3703.
55. Colpas, G. J.; Kumar, M.; Day, R. O.; Maroney, M. J. Inorg. Chem. 1990, 29, 4779-4788.
56. Fackler, J. P. Prog. Inorg. Chem. 1976, 21, 55.
57. Grapperhaus, C. A.; Darensbourg, M. Y. Acc. Chem. Res. 1998, 31, 451-459.
58. Addison, A. W.; Rao, T. N.; Reedjik, J.; van Rijn, J.; Verschoor, G. C. J. Chem. Soc., Dalton Trans. 1984, 1349-1456.
59. Musie, G.; Lai, C. H.; Reibenspies, J. H.; Sumner, L. W.; Darensbourg, M. Y. Inorg. Chem. 1998, 37, 4086-4093.
60. Chang, S.; Sommer, R. D.; Rheingold, A. L.; Goldberg, D. P. Chem. Commun. 2001, 2396-2397.
61. Jain, R.; Hao, B.; Liu, R.; Chan, M. K. J. Am. Chem. Soc. 2005, 127, 4558-4559.
62. Bock, C. W.; Katz, A. K.; Glusker, J. P. J. Am. Chem. Soc. 1995, 117, 3754-3763.
63. Karambelkar, V. V.; Zhang, Y.; Zhao, C.; Goldberg, D. P. Submitted for publication.