Enterobactin protonation and iron release: Hexadentate tris-salicylate ligands as models for triprotonated ferric enterobactin1

Journal of the American Chemical Society

Volumn 120, Issue 25, 1998, Pages 6277-6286

  Cohen, Seth M ^a   Meyer, Michel ^a   Raymond, Kenneth N ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENTEROCHELIN; FERRIC ION; IRON;

ARTICLE; COMPLEX FORMATION; ESCHERICHIA COLI; IRON KINETICS; IRON TRANSPORT; LIGAND BINDING; NONHUMAN; PROTON TRANSPORT;

EID: 0032126774     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja973442s     Document Type: Article

References (46)

1. Paper number 63 in the series "Coordination Chemistry of Microbial Iron Transport." For the previous paper see Telford, J. R. and Raymond, K. N. J. Biol. Inorg. Chem., 1997, 2, 750.
2. Telford, J. R.; Raymond, K. N. in Comprehensive Supramolecular Chemistry; Elsevier Science Ltd.: Oxford, 1996; Vol. 1, p 245.
3. Winkelmann, G. CRC Handbook of Microbial Iron Chelates; CRC Press: Boca Raton, 1991.
4. Isied, S. S.; Kuo, G.; Raymond, K. N. J. Am. Chem. Soc. 1976, 98, 1763.
5. Harris, W. R.; Carrano, C. J.; Cooper, S. R.; Sofen, S. R.; Avdeef, A. E.; McArdle, J. V.; Raymond, K. N. J. Am. Chem. Soc. 1979, 101, 6097.
6. Scarrow, R. C.; Ecker, D. J.; Ng, C.; Liu, S.; Raymond, K. N. Inorg. Chem. 1991, 30, 900.
7. Karpishin, T. B.; Dewey, T. M.; Raymond, K. R. J. Am. Chem. Soc. 1993, 115, 1842.
8. Meyer, M.; Telford, J. R.; Cohen, S. M.; White, D.; Xu, J.; Raymond, K. N. J. Am. Chem. Soc. 1997, 119, 10093.
9. Walsh, C. T.; Liu, J.; Rusnak, F.; Sakaitani, M. Chem. Rev. 1990, 90, 1105.
10. Chenault, S. S.; Earhart, C. F. Mol. Microbiol. 1991, 5, 1405.
11. Foster, M. S.; Carroll, J. N.; Niederhoffer, E. C. FEMS Microbiol. Lett. 1994, 117, 79.
12. Kwon, O.; Hudspeth, M. E. S.; Meganathan, R. J. Bacteriol. 1996, 178, 3252.
13. Hantash, F. M.; Ammerlaan, M.; Earhart, C. F. Microbiology 1997, 143, 147.
14. Ecker, D. J.; Matzanke, B. F.; Raymond, K. N. J. Bacteriol. 1986, 167, 666.
15. Matzanke, B.; Ecker, D. J.; Yang, T. S.; Huynh, B. H.; Muller, G.; Raymond, K. N. J. Bacteriol. 1986, 167, 674.
16. Ecker, D. J.; Loomis, L. D.; Cass, M. E.; Raymond, K. N. J. Am. Chem. Soc. 1988, 110, 2457.
17. Armstrong, S. K.; McIntosh, M. A. J. Biol. Chem. 1995, 270, 2483.
18. Newton, S. M. C.; Allen, J. S.; Cao, Z.; Qi, Z.; Jiang, X.; Spencel, C.; Igo, J. D.; Foster, S. B.; Payne, M. A.; Klebba, P. E. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 4560.
19. Brickman, T. J.; McIntosh, M. A. J. Biol. Chem. 1992, 267, 12350.
20. O'Brien, I. G.; Cox, G. B.; Gibson, F. Biochim. Biophys. Acta 1971, 237, 537.
21. Cooper, S. R.; McArdle, J. V.; Raymond, K. N. Proc. Natl. Acad. Sci. U.S.A. 1978, 75, 3551.
22. Lee, C.-W.; Ecker, D. J.; Raymond, K. N. J. Am. Chem. Soc. 1985, 107, 6920.
23. Cass, M. E.; Garrett, T. M.; Raymond, K. N. J. Am. Chem. Soc. 1989, 111, 1677.
24. Pecoraro, V. L.; Harris, W. R.; Wong, G. B.; Carrano, C. J.; Raymond, K. N. J. Am. Chem. Soc. 1983, 105, 4623.
25. Gross, R. FEMS Microbiol. Rev. 1993, 104, 301.
26. Wooldridge, K. G.; Williams, P. H. FEMS Microbiol. Rev. 1993, 12, 325.
27. Shannon, R. D. Acta Crystallogr. 1976, A32, 751.
28. Turowski. P. N.; Rodgers, S. J.; Scarrow, R. C.; Raymond, K. N. Inorg. Chem. 1988, 27, 474.
29. Serratrice, G.; Mourral, C.; Zeghli, A.; Beguin, C. G.; Baret, P.; Pierre, J. L. New J. Chem. 1994, 18, 749.
30. Serratrice, G.; Zeghli, C. G.; Gellon, G.; Baret, P.; Pierre, J. L. J. Chim. Phys. 1992, 89, 549.
31. Ng, C. Y.; Rodgers, S. J.; Lee, C. W.; Raymond, K. N. Inorg. Chem. 1989, 28, 2062.
32. Rodgers, S. J.; Lee, C. W.; Ng, C. Y.; Raymond, K. N. Inorg. Chem. 1987, 26, 1622.
33. Caris, C.; Baret, P.; Pierre, J. L.; Serratrice, G. Tetrahedron 1996, 52, 4659.
34. Xu, J.; Frankin, S. J.; Whisenhunt, D. W., Jr.; Raymond, K. N. J. Am. Chem. Soc. 1995, 117, 7245.
35. Delgado, R.; Frausto Da Suva, J. J. R.; Amorim, M. T. S.; Cabral, M. F.; Chaves, S. J. Anal. Chim. Acta 1991, 245, 271.
36. Perrin, D. D.; Dempsey, B. Buffers for pH and Metal Ion Control; Chapman and Hall: London, 1974.
37. Harris, W.; Raymond, K. N. J. Am. Chem. Soc. 1979, 101, 6534.
38. Loomis, L. D.; Raymond, K. N. Inorg. Chem. 1991, 30, 906.
39. Hider, R. C.; Bickar, D.; Morrison, I. E. G.; Silver, J. J. Am. Chem. Soc. 1984, 106, 6983.
40. The several inconsistent earlier reports that mischaracterized the aqueous solution protonation chemistry of ferric enterobactin are not cited here. They are analyzed in detail in ref 24.
41. SMART, Area-Detector Software Package; Siemens Industrial Automation, Inc.: Madison, WI, 1994.
42. SAINT, SAX Area-Detector Integration Program v. 4.024; Siemens Industrial Automation, Inc.: Madison, WI, 1994.
43. SHELXTL, Crystal Structure Analysis Determination Package; Siemens Industrial Automation, Inc.: Madison, WI, 1994.
44. Franczyk, T. S. Ph.D. Dissertation, University of California at Berkeley, 1991.
45. Kappel, M.; Raymond, K. N. Inorg. Chem. 1982, 21, 3437.
46. Raymond, K. N.; McCormick, J. M. J. Coord. Chem. In press.