Spectral and Structural Characterization of Two Ferric Coordination Modes of a Simple Bis(catecholamide) Ligand: Metal-Assisted Self-Assembly in a Siderophore Analog

Inorganic Chemistry

Volumn 35, Issue 10, 1996, Pages 2719-2720

  Enemark, Eric J ^a   Stack, T D P ^a  

^a STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000774149     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic960022f     Document Type: Article

References (33)

1. Matzanke, B. F.; Müller-Matzanke, G.; Raymond, K. N. In Iron Carriers and Iron Proteins; Loehr, T. M., Ed.; VCH: New York, 1989; Vol. 5; pp 1-121.
2. Neilands, J. B. Annu. Rev. Biochem. 1981, 50, 715-731.
3. Corbin, J. L.; Bulen. W. A. Biochemistry 1969, 8, 757-762.
4. Tait, G. H. Biochem. J. 1975, 146, 191-204.
5. Ong, S. A.; Peterson, T.; Neilands, J. B. J. Biol. Chem. 1979, 254, 1860-1865.
6. Peterson, T.; Falk, K.; Leong, S. A.; Klein, M. P.; Neilands. J. B. J. Am. Chem. Soc. 1980, 102, 7715-7718.
7. Griffiths, G. L.; Sigel, S. P.; Payne, S. M.; Neilands, J. B. J. Biol. Chem. 1984, 1, 383-385.
8. Yamamoto, S.; Okujo, N.; Fujita, Y.; Saito, M.; Yoshida, T.; Shinoda, S. J. Biochem. 1993, 113. 538-544.
9. Telford, J. R.; Leary, J. A.; Tunstad, L. M. G.; Byers, B. R.; Raymond. K. N. J. Am. Chem. Soc. 1994, 116, 4499-4500.
10. Ehlert, G.; Taraz. K.; Budzikiewicz, H. Z. Naturforsch., C 1994, 49, 11-17.
11. Agrobactin, fluvibactin. and vibriobactin actually contain three catecholate moieties but can be classified as bis(catecholamides) because molecular models and solution studies suggest that only two of the three catecholates can be involved in ligating a single iron in a 1:1 complex. See: Neilands. J. B.; Peterson. T.; Leong, S. A. In Inorganic Chemistry in Biology and Medicine; Martell. A., Ed.; American Chemical Society: Washington, DC. 1980; p 264.
12. Lehn, J. M. Angew. Chem., Int. Ed. Engl. 1990, 29, 1304-1319.
13. Constable, E. C. Nature 1993, 362, 412-413.
14. Scarrow, R. C.; White, D. L.; Raymond. K. N. J. Am. Chem. Soc. 1985, 107, 6540-6546.
15. Ibers, J. A.; Holm. R. H. Science 1980, 209, 223-235.
16. Huang. S.-P.; Franz. K. J.; Olmstead. M. M.; Fish, R. H. Inorg. Chem. 1995, 34, 2820-2825.
17. Karpishin, T. B.; Gebhard, M. S.; Solomon, E. I.; Raymond, K. N. J. Am. Chem. Soc. 1991, 113, 2977-2984.
18. w) = 8.0 (8,1).
19. Enemark, E. J.; Slack, T. D. P. Angew. Chem., Int. Ed. Engl. 1995, 34, 996-998.
20. Kepert, D. L. In Inorganic Stereochemistry. Kepert. D. L., Ed.; Springer-Verlag: Berlin. 1982: Vol. 6: pp 92-132.
21. Karpishin, T. B.; Stack. T. D. P.; Raymond. K. N. J. Am. Chem. Soc. 1993, 115, 184-192.
22. The helical pitch reported is the twist angle between the two triangles defined by the mean position of the two oxygen atoms of each catecholate ring. For the definition of a twist angle, see ref 20.
23. Garrett, T. M.; Mcmurry, T. J.; Hosseini. M. W.; Reyes, Z. E.; Hahn. F. E.; Raymond. K. N. J. Am. Chem. Soc. 1991, 113, 2965-2977.
24. Garrett, T. M.; Cass. M. E.; Raymond. K. N. J. Coord. Chem. 1992, 25, 241-253.
25. w) = 5.7(7.3).
26. Borer, L.; Thalken. L.; Cecarelli, C.; Glick, M.; Zhang, J. H.; Reiff, W. H. Inorg. Chem. 1983, 22, 1719-1724.
27. Ou, C. C.; Lalancette. R. A.; Potenza. J. A.; Schugar, H. J. J. Am. Chem. Soc. 1978, 100, 2053-2057.
28. Thich. J. A.; Chia, C. O.; Powers, D.; Vasiliou. B.; Mastropaolo. D.; Potenza, J. A.; Schugar. H. J. J. Am. Chem. Soc. 1976, 98, 1425-1432.
29. -1).
30. 3CN.
31. Although this is not a single-species conversion, it can be treated as such because the absorbances of other species are negligible in the region.
32. Ecker, D. J.; Loomis, L. D.; Cass, M. E.; Raymond. K. N. J. Am. Chem. Soc. 1988, 110, 2457-2464.
33. Karpishin, T. B.; Stack. T. D. P.; Raymond. K. N. J. Am. Chem. Soc. 1993, 115, 6115-6125.