New MnII complexes with an N/O coordination sphere from tripodal N-centered ligands - Characterization from solid state to solution and reaction with superoxide in non-aqueous and aqueous media

European Journal of Inorganic Chemistry

Volumn , Issue 7, 2001, Pages 1807-1818

  Policar, Clotilde ^a   Durot, Stéphanie ^a   Lambert, François ^a   Cesario, Michèle ^b   Ramiandrasoa, Florence ^a   Morgenstern Badarau, Irène ^a  

^a UNIVERSITÉ PARIS SACLAY   (France)

^b CNRS   (France)

Author keywords

Bridging ligands; Carboxylate ligands; Manganese; SOD mimics; Tripodal ligands

Indexed keywords

CARBOXYLATION; CRYSTAL STRUCTURE; MANGANESE COMPOUNDS;

1-METHYLIMIDAZOLE; BRIDGING LIGANDS; CARBOXYLATE LIGANDS; CARBOXYLATO; COORDINATION SPHERE; GLYCINATE; NON-AQUEOUS; SOD MIMIC; SUPEROXIDES; TRIPODAL LIGANDS;

LIGANDS;

DIMETHYL SULFOXIDE; LIGAND; MANGANESE DERIVATIVE; N,N BIS[(1 METHYLIMIDAZOL 2 YL)METHYL]GLYCINATE; SUPEROXIDE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; COMPLEX FORMATION; CRYSTAL STRUCTURE; CRYSTALLIZATION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SOLID STATE; SYNTHESIS; X RAY ANALYSIS;

EID: 0034959719     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0682(200107)2001:7<1807::AID-EJIC1807>3.0.CO;2-Y     Document Type: Article

References (92)

1. W. R. Jakoby, D. M. Ziegler, J. Biol. Chem. 1990, 265, 20715-20718.
2. B. Halliwell, J. M. C. Gutteridge, "Oxygen Radicals in Biological Systems" in Methods in Enzymology (Eds.: L. Packler, A. N. Glazer), Academic Press, New York, 1990, 1-85.
3. D. Mansuy, P. Battioni, "Dioxygen Activation at Heme Centers in Enzymes and Synthetic Analogs" in Bioinorganic Catalysis, Marcel Dekker, New York, 1995, p. 395-423.
4. I. Fridovich, Ann. Rev. Biochem. 1995, 64, 97-112.
5. D. P. Riley, Chem. Rev. 1999, 99, 2573-2587.
6. 50: 50% inhibition concentration; LMCT: ligand→metal charge transfer.
7. J. M. McCord, I. Fridovich, J. Biol. Chem. 1969, 244, 6049-6055.
8. S. J. Lippard, J. M. Berg, Principles of Bioinorganic Chemistry, University Science Books, Mill Valley, California, 1994.
9. I. Bertini, S. J. Gray, S. J. Lippard, J. S. Valentine, Bioinorganic Chemistry, University Science Books, Mill Valley, California, 1994.
10. H.-D. Youn, E.-J. Kim, J.-H. Roe, Y. C. Hah, S.-O. Kang, Biochem. J. 1996, 318, 889-896.
11. I. Fridovich, J. Exp. Biol. 1998, 201, 1203.
12. P. K. Coughlin, A. E. Martin, J. C. Dewan, E.-I. Watanabe, J. E. Bulkowski, J.-M. Lehn, S. J. Lippard, Inorg. Chem. 1984, 23, 1004-1009.
13. E. Kimura, T. Koike, Y. Shimizu, M. Kodama, Inorg. Chem. 1986, 25, 2242-2246.
14. J.-L. Pierre, P. Chautemps, S. Refaif, C. Beguin, A. El Marzuki, G. Serratrice, E. Saint-Aman, P. Rey, J. Am. Chem. Soc. 1995, 117, 1965-1973.
15. J. Casanova, G. Alzuet, S. Ferrer, J. LaTorre, J. A. Ramirez, J. Borras, Inorg. Chim. Acta 2000, 304, 170-177.
16. H. Ohtsu, Y. Shimazaki, A. Odani, O. Yamauchi, W. Mori, S. Itoh, S. Fukuzumi, J. Am. Chem. Soc. 2000, 122, 5733-5741.
17. L. Iuliano, J. Z. Pedersen, A. Ghiselli, D. Pratico, G. Rotilio, F. Violi, Arch. Biochem. Biophys. 1992, 293, 153-157.
18. W. S. Szulbinski, P. R. Warburton, D. H. Busch, Inorg. Chem. 1993, 32, 5368-5376.
19. I. Morgenstern-Badarau, F. Lambert, A. Deroche, M. Cesario, J. Guilhem, B. Keita, L. Nadjo, Inorg. Chim. Acta 1998, 275-276, 234-241.
20. T. Nagano, T. Hirano, M. Hirobe, J. Biol. Chem. 1989, 264, 9243-9249.
21. M. C. Rodriguez, I. Morgenstern-Badarau, M. Cesario, J. Guilhem, B. Keita, L. Nadjo, Inorg. Chem. 1996, 55, 7804-7810.
22. M. C. Rodriguez, F. Lambert, M. Cesario, I. Morgenstern-Badarau, Inorg. Chem. 1997, 55, 3525-3531.
23. I. Batinic-Haberle, I. Spasojevic, P. Hambright, L. Benov, A. L. Crumbliss, I. Fridovich, Inorg. Chem. 1999, 38, 4011-4022.
24. Y. Nishida, I. Watanabe, K. Unoura, Chem. Lett. 1991, 1517-1520.
25. D. L. Zhang, D. H. Busch, P. L. Lennon, R. H. Weiss, W. L. Neumann, D. P. Riley, Inorg. Chem. 1998, 37, 956-963.
26. J. K. Howie, D. T. Sawyer, J. Am. Chem. Soc. 1976, 98, 6698-6700.
27. J. S. Valentine, A. E. Quinn, Inorg. Chem. 1976, 15, 1997-1999.
28. J. Stein, J. P. Fackler, G. J. McClune, J. A. Fee, L. T. Chan, Inorg. Chem. 1979, 18, 3511-3518.
29. W. H. Koppenol, F. Levine, T. L. Hatmaker, J. Epp, J. D. Rush, Arch. Biochem. Biophys. 1986, 251, 594-599.
30. K. S. Yamaguchi, L. Spencer, D. T. Sawyer, FEBS Lett. 1986, 197, 249-252.
31. W. F. Beyer, I. Fridovich, Arch. Biochem. Biophys. 1989, 271, 149-156.
32. J. D. Rush, Z. Maskos, W. H. Koppenol, Arch. Biochem. Biophys. 1991, 259, 97-102.
33. N. Kitajima, M. Osawa, N. Tamura, Y. Moro-Oka, T. Hirano, M. Hirobe, T. Nagano, Inorg. Chem. 1993, 32, 1879-1880.
34. D. P. Riley, R. H. Weiss, J. Am. Chem. Soc. 1994, 116, 387-388.
35. K. M. Faulkner, R. D. Stevens, I. Fridovich, Arch. Biochem. Biophys. 1994, 310, 341-346.
36. K. M. Faulkner, S. I. Liochev, I. Fridovich, J. Biol. Chem. 1994, 269, 23471-23476.
37. D. P. Riley, S. L. Henke, P. J. Lennon, R. H. Weiss, W. L. Neumann, W. J. J. Rivers, K. W. Aston, K. R. Sample, H. Rahman, C.-S. Ling, J.-J. Shieh, D. H. Busch, W. Szulbinski, Inorg. Chem. 1996, 119, 5213-5231.
38. A. Deroche, I. Morgenstern-Badarau, M. Cesario, J. Guilhem, B. Keita, L. Nadjo, C. Houée-Levin, J. Am. Chem. Soc. 1996, 118, 4567-4573.
39. D. P. Riley, P. J. Lennon, W. L. Neumann, R. H. Weiss, J. Am. Chem. Soc. 1997, 119, 6522-6528.
40. B. J. Day, I. Fridovich, J. D. Crapo, Arch. Biochem. Biophys. 1997, 347, 256-262.
41. I. Batinic-Haberle, S. I. Liochev, I. Spasojevic, I. Fridovich, Arch. Biochem. Biophys. 1997, 343, 225-233.
42. I. Batinic-Haberle, L. Benov, I. Spasojevic, I. Fridovich, J. Biol. Chem. 1998, 273, 24521-24528.
43. R. Kachadourian, I. Batinic-Haberle, I. Fridovich, Inorg. Chem. 1999, 55, 391-396.
44. D. P. Riley, S. L. Henke, P. J. Lennon, K. Aston, Inorg. Chem. 1999, 38, 1908-1917.
45. D. Salvemini, Z.-Q. Wang, J. L. Zweier, A. Samouilov, H. Macarthur, T. P. Misko, M. G. Currie, S. Cuzzocrea, J. A. Sikorski, D. P. Riley, Science 1999, 286, 304-305.
46. A. Carlioz, M. L. Ludwig, W. C. Stallings, J. A. Fee, H. M. Steinman, D. Touati, J. Biol. Chem. 1988, 263, 1555-1562.
47. M. L. Ludwig, A. L. Metzger, K. A. Pattridge, W. C. Stallings, J. Mol. Biol. 1991, 219, 335-358.
48. G. O. E. Borgstahl, H. E. Parge, M. J. Hickey, W. F. Beyer, R. A. Hallewell, J. A. Tainer, Cell 1992, 71, 107-118.
49. M. S. Lah, M. M. Dixon, K. A. Pattridge, W. C. Stallings, J. A. Fee, M. L. Ludwig, Biochem. 1995, 34, 1646-1660.
50. R. A. Edwards, H. M. Baker, M. M. Whittaker, J. W. Whittaker, G. B. Jameson, E. N. Baker, J. Bioinorg. Chem. 1998, 3, 161-171.
51. C. Policar, F. Lambert, M. Cesario, I. Morgenstern-Badarau, Eur. J. Inorg. Chem. 1999, 2201-2207.
52. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, J. Wiley and Sons, New York, 1978.
53. S. Gou, X. You, K. Yu, J. Lu, Inorg. Chem. 1993, 32, 1883-1887.
54. H. Iikura, T. Nagata, Inorg. Chem. 1998, 37, 4702-4711.
55. D. T. Sawyer, T. S. Calderwood, K. Yamaguchi, C. T. Angelis, Inorg. Chem. 1983, 22, 2577-2583.
56. D. P. Riley, W. J. Rivers, R. H. Weiss, Anal. Biochem. 1991, 196, 344-349.
57. E. Friedman, W. Low, Phys. Rev. 1960, 120, 408-410.
58. B. Bleaney, R. S. Rubins, Proc. Phys. Soc. 1961, 77, 103-112.
59. B. Bleaney, R. S. Rubins, Proc. Phys. Soc. 1961, 78, 778.
60. Y. Nishida, N. Tanaka, A. Yamazaki, T. Tokii, N. Hashimoto, K. Ide, K. Iwasawa, Inorg. Chem. 1995, 34, 3616-3620.
61. M. Perrée-Fauvet, A. Gaudemer, J. Bonvoisin, J. J. Girerd, C. Boucly-Goester, P. Boucly, Inorg. Chem. 1989, 28, 3533-3538.
62. R. H. Weiss, A. G. Flickinger, W. J. Rivers, M. M. Hardy, K. W. Aston, U. S. Ryan, D. P. Riley, J. Biol. Chem. 1993, 268, 23049-23054.
63. Y. Sawada, I. Yamazaki, Biochim. Biophys. Acta 1973, 327, 257-265.
64. S. R. Cooper, G. C. Dismukes, M. P. Klein, M. Calvin, J. Am. Chem. Soc. 1978, 100, 7248-7252.
65. G. C. Dismukes, J. E. Sheats, J. A. Smegal, J. Am. Chem. Soc. 1987, 109, 7202-7203.
66. M. Suzuki, H. Senda, Y. Kobayashi, H. Oshio, A. Uehara, Chem. Lett. 1988, 1763-1766.
67. H. Diril, H.-R. Chang, M. J. Nilges, X. Zhang, J. A. Potenza, H. J. Schugar, S. S. Isied, D. N. Hendrickson, J. Am. Chem. Soc. 1989, 111, 5102-5114.
68. P. A. Goodson, J. Glerup, D. Hodgson, K. Michelsen, E. Pedersen, Inorg. Chem. 1990, 29, 503-508.
69. E. J. Larson, V. L. Pecoraro, Introduction to Manganese Enzymes, in Manganese Redox Enzymes, VCH Publishers, New York, 1992, p. 1-28.
70. A. Haddy, G. S. Waldo, R. H. Sands, J. E. Penner-Hahn, Inorg. Chem. 1994, 33, 2677-2682.
71. M. Zheng, S. V. Khangulov, G. C. Dismukes, V. V. Barynin, Inorg. Chem. 1994, 33, 382-387.
72. M. Zheng, G. C. Dismukes, Inorg. Chem. 1996, 55, 3307-3319.
73. W. Zwyegart, R. Bittl, K. Wieghardt, W. Lubitz, Chem. Phys. Lett. 1996, 261, 272-276.
74. Y.-M. Frapart, A. Boussac, R. Albach, E. Anxolabéhère-Mallart, M. Delroisse, J.-B. Verlhac, G. Blondin, J.-J. Girerd, J. Guilhem, M. Cesario, A. W. Rutherford, D. Lexa, J. Am. Chem. Soc. 1996, 2669-2678.
75. C. Policar, M. Knüpling, Y. M. Frapart, S. Un, J. Phys. Chem. 1998, 102, 10391-10398.
76. C. Hureau, G. Blondin, C. Mathonière, unpublished results.
77. K. J. Brewer, M. Calvin, R. S. Lumpkin, J. W. Otvos, L. O. Spreer, Inorg. Chem. 1989, 25, 4446-4451.
78. D. R. Gamelin, M. L. Kirk, T. L. Stemmler, P. Samudranil, W. H. Armstrong, J. E. Penner-Hahn, E. I. Solomon, J. Am. Chem. Soc. 1994, 116, 2392-2399.
79. A. E. Martell, R. M. Smith, Critical Stability Constants, Plenum Press, New York, 1975, vol. 2.
80. A. E. Martell, R. M. Smith, Critical Stability Constants, Plenum Press, New York, 1977, vol. 3.
81. A. E. Martell, R. M. Smith, Critical Stability Constants, Plenum Press, New York, 1982, vol. 5.
82. Extra-dry DMSO is no longer available from Acros but similar quality can be purchased from Aldrich.
83. P. E. Iberson, H. Lund, Acta Chem. Scand. 1966, 20, 2649.
84. Microanalysis is consistent with one water molecule per manganese ion. This discrepancy between microanalysis and X-ray data may stem from the drying of the powder in vacuo prior to microanalysis.
85. Enraf-Nonius, Delft, The Netherlands, 1997.
86. Z. Otwinowski, W. Minor, "Macromolecular Crystallography, Part A", in Methods in Enzymology, Academic Press, London, New York, 1997, p. 307-326.
87. G. M. Sheldrick, Acta Crystallogr., Sect. A 1990, 46, 467.
88. G. M. Sheldrick, University of Göttingen, Germany, 1993.
89. S. Kim, R. DiCosimo, J. J. San Filippo, Anal. Chem. 1979, 57, 679-681.
90. D. T. Sawyer, J. L. Robert, J. Electroanal. Chem. 1966, 12, 90-101.
91. A. O. Allen, C. J. Hochanadel, J. A. Ghormley, T. W. Davis, J. Phys. Chem. 1952, 56, 575-586.
92. M. C. Rodriguez, I. Morgenstern-Badarau, unpublished results.