Control of redox transitions and oxygen species binding in Mn centers by biologically significant ligands; model studies with [Mn]-bacteriochlorophyll a

Journal of the American Chemical Society

Volumn 125, Issue 29, 2003, Pages 8852-8861

  Ashur, Idan ^a   Brandis, Alex ^a   Greenwald, Moshe ^a   Vakrat Haglili, Yahel ^a   Rosenbach Belkin, Varda ^a   Scheer, Hugo ^b   Scherz, Avigdor ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; CHLOROPHYLL; ELECTRON SPIN RESONANCE SPECTROSCOPY; ELECTRON TRANSITIONS; FREE RADICALS; MANGANESE; OXIDATION; REDOX REACTIONS;

LIGANDS;

ENZYMES;

1 METHYLIMIDAZOLE; 5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; ACETIC ACID; BACTERIOCHLOROPHYLL A; LIGAND; MANGANESE SUPEROXIDE DISMUTASE; OXYGEN; TETRABUTYLAMMONIUM ACETATE; UNCLASSIFIED DRUG;

ARTICLE; ATOM; CATALYSIS; CHELATION; CHEMICAL BINDING; CIRCULAR DICHROISM; ELECTRON SPIN RESONANCE; ELECTRONICS; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME MECHANISM; EQUILIBRIUM CONSTANT; EUKARYOTE; LIGAND BINDING; MEASUREMENT; MICROENVIRONMENT; MITOCHONDRION; MOLECULAR STABILITY; OXIDATION; OXIDATION REDUCTION REACTION; PROTON TRANSPORT; SOLVATION; SPECTROPHOTOMETRY;

BACTERIOCHLOROPHYLL A; CIRCULAR DICHROISM; HYDROXYL RADICAL; KINETICS; LIGANDS; MANGANESE; OXIDATION-REDUCTION; REACTIVE OXYGEN SPECIES; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPIN TRAPPING; SUPEROXIDE DISMUTASE;

EID: 0037622575     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja030170m     Document Type: Article

References (65)

1. Christianson, D. W. Prog. Biophys. Mol. Biol. 1997, 67, 217-252.
2. Dismukes, G. C. Chem. Rev. 1996, 96, 2909-2926.
3. Atzenhofer, W.; Regelsberger, G.; Jacob, U.; Peschek, G.; Furtmuller, P.; Huber, R.; Obinger, C. J. Mol. Biol. 2002, 321, 479-489.
4. Borgstahl, G. E.; Parge, H. E.; Hickey, M. J.; Beyer, W. F., Jr.; Hallewell, R. A.; Tainer, J. A. Cell 1992, 71, 107-118.
5. Edwards, R. A.; Baker, H. M.; Whittaker, M. M.; Whittaker, J. W.; Jameson, G. B.; Baker, E. N. J. Biol. Inorg. Chem. 1998, 3, 161-171.
6. Fluckiger, S.; Mittl, P. R.; Scapozza, L.; Fijten, H.; Folkers, G.; Grutter, M. G.; Blaser, K.; Crameri, R. J. Immunol. 2002, 168, 1267-1272.
7. Brunold, T. C.; Gamelin, D. R.; Stemmler, T. L.; Mandal, S. K.; Armstrong, W. H.; Penner-Hahn, H. E.; Solomon, E. I. J. Am. Chem. Soc. 1998, 120, 8724-8738.
8. Renault, J. P.; Verchere-Beaur, C.; Morgenstern-Badarau, I. Inorg. Chem. 2000, 39, 2666-2675.
9. Stemmler, T. L.; Sossong, T. M. J.; Goldstein, J. I.; Ash, D. E.; Elgren, T. E.; Kurtz, D. M. J.; Penner-Hahn, J. E. Biochemistry 1997, 36, 9847-9858.
10. Hiraoka, B. Y.; Yamakura, F.; Sugio, S.; Nakayama, K. Biochem. J. 2000, 345, 345-350.
11. Shank, M.; Barynin, V.; Dismukes, G. C. Biochemistry 1994, 33, 15433-15436.
12. Fridovich, I. Annu. Rev. Biochem. 1995, 64, 113.
13. Riley, D. P, Chem. Rev. 1999, 99, 2573.
14. Rice-Evans, C., Halliwell, B., Lunt, G. G., Eds. Free Radicals and Oxidative Stress: Environment, Drugs and Food Additives; Portland Press: London, 1995.
15. Okado-Matsumoto, A.; Fridovich, I. J. Biol. Chem. 2001, 276, 38388-38393.
16. De Grey, A. DNA Cell Biol. 2002, 21, 251-257.
17. Muller, F. J. Am. Aging Assoc. 2000, 23, 227-253.
18. Leveque, V. J. P.; Stroupe, M. E.; Lepock, J. R.; Cabelli, D. E.; Tainer, J. A.; Nick, H. S.; Silverman, D. N. Biochemistty 2000, 39, 7131-7137.
19. Vance, C. K.; Miller, A. F. Biochemistry 1998, 37, 5518-5527.
20. Vance, C. K.; Miller, A. F. J. Am. Chem. Soc. 1998, 120, 461-467.
21. Schwartz, A. L.; Yikilmaz, E.; Vance, C. K.; Vathyam, S.; Koder, R. L.; Miller, A. F. J. Inorg. Biochem. 2000, 80, 247-256.
22. Han, W. G.; Lovell, T.; Noodleman, L. Inorg. Chem. 2002, 41, 205-218.
23. Calvin, M. Rev. Pure Appl. Chem. 1965, 15, 1-11.
24. Hoffman, B. M.; Szymanski, T.; Brown, T. G.; Basolo, F. J. Am. Chem. Soc. 1978, 100, 7254-7258.
25. Lever, A. B. P.; Wilshire, J. P.; Quan, S. K. J. Am. Chem. Soc. 1977, 101, 3668-3677.
26. Noy, D.; Fiedor, L.; Hartwich, G.; Scheer, H.; Scherz, A. J. Am. Chem. Soc. 1998, 120, 3684-3693.
27. Noy, D.; Yerushalmi, R.; Brumfeld, V.; Ashur, I.; Scheer, H.; Scherz, A. J. Am. Chem. Soc. 2000, 122, 3937-3944.
28. Yerushalmi, R.; Noy, D.; Baldrigde, K. K.; Scherz, A. J. Am. Chem. Soc. 2002, 124, 8406-8415.
29. Ashur, I. M.Sc. Thesis, The Weizmann Institute of Science, Rehovot, Israel, 1999.
30. Scheer, H.; Struck, A. In The Photosynthetic Reaction Center; Norris, J. R., Deisenhofer, J., Eds.; Academic Press: New York, 1993; pp 157-192.
31. Struck. A.; Cmiel, E.; Katheder, I.; Schafer, W.; Scheer, H. Biochim. Biophys. Acta 1992, 1101, 321-328.
32. Omata, T.; Murata, N. J. Chromatogr. 1983, 316, 24-41.
33. Rosenbach-Belkin, V. Ph.D. Thesis, The Weizmann Institute of Science, Rehovot, 1988.
34. Geskes, C.; Hartwich, G.; Scheer, H.; Mantele, W.; Heinze, J. J. Am. Chem. Soc. 1995, 117, 7776-7783.
35. Scherz, A.; Salomon, Y.; Scheer, H.; Hartwich, G.; Brandis, A. Synthetic Metal Substituted Bacteriochlorophyll Derivatives and Use Thereof. U.S. Patent 6,333,319, 1997.
36. Hartwich, G.; Fiedor, L.; Simonin, I.; Cmiel, E.; Schafer, W.; Noy, D.; Scherz, A.; Scheer, H. J. Am. Chem. Soc. 1998, 120, 3675-3683.
37. Hill, H. A. O.; Macfarlane, A. J.; Williams, R. J. P. J. Chem. Soc. A 1969, 1704.
38. Ozawa, T.; Hanaki, A.; Yamamoto, H. FEBS Lett. 1977, 74, 79.
39. Sawyer, D. T.; Calderwood, T. S.; Yamaguchi, K.; Angelis, A. Inorg. Chem. 1983, 22, 2577-2583.
40. Duling, D. R. J. Magn. Reson., Ser. B 1994, 104, 105-110.
41. Hoffman, B. M.; Weschler, C. J.; Basolo, F. J. Am. Chem. Soc. 1976, 98, 5473-5482.
42. Chin, D. H.; Chiericato, G. J.; Nanni, E. J. J.; Sawyer, D. T. J. Am. Chem. Soc. 1982, 104, 1296.
43. Roberts, J. L. J.; Sawyer, D. T. Israel J. Chem. 1983, 23, 430.
44. Rodgers, M. A. J., Powers, E. L., Eds. In Oxygen and Oxy-Radicals in Chemistry and Biology; Academic Press: New York, 1981.
45. Ashur, I.; Scherz, A. Unpublished data.
46. Baes, C. F.; Mesmer, R. E. The Hydrolysis of Cations; Wiley: New York, 1976.
47. Lippard, S. J.; Berg, J. M. Principles of Bioinorganic Chemistry; University Science Books: Mill Valley, California, 1994.
48. Loach, P. A.; Calvin, M. Biochemistry 1963, 2, 361-371.
49. Loach, P. A.; Calvin, M. Biochim. Biophys. Acta 1964, 79.
50. Boucher, L. J. Coord. Chem. Rev. 1972, 7, 289-329.
51. Yonetani, T.; Drott, H. R.; Leigh, J. J. S.; Reed, G. H.; Water, R. W. J. Biol. Chem. 1970, 245, 2998-3003.
52. Goldberg, D. P.; Telser, J.; Krzystek, J.; Montalban, G. A.; Brunel. L. C.; Barrett, A. G. M.; Hoffman, M. B. J. Am. Chem. Soc. 1997, 119, 8722-8723.
53. Boucher, L. J. J. Am. Chem. Soc. 1970, 92, 2725-2730.
54. Reed, G. H.; Markham, G. D. Biol. Magn. Reson 1984, 6, 73-142.
55. Carrell, C. J.; Carrell, J. E.; Erlebacher, J.; Glusker, J. P. J. Am. Chem. Soc. 1988, 110, 8651-8656.
56. Steenhuis. J. J.; Hutchison, R. S.; Barry, B. A. J. Biol. Chem. 1999, 274, 14609-14616.
57. Scherz, A.; Rosenbach-Belkin, V. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 1505.
58. Scherz, A.; Rosenbach-Belkin, V.; Fisher, J. R. E. Proc. Natl. Acad. Sci. U.S.A. 1990, 87, 5430.
59. Brereton, G. R.; Sanders, K. M. J. Chem. Soc., Perkin Trans. 1983, 423-430.
60. Sauer, K.; Lindsay, J. R.; Schultz, A. J. J. Am. Chem. Soc. 1966, 88, 2681-2688.
61. Evans, C. A. Aldrichimica Acta 1979, 12, 23.
62. Janzen, E. G.; Haire, D. L. Adv. Free Radical Chem. 1990, 1, 253.
63. Che, Y.; Tsushima, M.,; Matsumoto, F.; Takeyoshi, O.; Tokuda, K.; Ohsaka, T. J. Phys. Chem. 1996, 100, 20134-20127.
64. Miller, A. F.; Schwartz, A. L.; Vance, C. K. J. Inorg. Biochem. 1999, 74, 41-41.
65. Vance, C. K.; Miller. A. F. Biochemistry 2001, 40, 13079-13087.