Mechanistic studies on the oxidation of glyoxylic and pyruvic acid by a [Mn4O6]4+ core in aqueous media: Kinetics of oxo-bridge protonation

Helvetica Chimica Acta

Volumn 89, Issue 9, 2006, Pages 1947-1958

  Das, Suranjana ^a   Bhattacharyya, Jhimli ^a   Mukhopadhyay, Subrata ^a  

^a JADAVPUR UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROPROTIC MECHANISM; OXO-BRIDGE PROTONATED OXIDANT; PYRUVIC ACID;

ACETIC ACID; ELECTRONS; OXIDATION; PROTONS; REACTION KINETICS;

CARBOXYLIC ACIDS;

GLYOXYLIC ACID; MANGANESE; OXYGEN; PYRUVIC ACID;

ARTICLE; CHEMICAL STRUCTURE; KINETICS; PRIORITY JOURNAL; PROTON TRANSPORT; SPECTROSCOPY; STOICHIOMETRY;

EID: 33749583145     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200690186     Document Type: Article

References (95)

1. K. N. Ferreira, T. M. Iverson, K. Maghlaoui, J. Barber, S. Iwata, Science 2004, 303, 1831;
2. J. Yano, J. Kern, K-D. Irrgang, M. J. Latimer, U. Bergmann, J. Biesiadka, B. Loll, K. Sauer, J. Messinger, A. Zouni, V. K. Yachandra, Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 12047.
3. S. Mukhopadhyay, S. K. Mandal, S. Bhaduri, W. H. Armstrong, Chem. Rev. 2004, 104, 3981.
4. 'Photosynthetic Water Oxidation: Special Dedicated Issue', Ed. J. Nugent, Biochim. Biophys. Acta 2001, 1503, 1.
5. 'Manganese Redox Enzymes', Ed. V. L. Pecoraro, J. Wiley & Sons, New York, 1992.
6. J. Messinger, W. Lubitz, Phys. Chem. Chem. Phys. 2004, 6, E11.
7. H. Ishikita, B. Loll, J. Biesiadka, W. Saenger, E.-W. Knapp, Biochemistry 2005, 44, 4118.
8. P. Joliot, G. Barbieri, R. Chabaud, Photochem. Photobiol. 1969, 10, 309.
9. B. Kok, B. Forbush, M. McGloin, Photochem. Photobiol. 1970, 11, 457;
10. M. Haumann, C. Müller, P. Liebisch, L. Iuzzolino, J. Dittmer, M. Grabolle, T. Neisius, W. Meyer-Klaucke, H. Dau, Biochemistry 2005, 44, 1894.
11. P. E. M. Siegbahn, Inorg. Chem. 2000, 39, 2923.
12. C. W. Hoganson, G. T. Babcock, Science 1997, 277, 1953.
13. V. K. Yachandra, V. J. DeRose, M. J. Latimer, I. Mukerji, K. Sauer, M. P. Klein, Science 1993, 260, 675.
14. J. P. Collman, J. T. McDevitt, G. T. Yee, C. R. Leidner, L. G. McCullough, W. A. Little, J. B. Torrance, Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 4581;
15. J. B. Vincent, G. Christou, Inorg. Chim. Acta 1987, 136, L41;
16. C. Meinke, V. A. Solé, P. Pospisil, H. Dau, Biochemistry 2000, 39, 7033.
17. C. E. Dubé, D. W. Wright, S. Pal, P. J. Bonitatebus Jr., W. H. Armstrong, J. Am. Chem. Soc. 1998, 120, 3704.
18. K. S. Hagen, T. D. Westmoreland, M. J. Scott. W. H. Armstrong, J. Am. Chem. Soc. 1989, 111, 1907.
19. M. J. Baldwin, T. M. Stemmler, P. J. Riggs-Gelasco, M. L. Kirk, J. E. Penner-Hahn, V. L. Pecoraro, J. Am. Chem. Soc. 1994, 116, 11349.
20. C. Philouze, G. Blondin, J. J. Girerd, J. Guilhem, C. Pascard, D. Lexa, J. Am. Chem. Soc. 1994, 116, 8557.
21. C. E. Dubé, D. W. Wright, W. H. Armstrong, J. Am. Chem. Soc. 1996, 118, 10910.
22. E. J. Larson, P. J. Riggs, M. L. Kirk, J. E. Penner-Hahn, V. L. Pecoraro, J. Chem. Soc., Chem. Commun. 1992, 102.
23. K. Wieghardt, U. Bossek, B. Nuber, J. Weiss, J. Bonvoisin, M. Corbella, S. E. Vitols, J. J. Girerd, J. Am. Chem. Soc. 1988, 110, 7398.
24. G. Blondin, R. Davydov, C. Philouze, M. F. Charlot, S. Styring, B. Åkermark, J. J. Girerd, A. Boussac, J. Chem. Soc., Dalton Trans. 1997, 4069.
25. A. White, in 'Principles of Biochemistry', 2nd edn., McGraw-Hill, New York, 1954, p. 458;
26. D. L. Nelson, M. M. Cox, in 'Lehninger Principles of Biochemistry', 3rd edn., Macmillan Press, Ltd., UK, 2003, Chapt. 16, p. 567;
27. 'Plant Biochemistry', Eds., P. M. Dey, J. B. Harborne, Academic Press, New York, 1997, pp. 122 and 125;
28. L. Stryer, 'Biochemistry', 4th edn., W. H. Freeman & Co., New York, 1995, pp. 509, 523.
29. E. H. Rodd, in 'Chemistry of Carbon Compounds', Elsevier, Amsterdam, 1952, Part B, Vol. 1, p. 850.
30. E. S. G. Barron, in 'Trends in Physiology and Biochemistry', Academic Press, New York, 1952, p. 471;
31. U. Urzua, P. J. Kersten, R. Vicuna, Appl. Environ. Microbiol. 1998, 64, 68;
32. S. W. Ragsdale, Chem. Rev. 2003, 103, 2333.
33. a) K. K. Sengupta, J. Indian Chem. Soc. 1964, 41, 423;
34. b) W. J. Albery, R. P. Bell, A. L. Powel, Trans. Farad. Soc. 1965, 61, 1194;
35. K. K. Sengupta, T. Sarkar, Tetrahedron 1975, 31, 123;
36. L. Maros, I. Molnár-Perl, L. Kövér, J. Chem. Soc., Perkin Trans. 2, 1976, 1337;
37. e) K. K. Sengupta, H. R. Chatterjee, Inorg. Chem. 1978, 17, 2429;
38. f) B. Neumann, O. Steinbock, S. C. Müller, N. S. Dalal, J. Phys. Chem. 1996, 100, 12342;
39. g) R. Banerjee, R. Das, A. K. Chakraborty, J. Chem. Soc., Dalton Trans. 1990, 3277;
40. h) P. Manikyamba, React. Kinet. Catal. Lett. 2003, 78, 169;
41. A. Das, S. Mukhopadhyay, Polyhedron 2004, 23, 895;
42. j) A. Das, S. Mukhopadhyay, Transition Met. Chem. 2004, 29, 797;
43. k) B. B. Dhar, R. Mukherjee, S. Mukhopadhyay, R. Banerjee, Eur. J. Inorg. Chem. 2004, 4854;
44. S. Das, G. S. Chaubey, M. K. Mahanti, Kinet. Catal. 2002, 43, 794.
45. H. Strehlow, Z. Elektrochem. 1962, 66, 392;
46. Y. I. Tur'yan, Croat. Chem. Acta 1998, 71, 727;
47. P. E. Sorensen, K. Bruhn, F. Lindelov, Acta Chem. Scand. 1974, A28. 162;
48. J. Kuta, P. Valenta, Collect. Czech. Chem. Commun. 1963, 28, 1593;
49. A. R. Rendina, J. D. Hermes, W. W. Cleland, Biochemistry 1984, 23, 5148;
50. M.-L. Ahrens, Ber. Bunsenges. Phys. Chem. 1968, 72, 691;
51. Y. I. Tur'yan, Croat. Chem. Acta 1999, 72, 13;
52. M. Xie, A. Feng. Huaxue Tongbao 1986, 10, 40;
53. H. Patting, H. Strehlow, Ber. Bunsenges. Phys. Chem. 1969, 73, 534;
54. J. Damitio, G. Smith, J. E. Meany, Y. Pocker, J. Am. Chem. Soc. 1992, 114, 3081.
55. a) A. Hilton, D. L. Leussing, J. Am. Chem. Soc. 1971, 93, 6831;
56. b) D. L. Leussing, E. M. Hanna, J. Am. Chem. Soc. 1966, 88, 696;
57. G. Öjelund, I. Wadsö, Acta Chem. Scand. 1967, 21, 1408.
58. D. L. Leussing, E. M. Hanna, J. Am. Chem. Soc. 1966, 88, 693.
59. R. M. Smith, A. E. Martell, in 'Critical Stability Constants', Plenum Press, New York, 1976, Vol. 3, pp. 3, 24.
60. R. M. Smith, A. E. Martell, in 'Critical Stability Constants', Plenum Press, New York, 1976, Vol. 2, p. 234.
61. S. K. Ghosh, R. N. Bose, E. S. Gould, Inorg. Chem. 1987, 26, 2688;
62. K. Lemma, A. M. Sargeson, L. I. Elding, J. Chem. Soc., Dalton Trans. 2000, 1167;
63. T. Shi, J. Berglund, L. I. Elding, Inorg. Chem. 1996, 35, 3498.
64. H. H. Thorp, J. E. Sarneski, G. W. Brudvig, R. H. Crabtree, J. Am. Chem. Soc. 1989, 111, 9249.
65. M. C. Ghosh, J. W. Reed, R. N. Bose, E. S. Gould, Inorg. Chem. 1994, 33, 73.
66. S. Chaudhuri, S. Mukhopadhyay, R. Banerjee, J. Chem. Soc., Dalton Trans. 1995, 621;
67. S. Kundu, A. K. Bhattacharya, R. Banerjee. J. Chem. Soc., Dalton Trans. 1996, 3951;
68. A. K. Bhattyacharya, A. B. Mondal, R. Banerjee, J. Chem. Soc., Dalton Trans. 1997, 2351;
69. R. Banerjee, B. Mondal, S. Kundu, J. Chem. Soc., Dalton Trans. 1997, 4341.
70. W. Rüttinger, G. C. Dismukes, Chem. Rev. 1997, 97, 1;
71. J. S. Vrettos, J. Limburg, G. W. Brudvig, Biochim. Biophys. Acta 2001, 1503, 229.
72. S. Banerjee, U. Roy Choudhury, R. Banerjee, S. Mukhopadhyay, J. Chem. Soc., Dalton Trans. 2002, 2047;
73. M. J. Baldwin, V. L. Pocoraro. J. Am. Chem. Soc. 1996, 118, 11325;
74. C. Carra, N. Iordanova, S. Hammes-Schifier, J. Am. Chem. Soc. 2003, 125, 10429.
75. J. Bhattacharyya, S. Mukhopadhyay, Transition Met. Chem. 2006, 31, 256.
76. J. Bhattacharyya, K. Dutta, S. Mukhopadhyay, Dalton Trans. 2004, 2910.
77. A. Das, S. Mukhopadhyay, Helv. Chim. Acta 2005, 88, 2561;
78. J. Bhattacharyya, S. Mukhopadhyay, Helv. Chim. Acta 2005, 88, 2661.
79. W. H. Albery, in 'Proton Transfer Reactions', Ed. E. Caldin, V. Gold, J. Wiley & Sons, New York, 1975. Chapt. 9;
80. J. A. Gilbert, S. W. Gersten, T. J. Meyer, J. Am. Chem. Soc. 1982, 104, 6872;
81. R. A. Binstead, M. E. McGuire, A. Dovletoglou, W. K. Seok, L. E. Roecker, T. J. Meyer, J. Am. Chem. Soc. 1992, 114, 173;
82. I. J. Rhile, J. M. Mayer, J. Am. Chem. Soc. 2004, 126, 12718;
83. M. Sjödin, S. Styring, H. Wolpher, Y. Xu, L. Sun, L. Hammarström, J. Am. Chem. Soc. 2005, 127, 3855.
84. A. Y. Drummond, W. A. Waters, J. Chem. Soc. 1955, 497;
85. T. Watanabe, S. Katayama, M. Enoki, Y. Honda, M. Kuwahara, Eur. J. Biochem. 2000, 267, 4222;
86. V. I. Bunik, C. Sievers, Eur. J. Biochem. 2002, 269, 5004.
87. J. Shorter, C. N. Hinshelwood, J. Chem. Soc. 1950, 3276.
88. J. Shorter, J. Chem. Soc. 1950, 3425.
89. K. Dutta, S. Bhattacharjee, B. Chaudhuri, S. Mukhopadhyay, J. Environ. Monit. 2002, 4, 754.
90. F. Feigl, in 'Spot Test in Organic Analysis', 5th edn., Elsevier, London, 1956, p. 331.
91. S. Mukhopadhyay, R. Banerjee, J. Chem. Soc., Dalton Trans. 1994, 1349;
92. S. Banerjee, U. Roy Choudhury, B. C. Ray, R. Banerjee, S. Mukhopadhyay, Anal. Lett. 2001, 34, 2797;
93. H. N. Irving, M. G. Miles, L. D. Pettit, Anal. Chim. Acta 1967, 38, 475.
94. P. K. Glasoe, F. A. Long, J. Phys. Chem. 1960, 64, 188;
95. P. Salomaa, L. L. Schaleger, F. A. Long, J. Am. Chem. Soc. 1964, 86, 1.