Hydrogen-bond promoted intramolecular electron transfer to photogenerated Ru(III): A functional mimic of tyrosine(z) and histidine 190 in photosystem II

Journal of the American Chemical Society

Volumn 121, Issue 29, 1999, Pages 6834-6842

  Sun, Licheng ^a   Burkitt, Mark ^c   Tamm, Markus ^a   Raymond, Mary Katherine ^b   Abrahamsson, Malin ^b   LeGourriérec, Denis ^b   Frapart, Yves ^c   Magnuson, Ann ^c   Kenéz, Ping Huang ^c   Brandt, Peter ^a   Tran, Anh ^a   Hammarström, Leif ^b   Styring, Stenbjörn ^c   Åkermark, Björn ^a  

^a ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

^c LUND UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; HISTIDINE; HYDROGEN; RADICAL; RUTHENIUM; TYROSINE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; ELECTROCHEMISTRY; ELECTRON TRANSPORT; HYDROGEN BOND; OXIDATION; PHOTOLYSIS; PHOTOSYSTEM II; SYNTHESIS;

EID: 0033612758     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja984048c     Document Type: Article

References (66)

1. (a) Barber, J.; Andersson, B. Nature 1994, 370, 31-34.
2. (b) Andersson, B.; Styling, S. In Current Topics in Bioenergetics; Lee, C. P., Ed.; Academic Press: San Diego, 1991; Vol. 16, 1-81.
3. (a) Diner, B. A.; Babcock, G. T. In Oxygenic Photosynthesis: The Light Reactions; Ort, D. R., Yocum, C. F., Eds.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1996; pp 213-247,
4. (b) Britt, R. D. In Oxygenic Photosynthesis: The Light Reactions; Ort, D. R., Yocum, C. F., Eds.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1996; pp 137-164.
5. (a) Hoganson, C. W.; Babcock, G. T. Science 1997, 277, 1953-1957.
6. (b) Tommos, C.; Babcock, G. T. Acc. Chem. Res. 1998, 31, 18-25.
7. (a) Tommos, C.; Tang, X.-S.; Warncke, K.; Hoganson, C. W.; Styring, S.; McCracken, J.; Diner, B. A.; Babcock, G. T. J. Am. Chem. Soc. 1995, 117, 10325-10335.
8. (b) Gilchrist, M. L.: Ball, J. A.; Randall, D. W.; Britt, R. D. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 9545-9549.
9. Svensson, B.; Vass, I.; Styring, S. Z. Naturforsch. 1991, 46c, 765-776.
10. (a) Svensson, B.; Etchebest, C.; Tuffery, P.; van Kan, P.; Smith, J.; Styring, S. Biochemistry 1996, 35, 14486-14502.
11. (b) Kodera, Y.; Hara, H.; Astashkin, A. V.; Kawamori, A.; Ono, T. Biochim. Biophys. Acta 1995, 1232, 43-51.
12. (a) Yachandra, V. K.; Sauer, K.; Klein, M. P. Chem. Rev. 1996, 96, 2927-2950.
13. (b) Dau, H.; Andrews, J. C.; Roelofs, T. A.; Latimer, M. J.; Liang, W.; Yachandra, V. K.; Sauer, K.; Klein, M. P. Biochemistry 1995, 34, 5274-5287.
14. (c) Riggs-Gelasco, P. J.; Mei, R.; Ghanotakis, D. F.; Yocum, C. F.; Penner-Hahn, J. E. J. Am. Chem. Soc. 1996, 118, 2387-2399.
15. (a) Pecoraro, V. L.; Baldwin, M. J.; Gelasco, A. Chem. Rev. 1994, 94, 807-826.
16. (b) Caudle, M. T.; Riggs-Gelasco, P.; Gelasco, A. K.; Penner-Hahn, J. E.; Pecoraro, V. L. Inorg. Chem. 1996, 35, 3577-3584.
17. (a) Frapart, Y.-M.; Boussac, A.; Albach, R.; Anxolabehere-Mallart, E.; Delroisse, M.; Verlhac, J.-B.; Blondin, G.; Girerd, J.-J.; Guilhem, J.; Cesario, M.; Rutherford, A. W.; Lexa, D. J. Am. Chem. Soc. 1996, 118, 2669-2678.
18. (b) Berry, K. J.; Moubaraki, B.; Murray, K. S.; Nicols, P. J.; Schulz, L. D.; West, B. O. Inorg. Chem. 1995, 34, 4123-4133.
19. (c) Kalsbeck, W, A.; Thorp, H. H. J. Electroanal. Chem. 1991, 314, 335-343.
20. (d) Gamelin, D. R.; Kirk, M. L.; Stemmler, T. L.; Pal, S.; Armstrong, W. H.; Penner-Hahn, J. E.; Solomon, E. I. J. Am. Chem. Soc. 1994, 116, 2392-2399.
21. Ruettinger, W.; Dismukes, G. C. Chem. Rev. 1997, 97, 1-24.
22. (a) Watkinson, M.; Whiting, A.; McAuliffe, C. A. J. Chem. Soc., Chem. Commun. 1994, 2141-2142.
23. (b) Ashmawy, F. M.; McAuliffe, C. A.; Parish, R. V.; Tames, J. J. Chem. Soc., Dalton Trans. 1985, 1391-1397.
24. (c) Aurangzeb, N.; Hulme, C. E.; McAuliffe, C. A.; Pritchard, R. G.; Watkinson, M.; Bermejo, M.; Garcia-Deibe, A.; Rey, M.; Sanmartin, J.; Sousa, A. J. Chem. Soc., Chem. Commun. 1994, 1153-1155.
25. (a) Xu, X.; Shreder, K.; Iverson, B. L.; Bard, A. J. J. Am. Chem. Soc. 1996, 118, 3656-3660.
26. (b) Kelly, L. A.; Rodgers, M. A. J. J. Phys. Chem. 1995, 99, 13132-13140.
27. (a) Sun, L.; Hammarström, L.; Norrby, T.; Berglund, H.; Davidov, R.; Andersson, M.; Bone, A.; Korall, P.; Philouze, C.; Almgren, M.; Styring, S.; Åkermark, B. Chem. Comm. 1997, 607-608.
28. (b) Sun, L.; Berglund, H.; Davidov, R.; Norrby, T.; Hammarström, L.; Korall, P.; Börje, A.; Philouze, C.; Berg, K.; Tran, A.; Andersson, M.; Stenhagen, G.; Mårtensson, J.; Almgren, M.; Styring, S.; Akermark, B. J. Am. Chem. Soc., 1997, 119, 6996-7004.
29. (c) Berglund-Baudin, H.; Sun, L.; Davidov, R.; Sundahl, M.; Styring, S.; Åkermark, B.; Almgren, M.; Hammarström, L. J. Phys. Chem. A 1998, 102, 2512-2518.
30. (d) Hammarström, L.; Sun, L.; Åkermark, B.; Styring, S. Biochim. Biophys. Acta 1998, 1365, 193-199.
31. Magnusson, A.; Berglund, H.; Korall, P.; Hammarström, L.; Akermark, B.; Styring, S.; Sun, L. J. Am. Chem. Soc. 1997, 119, 10720-10724.
32. Homer, O.; Anxolabéhére-Mallart, E.; Charlot, M.-F.; Tchertanov, L.; Guilhem, J.; Mattioli, T.; Boussac, A.; Girerd, J.-J. Inorg. Chem. 1999, in press.
33. Magnuson, A.; Frapart, Y.; Abrahamsson, M.; Horner, O.; Åkermark, B.; Sun, L.; Girerd, J.-J.; Hammarström, L.; Styring, S. J. Am. Chem. Soc. 1999, 121, 89-96,
34. (a) Hays, A.-M. A.; Vassiliev, I. R.; Golbeck, J. H.; Debus, R. J. Biochemistry 1998, 37, 11352-11365.
35. (b) Mamedov, F.; Sayre, R. T.; Styring, S. Biochemistry 1998, 37, 14245-14256.
36. Berthomieu, C.; Hienerwadel, R.; Boussac, A.; Breton, J.; Diner, B. A. Biochemistry 1998, 37, 10547-10554.
37. (a) Chu, H.-A.; Nguyen, A. P.; Debus, R. J. Biochemistry 1995, 34, 4, 5839-5858 and references therein,
38. (b) Stubbe, J.; van der Donk, W. A. Chem. Rev. 1998, 98, 705-762.
39. (a) Pessiki, P. S.; Khangulov, S. V.; Ho, D. M.; Dismukes, G. C. J. Am. Chem. Soc. 1994, 116, 891.
40. (b) Khangulov, S. V.; Pessiki, P. J.; Barynin, V. V.; Ash, D. E.; Dismukes, G. C. Biochemistry 1995, 34, 2015.
41. (c) Sun, L.; Raymond, M. K.; Magnuson, A.; LeGourriérec, D.; Tamm, M.; Abrahamsson, M.; Kenéz. P. H.; Mårtensson, J.; Stenhagen, G.; Hammarström, L.; Styring, S.; Åkermark, B. EUCHEM Conference, Artificial Photosynthesis, May 16-20, 1998, Sigtuna, Sweden.
42. See Supporting Information.
43. Peek, B. M.; Ross, G. T.; Edwards, S. W.; Meyer, G. J.; Meyer, T. J.; Erickson, B. W. Int. J. Pept. Protein Res. 1991, 38, 114.
44. Harriman, A. J. Phys. Chem. 1987, 91, 6102.
45. Clark, C. D.; Hoffman, M. Z. J. Phys. Chem. 1996, 100, 14688.
46. Chow, Y. L.; Danen, W. C.; Nelsen, S. F.; Rosenblett, D. H. Chem. Rev. 1978, 78, 243.
47. For properties of Ru(II)-polypyridyls, especially concerning photoinduced electron transfer, see: (a) Juris, A.; Balzani, V.; Barigelletti, F.; Campagna, S.; Belser, P.; von Zelewsky, A. Coord. Chem. Rev. 1988, 84, 85. (b) Meyer, T. J. Acc. Chem. Res. 1989, 22, 163. (c) Kalyanasundaram, K. Photochemistry of Polypyridine and Porphyrin Complexes; Academic Press: London, 1992, Chapter 6.
48. For properties of Ru(II)-polypyridyls, especially concerning photoinduced electron transfer, see: (a) Juris, A.; Balzani, V.; Barigelletti, F.; Campagna, S.; Belser, P.; von Zelewsky, A. Coord. Chem. Rev. 1988, 84, 85. (b) Meyer, T. J. Acc. Chem. Res. 1989, 22, 163. (c) Kalyanasundaram, K. Photochemistry of Polypyridine and Porphyrin Complexes; Academic Press: London, 1992, Chapter 6.
49. For properties of Ru(II)-polypyridyls, especially concerning photoinduced electron transfer, see: (a) Juris, A.; Balzani, V.; Barigelletti, F.; Campagna, S.; Belser, P.; von Zelewsky, A. Coord. Chem. Rev. 1988, 84, 85. (b) Meyer, T. J. Acc. Chem. Res. 1989, 22, 163. (c) Kalyanasundaram, K. Photochemistry of Polypyridine and Porphyrin Complexes; Academic Press: London, 1992, Chapter 6.
50. Berg, K. E.; Tran, A.; Raymond, M. K.; Abrahamsson, M.; Wolny, J.; Redon, S.; Andersson, M.; Sun, L.; Styring, S.; Hammarström, L.; Toftlund, H.; Åkermark, B., manuscript in preparation.
51. (a) Dixon, W. T.; Murphy, D. J. Chem. Soc., Faraday Trans. 2 1976, 72, 1221-1230.
52. (b) Barry, B. A.; Babcock, G. T. Chem. Scr. 1988, 28A, 117-122.
53. -1 for the intramolecular electron transfer from tyrosine to photogenerated Ru(III) cannot be measured.
54. -1 at pH 9.3.
55. (a) Tommos, C.; McCracken, J.; Styring, S.; Babcock, G. T. J. Am. Chem. Soc. 1998, 120, 10441-10452.
56. (b) Dorlet, P.; DiValentin, M.; Babcock, G. T.; McCracken, J. L. J. Phys. Chem. B 1998, 102, 8239-8247.
57. (c) Force, D, A.; Randall, D. W. and Britt, R. D. Biochemistry 1997, 36, 12062-12070.
58. Brandt, P.; Norrby, T.; Åkermark, B.; Norrby, P.-O. Inorg. Chem. 1998, 37, 4120-4127.
59. Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1989, 111, 4379. Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1990, 112, 1419.
60. Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1989, 111, 4379. Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1990, 112, 1419.
61. Still, W. C; Tempczyk, A.; Hawley, R. C.; Hendrickson, T. J. Am. Chem. Soc. 1990, 112, 6127.
62. Tokel-Takvoryan, N. E.; Hemmingway, R. E.; Bard, A. J.; J. Am. Chem. Soc. 1973, 95, 6582.
63. Sullivan, B. P.; Salmon, D. J.; Meyer, T. J. Inorg. Chem. 1978, 17, 3334.
64. Lubben, M.; and Feringa, B. L. J. Org. Chem. 1994, 59, 2227-2233.
65. Houlihan, F.; Bouchard, J.; Frechet, J. M.; Willson, C. G. Can. J. Chem. 1985, 63, 153-162.
66. Due to the low solubility of the complex 4 in water, it has not been possible to perform NOESY studies to verify this result.