Photo-reduction of polyazaaromatic Ru(II) complexes by biomolecules and possible applications

Coordination Chemistry Reviews

Volumn 250, Issue 13-14, 2006, Pages 1627-1641

  Elias, Benjamin ^a   Kirsch De Mesmaeker, Andrée ^a  

^a UNIVERSITÉ LIBRE DE BRUXELLES   (Belgium)

Author keywords

DNA; Oligonucleotides; Photo adduct formation; Photo crosslinking; Photo induced electron transfer; Polyazaaromatic Ru(II) complexes

Indexed keywords

EID: 33744546543     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ccr.2005.11.011     Document Type: Review

References (114)

1. Sens C., Romero I., Rodriguez M., Llobet A., Parella T., and Benet-Buchholz J. J. Am. Chem. Soc. 126 (2004) 7798
2. Chronister C.W., Binstead R.A., Ni J.F., and Meyer T.J. Inorg. Chem. 36 (1997) 3814
3. Meyer T.J. Acc. Chem. Res. 22 (1989) 163
4. Crutchley R.J., and Lever A.B.P. J. Am. Chem. Soc. 102 (1980) 7128
5. Neumann-Spallart M., Kalyanasundaram K., Grätzel M., and Grätzel C. Helv. Chim. Acta 63 (1980) 1111
6. Buda M., Kalyuzhny G., and Bard A.J. J. Am. Chem. Soc. 124 (2002) 6090
7. Handy E.S., Pal A.J., and Rubner M.F. J. Am. Chem. Soc. 121 (1999) 3525
8. Baldo M.A., O'Brien D.F., You Y., Shoustikov A., Sibley S., Thompson M.E., and Forrest S.R. Nature 395 (1998) 151
9. Schmidt-Mende L., Zakeeruddin S.M., and Grätzel M. Appl. Phys. Lett. 86 (2005) 013504
10. Wang P., Klein C., Moser J.E., Humphry-Baker R., Cevey-Ha N.L., Charvet R., Comte P., Zakeeruddin S.M., and Grätzel M. J. Phys. Chem. B 108 (2004) 17553
11. Nazeeruddin M.K., Zakeeruddin S.M., Lagref J.J., Liska P., Comte P., Barolo C., Viscardi G., Schenk K., and Grätzel M. Coord. Chem. Rev. 248 (2004) 1317
12. Hagfeldt A., and Grätzel M. Chem. Rev. 95 (1995) 49
13. Heimer T.A., Bignozzi C.A., and Meyer G.J. J. Phys. Chem. 97 (1993) 11987
14. Amadelli R., Argazzi R., Bignozzi C.A., and Scandola F. J. Am. Chem. Soc. 112 (1990) 7099
15. Cosnier S., Deronzier A., and Vlachopoulos N. J. Chem. Soc. Chem. Commun. (1989) 1259
16. Clarke M.J. Coord. Chem. Rev. 232 (2002) 69
17. Guo Z.J., and Sadler P.J. Angew. Chem. Int. Edit. 38 (1999) 1513
18. Keppler B.K. New J. Chem. 14 (1990) 389
19. Sundquist W.I., and Lippard S.J. Coord. Chem. Rev. 100 (1990) 293
20. Gielen M., and Tiekink E.R.T. Metallotherapeutic Drugs and Metal-based Diagnostic Agents: The Use of Metals in Medecine (2005), Willey
21. Kirsch-De Mesmaeker A., Lecomte J.P., and Kelly J.M. Top. Curr. Chem. 177 (1996) 25
22. Kalyanasundaram K. Photochemistry of Polypyridine and Porphyrin Complexes (1992), Academic Press, London
23. Nasielski-Hinkens R., and Benedek-Vamos M. J. Chem. Soc. Perkin Trans. (1975) 1229
24. Nasielski-Hinkens R., Benedek-Vamos M., and Maetens D. J. Heterocycl. Chem. 17 (1980) 873
25. Nasielski-Hinkens R., Benedek-Vamos M., Maetens D., and Nasielski J. J. Organomet. Chem. 217 (1981) 179
26. Dickson J.E., and Summers L.A. Aust. J. Chem. 23 (1970) 1023
27. Moucheron C., Kirsch-De Mesmaeker A., and Choua S. Inorg. Chem. 36 (1997) 584
28. Demeunynck M., Moucheron C., and Kirsch-De Mesmaeker A. Tetrahedron Lett. 43 (2002) 261
29. Jacquet L., and Kirsch-De Mesmaeker A. J. Chem. Soc. Faraday Trans. 88 (1992) 2471
30. Masschelein A., Jacquet L., Kirsch-De Mesmaeker A., and Nasielski J. Inorg. Chem. 29 (1990) 855
31. Lecomte J.P., Kirsch-De Mesmaeker A., Feeney M.M., and Kelly J.M. Inorg. Chem. 34 (1995) 6481
32. Ortmans I., Elias B., Kelly J.M., Moucheron C., and Kirsch-De Mesmaker A. Dalton Trans. (2004) 668
33. I. Ortmans, Ph.D. Thesis, Université Libre de Bruxelles, 1996.
34. Juris A., Balzani A., Barigelletti S., Campagna P., Belser A., and Von Zelewsky A. Coord. Chem. Rev. 84 (1988) 85
35. Leveque J., Elias B., Moucheron C., and Kirsch-De Mesmaeker A. Inorg. Chem. 44 (2005) 393
36. The oxidation potentials reported in the literature are rather different from one author to the other, several references are given for example from [37-40].
37. Jovanovic S.V., and Simic M.G. Biochim. Biophys. Acta 1008 (1989) 39
38. Subramanian P., and Dryhurst G. J. Electrochem. Soc. 134 (1987) C495
39. Jovanovic S.V., and Simic M.G. J. Phys. Chem. 90 (1986) 974
40. Kittler L., Löber G., Gollmick F., and Berg H. J. Electroanal. Chem. 116 (1980) 503
41. Lecomte J.P., Kirsch-De Mesmaeker A., and Kelly J.M. Bull. Soc. Chim. Belg. 103 (1994) 193
42. Lecomte J.P., Kirsch-De Mesmaeker A., Kelly J.M., Tossi A.B., and Görner H. Photochem. Photobiol. 55 (1992) 681
43. Blasius R., Moucheron C., and Kirsch-De Mesmaeker A. Eur. J. Inorg. Chem. (2004) 3971
44. Ortmans I., Moucheron C., and Kirsch-De Mesmaeker A. Coord. Chem. Rev. 168 (1998) 233
45. Moucheron C., Kirsch-De Mesmaeker A., and Kelly J.M. J. Photochem. Photobiol. B: Biol. 40 (1997) 91
46. Kelly J.M., Feeney M.M., Tossi A.B., Lecomte J.P., and Kirsch-De Mesmaeker A. Anti-Cancer Drug Des. 5 (1990) 69
47. Creely C.M., Kelly J.M., Feeney M.M., Hudson S., Penedo J.C., Blau W.J., Elias B., Kirsch-De Mesmaeker A., Matousek P., Towrie M., Parker A.W., Dyer J.S., George M.W., Coates C.G., and Mc Garvey J.J. Proc. SPIE 4876 (2002) 92
48. Steenken S., and Jovanovic S.V. J. Am. Chem. Soc. 119 (1997) 617
49. Candeias L.P., and Steenken S. J. Am. Chem. Soc. 114 (1992) 699
50. Steenken S. Chem. Rev. 89 (1989) 503
51. J.M. Kelly, C.M. Creely, M.M. Feeney, S. Hudson, W.J. Blau, B. Elias, A. Kirsch-De Mesmaeker, P. Matousek, M. Towrie, A.W. Parker, Lasers for science facility programme-chemistry, Annual Report, 2001, p. 111.
52. Tommos C., Skalicky J.J., Pilloud D.L., Wand A.J., and Dutton P.L. Biochemistry 38 (1999) 9495
53. Harriman A. J. Phys. Chem. 91 (1987) 6102
54. Gicquel E., Boisdenghien A., Defrancq E., Moucheron C., and Kirsch-De Mesmaeker A. Chem. Commun. (2004) 2764
55. Sjodin M., Styring S., Wolpher H., Xu Y.H., Sun L.C., and Hammarström L. J. Am. Chem. Soc. 127 (2005) 3855
56. Sjodin M., Ghanem R., Polivka T., Pan J., Styring S., Sun L.C., Sundström V., and Hammarström L. Phys. Chem. Chem. Phys. 6 (2004) 4851
57. Kelly J.M., Tossi A.B., Mc Connell D.J., and OhUigin C. Nucleic Acids Res. 13 (1985) 6017
58. Fleisher M.B., Waterman K.C., Turro N.J., and Barton J.K. Inorg. Chem. 25 (1986) 3549
59. Tossi A.B., and Kelly J.M. Photochem. Photobiol. 49 (1989) 545
60. Cadet J., and Vigny P. In: Morrison H. (Ed). Bioorganic Photochemistry, Photochemistry and Nucleic Acids vol. 1 (1990), Wiley, New York 3
61. Thomson N.H., Kasas S., Smith B., Hansma H.G., and Hansma P.K. Langmuir 12 (1996) 5905
62. Hansma H.G., Revenko I., Kim K., and Laney D.E. Nucleic Acids Res. 24 (1996) 713
63. Hiroshi U., Foubert P., De Schryver F.C., De Feyter S., Gicquel E., Etoc A., Moucheron C., and Kirsch-De Mesmaeker A. Chem. Eur. J. 12 (2005) 758-762
64. Gooch B.D., and Beal P.A. J. Am. Chem. Soc. 126 (2004) 10603
65. Simon M.D., and Shokat K.M. J. Am. Chem. Soc. 126 (2004) 8078
66. Rivetti C., Walker C., and Bustamante C. J. Mol. Biol. 280 (1998) 41
67. Rivetti C., Guthold M., and Bustamante C. J. Mol. Biol. 264 (1996) 919
68. Loganathan D., and Morrisson H. Curr. Opin. Drug Discov. Develop. (2005) 478
69. Billadeau M.A., Wood K.V., and Morrison H. Inorg. Chem. 33 (1994) 5780
70. Sitlani A., and Barton J.K. Biochemistry 33 (1994) 12100
71. Menon E.L., Perera R., Navarro M., Kuhn R.J., and Morrison H. Inorg. Chem. 43 (2004) 5373
72. Kirshenbaum M.R., Tribolet R., and Barton J.K. Nucleic Acids Res. 16 (1988) 7943
73. Cohen S.M., and Lippard S.J. Progress in Nucleic Acid Research and Molecular Biology vol. 67 (2001), Academic Press Inc. p. 93
74. Jamieson E.R., and Lippard S.J. Chem. Rev. 99 (1999) 2467
75. Reedijk J. Chem. Commun. (1996) 801
76. Feeney M.M., Kelly J.M., Tossi A.B., Kirsch-De Mesmaeker A., and Lecomte J.P. J. Photochem. Photobiol. B: Biol. 23 (1994) 69
77. Jacquet L., Kelly J.M., and Kirsch-De Mesmaeker A. J. Chem. Soc. Chem. Commun. (1995) 913
78. Jacquet L., Davies R.J.H., Kirsch-De Mesmaeker A., and Kelly J.M. J. Am. Chem. Soc. 119 (1997) 11763
79. Blasius R., Nierengarten H., Luhmer M., Constant J.F., Defrancq E., Dumy P., van Dorsselaer A., Moucheron C., and Kirsch-De Mesmaeker A. Chem. Eur. J. 11 (2005) 1507
80. Burrows C.J., and Muller J.G. Chem. Rev. 98 (1998) 1109
81. Armitage B. Chem. Rev. 98 (1998) 1171
82. Gniazdowski M., and Cera C. Chem. Rev. 96 (1996) 619
83. Schultefrohlinde D., Simic M.G., and Görner H. Photochem. Photobiol. 52 (1990) 1137
84. Demeunynck M., and Bailly C. DNA and RNA Binders Small Molecules to Drugs vols. 1-2 (2003), Wiley/VCH
85. Pauly M., Kayser I., Schmitz M., Dicato M., Del Guerzo A., Kolber I., Moucheron C., and Kirsch-De Mesmaeker A. Chem. Commun. (2002) 1086
86. Gorman A., Killoran J., O'Shea C., Kenna T., Gallagher W.M., and O'Shea D.F. J. Am. Chem. Soc. 126 (2004) 10619
87. Dolmans D., Fukumura D., and Jain R.K. Nat. Rev. Cancer 3 (2003) 380
88. MacDonald I.J., and Dougherty T.J. J. Porphyr. Phthalocyanines 5 (2001) 105
89. Zerial A., Thuong N.T., and Helene C. Nucleic Acids Res. 15 (1987) 9909
90. Moser H.E., and Dervan P.B. Science 238 (1987) 645
91. Demesmaeker A., Haner R., Martin P., and Moser H.E. Acc. Chem. Res. 28 (1995) 366
92. Uhlmann E., and Peyman A. Chem. Rev. 90 (1990) 543
93. Tung C.H., and Stein S. Bioconjugate Chem. 11 (2000) 605
94. Beaucage S.L., and Iyer R.P. Tetrahedron 49 (1993) 10441
95. Ortmans I., Content S., Boutonnet N., Kirsch-De Mesmaeker A., Bannwarth W., Constant J.F., Defrancq E., and Lhomme J. Chem. Eur. J. 5 (1999) 2712
96. Saito I., Nakamura T., and Nakatani K. J. Am. Chem. Soc. 122 (2000) 3001
97. Sugiyama H., and Saito I. J. Am. Chem. Soc. 118 (1996) 7063
98. Saito I., Takayama M., Sugiyama H., and Nakatani K. J. Am. Chem. Soc. 117 (1995) 6406
99. Lentzen O., Constant J.F., Defrancq E., Prevost M., Schumm S., Moucheron C., Dumy P., and Kirsch-De Mesmaeker A. ChemBioChem 4 (2003) 195
100. Schumm S., Prevost M., Garcia-Fresnadillo D., Lentzen O., Moucheron C., and Kirsch-De Mesmaeker A. J. Phys. Chem. B 106 (2002) 2763
101. Garcia-Fresnadillo D., Marazuela M.D., Moreno-Bondi M.C., and Orellana G. Langmuir 15 (1999) 6451
102. Carraway E.R., Demas J.N., and Degraff B.A. Anal. Chem. 63 (1991) 332
103. Garcia-Fresnadillo D., Boutonnet N., Schumm S., Moucheron C., Kirsch-De Mesmaeker A., Defrancq E., Constant J.F., and Lhomme J. Biophys. J. 82 (2002) 978
104. Lentzen O., Defrancq E., Constant J.F., Schumm S., Garcia-Fresnadillo D., Moucheron C., Dumy P., and Kirsch-De Mesmaeker A. J. Biol. Inorg. Chem. 9 (2004) 100
105. Breslin D.T., and Schuster G.B. J. Am. Chem. Soc. 118 (1996) 2311
106. Giese B. Acc. Chem. Res. 33 (2000) 631
107. O'Donoghue K.A., Kelly J.M., and Kruger P.E. Dalton Trans. (2004) 13
108. Nair R.B., Cullum B.M., and Murphy C.J. Inorg. Chem. 36 (1997) 962
109. Friedman A.E., Chambron J.C., Sauvage J.P., Turro N.J., and Barton J.K. J. Am. Chem. Soc. 112 (1990) 4960
110. Ramos A., Grunert S., Adams J., Micklem D.R., Proctor M.R., Freund S., Bycroft M., St Johnston D., and Varani G. Embo J. 19 (2000) 997
111. Franch T., Petersen M., Wagner E.G.H., Jacobsen J.P., and Gerdes K. J. Mol. Biol. 294 (1999) 1115
112. Vicens M.C., Sen A., Vanderlaan A., Drake T.J., and Tan W.H. ChemBioChem 6 (2005) 900
113. Tan W.H., Fang X.H., Li J., and Liu X.J. Chem. Eur. J. 6 (2000) 1107
114. Garcia-Fresnadillo D., Lentzen O., Ortmans I., Defrancq E., and Kirsch-De Mesmaeker A. Dalton Trans. (2005) 852