Photoinduced electron transfer from tryptophan to RuIITAP complexes: The primary process for photo-cross-linking with oligopeptides

Inorganic Chemistry

Volumn 49, Issue 23, 2010, Pages 10867-10874

  Rebarz, Mateusz ^a   Ghesquière, Jonathan ^a   Boisdenghien, Arnaud ^a   Defrancq, Eric ^b   Moucheron, Cécile ^a   Kirsch De Mesmaeker, Andrée ^a  

^a UNIVERSITÉ LIBRE DE BRUXELLES   (Belgium)

^b UNIVERSITÉ JOSEPH FOURIER   (France)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG DERIVATIVE; LYSYL TRYPTOPHYL ALPHA LYSINE; LYSYL-TRYPTOPHYL-ALPHA-LYSINE; OLIGOPEPTIDE; RUTHENIUM DERIVATIVE; TRYPTOPHAN;

ARTICLE; CHEMISTRY; ELECTRON TRANSPORT; LUMINESCENCE; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY; TEMPERATURE; TWO DIMENSIONAL GEL ELECTROPHORESIS;

ELECTRON TRANSPORT; ELECTROPHORESIS, GEL, TWO-DIMENSIONAL; LUMINESCENCE; OLIGOPEPTIDES; OXIDATION-REDUCTION; PHOTOCHEMICAL PROCESSES; RUTHENIUM COMPOUNDS; TEMPERATURE; TRYPTOPHAN;

EID: 78650242303     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic101214m     Document Type: Article

References (48)

1. Buda, M., Kalyuzhny, G., and Bard, A. J. J. Am. Chem. Soc. 2002, 124, 6090-6098
2. Handy, E. S., Pal, A. J., and Rubner, M. F. J. Am. Chem. Soc. 1999, 121, 3525-3528
3. Sens, C., Romero, I., Rodriguez, M., Llobet, A., Parella, T., and Benet-Buchholz, J. J. Am. Chem. Soc. 2004, 126, 7798-7799
4. Chronister, C. W., Binstead, R. A., Ni, J. F., and Meyer, T. J. Inorg. Chem. 1997, 36, 3814-3815
5. Juris, A., Balzani, V., Barigelletti, F., Campagna, S., Belser, P., and von Zelewsky, A. Coord. Chem. Rev. 1988, 84, 85-277
6. 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 2004, 108, 17553-17559
7. Gielen, M. and Tiekink, E. R. T. Metallotherapeutic Drugs and Metal-based Diagnostic Agents: The Use of Metals in Medecine; John Wiley & Sons Ltd.: Chichester, U.K., 2005.
8. Clarke, M. J. Coord. Chem. Rev. 2002, 232, 69-93
9. Herman, L., Ghosh, S., Defrancq, E., and Kirsch-De Mesmaeker, A. J. Phys. Org. Chem. 2008, 21, 670-681
10. Elias, B. and Kirsch-De Mesmaeker, A. Coord. Chem. Rev. 2006, 250, 1627-1641
11. Lecomte, J. P., Kirsch-De Mesmaeker, A., Feeney, M. M., and Kelly, J. M. Inorg. Chem. 1995, 34, 6481-6491
12. Blasius, R., Moucheron, C., and Kirsch-De Mesmaeker, A. Eur. J. Inorg. Chem. 2004, 20, 3971-3979
13. Moucheron, C., Kirsch-De Mesmaeker, A., and Kelly, J. M. J. Photochem. Photobiol., B 1997, 40, 91-106
14. Lecomte, J. P., Kirsch-De Mesmaeker, A., Kelly, J. M., Tossi, A. B., and Görner, H. Photochem. Photobiol. 1992, 55, 681-689
15. Elias, B., Creely, C., Doorley, G. W., Feeney, M. M., Moucheron, C., Kirsch-De Mesmaeker, A., Dyer, J., Grills, D. C., George, M. W., Matousek, P., Parker, A. W., Towrie, M., and Kelly, J. M. Chem. - Eur. J. 2008, 14, 369-375
16. Jacquet, L., Kelly, J. M., and Kirsch-De Mesmaeker, A. J. Chem. Soc., Chem. Commun. 1995, 9, 913-914
17. Ghizdavu, L., Pierard, F., Rickling, S., Aury, S., Surin, M., Beljonne, D., Lazzaroni, R., Murat, P., Defrancq, E., Moucheron, C., and Kirsch-De Mesmaeker, A. Inorg. Chem. 2009, 48, 10988-10994
18. Rickling, S., Ghizdavu, L., Pierard, F., Gerbaux, P., Surin, M., Murat, P., Defrancq, E., Moucheron, C., and Kirsch-De Mesmaeker, A. Chem. - Eur. J. 2010, 16, 3951-3961
19. Deroo, S., Le Gac, S., Ghosh, S., Villien, M., Gerbaux, P., Defrancq, E., Moucheron, C., Dumy, P., and Kirsch-De Mesmaeker, A. Eur. J. Inorg. Chem. 2009, 524-532
20. Le Gac, S., Rickling, S., Gerbaux, P., Defrancq, E., Moucheron, C., and Kirsch-De Mesmaeker, A. Angew. Chem., Int. Ed. 2009, 48, 1122-1125
21. Gicquel, E., Boisdenghien, A., Defrancq, E., Moucheron, C., and Kirsch-De Mesmaeker, A. Chem. Commun. 2004, 23, 2764-2765
22. Gauthier, N., De Winter, J., Gerbaux, P., Moucheron, C., Luhmer, M., and Kirsch-De Mesmaeker, A. Inorg. Chem. 2010, 49, 6796-6798
23. Nikogosyan, D. N. and Görner, H. J. Photochem. Photobiol., B 1992, 13, 219-234
24. Triboni, E. R., Schmitt Cavalheiro, C. C., Politi, M. J., Bemquerer, M. P., and Rodrigues, M. A. J. Photochem. Photobiol., A 2009, 208, 36-41
25. Lu, C. Y. and Liu, Y. Y. Biochim. Biophys. Acta 2002, 1571, 71-76
26. Dudley Bryant, F., Santus, R., and Grossweiner, L. I. J. Phys. Chem. 1975, 79, 2711-2716
27. Baugher, J. F. and Grossweiner, L. I. J. Phys. Chem. 1977, 81, 1349-1354
28. Templer, H. and Thistlethwaite, P. J. Photochem. Photobiol. 1976, 23, 79-83
29. Bent, D. V. and Hayon, E. J. Am. Chem. Soc. 1975, 97, 2612-2619
30. Inoue, K., Matsuura, T., and Saito, I. Bull. Chem. Soc. Jpn. 1982, 55, 2959-2964
31. Kirsch-De Mesmaeker, A., Nasielski-Hinkens, R., Maetens, D., Pauwels, D., and Nasielski, J. Inorg. Chem. 1984, 23, 377-379
32. Lecomte, J. P., Kirsch-De Mesmaeker, A., Demeunynck, M., and Lhomme, J. J. Chem. Soc., Faraday Trans. 1993, 89, 3261-3269
33. Villien, M., Deroo, S., Gicquel, E., Defrancq, E., Moucheron, C., Kirsch-De Mesmaeker, A., and Dumy, P. Tetrahedron 2007, 63, 11299-11306
34. Forget, D., Boturyn, D., Defrancq, E., Lhomme, J., and Dumy, P. Chem. - Eur. J. 2001, 7, 3976-3984
35. Gans, P. Data Fitting in the Chemical Sciences by the Method of Least Squares; John Wiley & Sons Ltd.: Chichester, U.K., 1992.
36. Lentzen, O., Constant, J. F., Defrancq, E., Prevost, M., Schumm, S., Moucheron, C., Dumy, P., and Kirsch-De Mesmaeker, A. ChemBioChem 2003, 4, 195-202
37. Masschelein, A., Jacquet, L., Kirsch-De Mesmaeker, A., and Nasielski, J. Inorg. Chem. 1990, 29, 855-860
38. It was observed that when the transient absorptions were recorded in the presence of oxygen 1 μs after the laser pulse, the intensity of the absorption at 510 nm was more important, most probably because of absorption of the reaction products of singlet oxygen with Trp.
39. a value.
40. In reaction (III), we assume that the reduced complex is protonated. There is probably a mixture of protonated and nonprotonated complexes.
41. Connors, K. A. Chemical Kinetics, the Study of Reaction Rates in Solution; VCH Publishers: New York, 1991.
42. Even when we artificially shift the zero level for the fitting procedure, the decay kinetics do not correspond to a perfect second-order process for the complete time domain.
43. Garcia-Fresnadillo, D., Lentzen, O., Ortmans, I., Defrancq, E., and Kirsch-De Mesmaeker, A. Dalton Trans. 2005, 5, 852-856
44. The difference in the mobility between a single-stranded 17-mer ODN and a 34-mer duplex irreversibly photo-cross-linked by a ruthenium complex has been shown in ref 35. In Figure S7 in the SI, we compare the migration of this reference system studied in the past with that of ODN-Ru/ODN′-Lys-Trp-Lys irreversibly photo-cross-linked.
45. Hofr, C. and Brabec, V. J. Biol. Chem. 2000, 276, 9655-9661
46. Bannwarth, W., Dorn, A., Iaiza, P., and Pannekouke, X. Helv. Chim. Acta 1994, 77, 182-193
47. Tommos, C., Skalicky, J. J., Pilloud, D. L., Wand, A. J., and Dutton, P. L. Biochemistry 1999, 38, 9495-9507
48. Harriman, A. J. Phys. Chem. 1987, 91, 6102-6104