Solvent effects on the steady-state absorption and fluorescence spectra of uracil, thymine and 5-fluorouracil

Photochemistry and Photobiology

Volumn 83, Issue 3, 2007, Pages 595-599

  Gustavsson, Thomas ^a   Sarkar, Nilmoni ^a,d   Bányász, Ákos ^a   Markovitsi, Dimitra ^a   Improta, Roberto ^b,c  

^a CEA SACLAY   (France)

^b UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^c CNR   (Italy)

^d INDIAN INSTITUTE OF TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

FLUOROURACIL; SOLVENT; THYMINE; URACIL;

CHEMISTRY; CONFERENCE PAPER; ELECTRICITY; HYDROGEN BOND; SPECTROFLUOROMETRY; ULTRAVIOLET SPECTROPHOTOMETRY;

ELECTROSTATICS; FLUOROURACIL; HYDROGEN BONDING; SOLVENTS; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, ULTRAVIOLET; THYMINE; URACIL;

EID: 34249819657     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.2007.00052.x     Document Type: Conference Paper

References (32)

1. Crespo-Hernández, C. E., B. Cohen, P. M. Hare B. Kohler (2004) Ultrafast excited-state dynamics in nucleic acids. Chem. Rev. 104, 1977 2020.
2. Improta, R. V. Barone (2004) Absorption and fluorescence spectra of uracil in the gas phase and in aqueous solution: A TD-DFT quantum mechanical study. J. Am. Chem. Soc. 126, 14320 14321.
3. Matsika, S 2004) Radiationless decay of excited states of uracil through conical intersections. J. Phys. Chem. A 108, 7584 7590.
4. Matsika, S 2005) Three-state conical intersections in nucleic acid bases. J. Phys. Chem. A 109, 7538 7545.
5. Zgierski, M. Z., S. Patchkovskii, T. Fujiwara E. C. Lim (2005) On the origin of the ultrafast internal conversion of electronically excited pyrimidine bases. J. Phys. Chem. A 109, 9384 9387.
6. Ismail, N., L. Blancafort, M. Olivucci, B. Kohler M. A. Robb (2002) Ultrafast decay of electronically excited singlet cytosine via a π,π* to nO,π* state switch. J. Am. Chem. Soc. 124, 6818 6819.
7. Blancafort, L. M. A. Robb (2004) Key role of a threefold state crossing in the ultrafast decay of electronically excited cytosine. J. Phys. Chem. A 108, 10609 10614.
8. Zgierski, M. Z., S. Patchkovskii E. C. Lim (2005b) Ab initio study of a biradical radiationless decay channel of the lowest excited electronic state of cytosine and its derivatives. J. Chem. Phys. 123, 081101 081101-4.
9. Blancafort, L., B. Cohen, P. M. Hare, B. Kohler M. A. Robb (2005) Singlet excited-state dynamics of 5-fluorocytosine and cytosine: An experimental and computational study. J. Phys. Chem. A 109, 4431 4436.
10. Marian, C. M 2005) A new pathway for the rapid decay of electronically excited adenine. J. Chem. Phys. 122, 104314-1 104314-13.
11. Marian, C., D. Nolting R. Weinkauf (2005) The electronic spectrum of protonated adenine: Theory and experiment. Phys. Chem. Chem. Phys. 7, 3306 3316.
12. Nielsen, S. B. Theis I. Sølling (2005) Are conical intersections responsible for the ultrafast processes of adenine, protonated adenine, and the corresponding nucleosides? ChemPhysChem 6, 1276 1281.
13. Perun, S., A. L. Sobolewski W. Domcke (2005a) Photostability of 9H-adenine: Mechanisms of the radiationless deactivation of the lowest excited singlet states. Chem. Phys. 313, 107 112.
14. Perun, S., A. L. Sobolewski W. Domcke (2005b) Ab initio studies on the radiationless decay mechanisms of the lowest excited singlet states of 9H-adenine. J. Am. Chem. Soc. 127, 6257 6265.
15. Clark, L. B. I. Tinoco Jr. (1965) Correlations in the ultraviolet spectra of the purine and pyrimidine bases. J. Am. Chem. Soc. 87, 11 15.
16. Becker, R. S. G. Kogan (1980) Photophysical properties of nucleic acid components. 1. The pyrimidines: Thymine, uracil, N,N-dimethyl derivatives, and thymidine. Photochem. Photobiol. 31, 5 13.
17. Georghiou, S. L. S. Gerke (1999) Excited-state properties of thymidine and their relevance to its heterogeneous emission in double-stranded DNA. Photochem. Photobiol. 69, 646 652.
18. Häupl, T., C. Windolph, T. Jochum, O. Brede R. Hermann (1997) Picosecond fluorescence of nucleic acid bases. Chem. Phys. Lett. 280, 520 524.
19. Canuel, C., M. Mons, F. Piuzzi, B. Tardivel, I. Dimicoli M. Elhanine (2005) Excited states dynamics of DNA and RNA bases: Characterization of a stepwise deactivation pathway in the gas phase. J. Chem. Phys. 122, 0743161 0743166.
20. Gustavsson, T., A. Banyasz, E. Lazzarotto, D. Markovitsi, G. Scalmani, M. J. Frisch, V. Barone R. Improta (2006a) Singlet excited-state behavior of uracil and thymine in aqueous solution: A combined experimental and computational study of 11 uracil derivatives. J. Am. Chem. Soc. 128, 607 619.
21. Gustavsson, T., N. Sarkar, E. Lazzarotto, D. Markovitsi, V. Barone R. Improta (2006b) Solvent effect on the singlet excited state dynamics of 5-fluorouracil in acetonitrile as compared to water. J. Phys. Chem. B 110, 12843 12847.
22. Gustavsson, T., N. Sarkar, E. Lazzarotto, D. Markovitsi R. Improta (2006) Singlet excited state dynamics of uracil and thymine derivatives: A femtosecond fluorescence upconversion study in acetonitrile. Chem. Phys. Lett. 429, 551 557.
23. Santoro, F., V. Barone, T. Gustavsson R. Improta (2006) Solvent effect on the singlet excited state lifetimes of nucleic acid bases: A computational study of 5-fluorouracil and uracil in acetonitrile and water. J. Am. Chem. Soc. 128, 16312 16322.
24. Hare, P. M., C. E. Crespo-Hernández B. Kohler (2006) Solvent-dependent photophysics of 1-cyclohexyluracil: Ultrafast branching in the initial bright state leads nonradiatively to the electronic ground state and a long-lived 1nπ* state. J. Phys. Chem. B 110, 18641 18650.
25. Markovitsi, D., A. Sharonov, D. Onidas T. Gustavsson (2003) The effect of molecular organisation in DNA oligomers studied by femtosecond fluorescence spectroscopy. ChemPhysChem 3, 303 305.
26. Markovitsi, D., D. Onidas, T. Gustavsson, F. Talbot E. Lazzarotto (2005) UV interaction with DNA bases: Collective behaviour of excited states in double helices. J. Am. Chem. Soc. 127, 17130 17131.
27. Crespo-Hernández, C. E., B. Cohen B. Kohler (2005) Base stacking controls excited-state dynamics in AT DNA. Nature 436, 1141 1144.
28. Markovitsi, D., F. Talbot, T. Gustavsson, D. Onidas, E. Lazzarotto S. Marguet (2006) Complexity of excited state dynamics in DNA. Nature 441, E7.
29. Crespo-Hernández, C. E., B. Cohen B. Kohler (2006) Molecular spectroscopy: Complexity of excited-state dynamics in DNA - Reply. Nature 441, E8 E8.
30. Siano, D. B. D. E. Metzler (1969) Band shapes of the electronic spectra of complex molecules. J. Chem. Phys. 51, 1856 1861.
31. Clark, L. B., G. G. Peschel I. Tinoco (1965) Vapor spectra and heats of vaporization of some purine and pyrimidine bases. J. Phys. Chem. 69, 3615 3618.
32. Horng, M. L., J. A. Gardecki, A. Papazyan M. Maroncelli (1995) Subpicosecond measurements of polar solvation dynamics: Coumarin 153 revisited. J. Phys. Chem. 99, 17311 17337.