Ultrafast energy delocalization and electron transfer dynamics in 2-aminopurine-containing trinucleotides

Photochemistry and Photobiology

Volumn 83, Issue 3, 2007, Pages 637-641

  Wang, Qiang ^a   Raytchev, Milen ^a   Fiebig, Torsten ^a  

^a BOSTON COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOPURINE; DNA; OLIGONUCLEOTIDE;

CHEMISTRY; CONFERENCE PAPER; ELECTRON; ENERGY TRANSFER; HALF LIFE TIME; PHOTOCHEMISTRY;

2-AMINOPURINE; DNA; ELECTRONS; ENERGY TRANSFER; HALF-LIFE; OLIGONUCLEOTIDES; PHOTOCHEMISTRY;

EID: 34249789264     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.2007.00115.x     Document Type: Conference Paper

References (30)

1. Crespo-Hernandez, C. E., B. Cohen B. Kohler (2005) Base stacking controls excited-state dynamics in A-T DNA. Nature 436, 1141 1144.
2. Markovitsi, D., D. Onidas, T. Gustavsson, F. Talbot E. Lazzarotto (2005) Collective behavior of Franck-Condon excited states and energy transfer in DNA double helices. J. Am. Chem. Soc. 127, 17130 17131.
3. Buchvarov, I., Q. Wang, M. Raytchev, A. Trifonov T. Fiebig (2007) Electronic energy delocalization and dissipation in single- and double-Stranded DNA. Proc. Natl Acad. Sci. U S A 104, 4794 4797.
4. Kwok, W. M., C. S. Ma D. L. Phillips (2006) Femtosecond time- and wavelength-resolved fluorescence and absorption spectroscopic study of the excited states of adenosine and an adenine oligomer. J. Am. Chem. Soc. 128, 11894 11905.
5. Wan, C. Z., T. B. Xia, H. C. Becker A. H. Zewail (2005) Ultrafast unequilibrated charge transfer: A new channel in the quenching of fluorescent biological probes. Chem. Phys. Lett. 412, 158 163.
6. Cadet, J. (1994) DNA damage caused by oxidation, deamination, ultraviolet radiation and photoexcited psoralens. In: Hemminki K, Dipple A, Shuker DEG, Kadlubar FF, Segerback D, Bartsch H (eds), DNA Adducts: Identification and Biological Significance." IARC Scient. Publ. 125. Lyon: International Agency for Research on Cancer, pp. 245-276.
7. Dumaz, N., H. J. VanKranen, A. deVries, R. J. W. Berg, P. W. Wester, C. F. vanKreijl, A. Sarasin, L. DayaGrosjean F. R. deGruijl (1997) The role of UV-B light in skin carcinogenesis through the analysis of p53 mutations in squamous cell carcinomas of hairless mice. Carcinogenesis 18, 897 904.
8. Crespo-Hernandez, C. E., B. Cohen, P. M. Hare B. Kohler (2004) Ultrafast excited-state dynamics in nucleic acids. Chem. Rev. 104, 1977 2019.
9. O'Neill, M. A. J. K. Barton (2002) 2-aminopurine: A probe of structural dynamics and charge transfer in DNA and DNA:RNA hybrids. J. Am. Chem. Soc. 124, 13053 13066.
10. Nordlund, T. M., S. Andersson, L. Nilsson, R. Rigler, A. Graslund L. W. McLaughlin (1989) Structure and dynamics of a fluorescent DNA oligomer containing the Ecori recognition sequence - Fluorescence, molecular dynamics, and NMR-studies. Biochemistry 28, 9095 9103.
11. McLaughlin, L. W., T. Leong, F. Benseler N. Piel (1988) A new approach to the synthesis of a protected 2-aminopurine derivative and its incorporation into oligodeoxynucleotides containing the Eco-Ri and Bam-Hi recognition sites. Nucleic Acids Res. 16, 5631 5644.
12. Wan, C. Z., T. Fiebig, O. Schiemann, J. K. Barton A. H. Zewail (2000) Femtosecond direct observation of charge transfer between bases in DNA. Proc. Natl Acad. Sci. U S A 97, 14052 14055.
13. Fiebig, T., C. Z. Wan A. H. Zewail (2002) Femtosecond charge transfer dynamics of a modified DNA base: 2-Aminopurine in complexes with nucleotides. Chemphyschem 3, 781 788.
14. Rist, M., H. A. Wagenknecht T. Fiebig (2002) Exciton and excimer formation in DNA at room temperature. Chemphyschem 3, 704 707.
15. Raytchev, M., E. Pandurski, I. Buchvarov, C. Modrakowski T. Fiebig (2003) Bichromophoric interactions and time-dependent excited state mixing in pyrene derivatives. A femtosecond broad-band pump-probe study. J. Phys. Chem. A 107, 4592 4600.
16. Jean, J. M. K. B. Hall (2004) Stacking-unstacking dynamics of oligodeoxynucleotide trimers. Biochemistry 43, 10277 10284.
17. Rehm, D. A. Weller (1970) Kinetics of fluorescence quenching by electron and H-atom transfer. Isr. J. Chem. 8, 259 271.
18. Shafirovich, V., A. Dourandin, N. P. Luneva N. E. Geacintov (2000) Acid-base equilibria in aqueous solutions of 2-aminopurine radical cations generated by two-photon photoionization. J. Chem. Soc. Perkin Trans. 2, 271 275.
19. Kelley, S. O. J. K. Barton (1999) Electron transfer between bases in double helical DNA. Science 283, 375 381.
20. Förster, T. K. Kasper (1954) Ein Konzentrationsumschlag der Fluoreszenz. Z. Phys. Chem. N. F. 1, 275 277.
21. Post, M. F. M., Langelaa J., Vanvoors Jd (1971) Singlet Excited Monomer and Excimer Absorptions of Pyrene. Chem. Phys. Lett. 10, 468 472.
22. Reynders, P. (1988) Spectroscopic studies on intramolecular excimer formation. PhD Thesis, University of Göttingen, Germany.
23. Valis, L., Q. Wang, M. Raytchev, I. Buchvarov, H. A. Wagenknecht T. Fiebig (2006) Base pair motions control the rates and distance dependencies of reductive and oxidative DNA charge transfer. Proc. Natl Acad. Sci. U S A 103, 10192 10195.
24. O'Neill, M. A., H. C. Becker, C. Z. Wan, J. K. Barton A. H. Zewail (2003) Ultrafast dynamics in DNA-mediated electron transfer: Base gating and the role of temperature. Angew. Chem. Int. Ed. Engl. 42, 5896 5900.
25. Wan, C. Z., T. Fiebig, S. O. Kelley, C. R. Treadway, J. K. Barton A. H. Zewail (1999) Femtosecond dynamics of DNA-mediated electron transfer. Proc. Natl Acad. Sci. U S A 96, 6014 6019.
26. Larsen, O. F. A., I. H. M. van Stokkum, F. L. de Weerd, M. Vengris, C. T. Aravindakumar, R. van Grondelle, N. E. Geacintov H. van Amerongen (2004) Ultrafast transient-absorption and steady-state fluorescence measurements on 2-aminopurine substituted dinucleotides and 2-aminopurine substituted DNA duplexes. Phys. Chem. Chem. Phys. 6, 154 160.
27. O'Neill, M. A., C. Dohno J. K. Barton (2004) Direct chemical evidence for charge transfer between photoexcited 2-aminopurine and guanine in duplex DNA. J. Am. Chem. Soc. 126, 1316 1317.
28. Lewis, F. D., H. H. Zhu, P. Daublain, T. Fiebig, M. Raytchev, Q. Wang V. Shafirovich (2006) Crossover from superexchange to hopping as the mechanism for photoinduced charge transfer in DNA hairpin conjugates. J. Am. Chem. Soc. 128, 791 800.
29. Wagenknecht, H. A. (2005) Charge Transfer in DNA. Wiley-VCH, Weinheim.
30. Larsen, O. F. A., I. H. M. van Stokkum, M. L. Groot, J. T. M. Kennis, R. van Grondelle H. van Amerongen (2003) Electronic states in 2-aminopurine revealed by ultrafast transient absorption and target analysis. Chem. Phys. Lett. 371, 157 163.