Home Research Locations About us Organization Staff Contacts Education Login Documents IT
Projects highlights

INCIPIT

ISTAPCA (874 views)

Euro-BioImaging

Instruct-IT

Fondazione Veronesi

Fondo Europeo Pesca (282 views)

 INMiND (943 views)

 PRIN (1047 views)

 eHealthNet (869 views)

  Ponrec (826 views)

MFAG Grant (896 views)

(40 views)


Links

 |<  < >  >| 

    Export to BibTeX    Export to EndNote

Photoinduced Electron Transfer in DNA: Charge Shift Dynamics between 8-Oxo-Guanine Anion and Adenine (78 views)

Zhang Y, Dood J, Beckstead AA, Li X-B, Nguyen KV, Burrows CJ, Improta R, Kohler B

J Phys Chem B (ISSN: 1520-6106, 1520-5207, 1520-5207electronic), 2015; 119(24): 7491-7502.

Abstract
Femtosecond time-resolved IR spectroscopy is used to investigate the excited-state dynamics of a dinucleotide containing an 8-oxoguanine anion at the 5′-end and neutral adenine at the 3′-end. UV excitation of the dinucleotide transfers an electron from deprotonated 8-oxoguanine to its γ-stacked neighbor adenine in less than 1 ps, generating a neutral 8-oxoguanine radical and an adenine radical anion. These species are identified by the excellent agreement between the experimental and calculated IR difference spectra. The quantum efficiency of this ultrafast charge shift reaction approaches unity. Back electron transfer from the adenine radical anion to the 8-oxguanine neutral radical occurs in 9 ps, or approximately 6 times faster than between the adenine radical anion and the 8-oxoguanine radical cation (Zhang, Y. et al. Proc. Natl. Acad. Sci. U.S.A. 2014, 111, 11612-11617). The large asymmetry in forward and back electron transfer rates is fully rationalized by semiclassical nonadiabatic electron transfer theory. Forward electron transfer is ultrafast because the driving force is nearly equal to the reorganization energy, which is estimated to lie between 1 and 2 eV. Back electron transfer is highly exergonic and takes place much more slowly in the Marcus inverted region. © 2015 American Chemical Society.

Affiliations ▼
*** IBB - CNR Affiliation

Department of Chemistry and Biochemistry, Montana State University, Bozeman, MT, United States

CNR-Consiglio Nazionale Delle Ricerche Istituto di Biostrutture e Bioimmagini (IBB-CNR), Via Mezzocannone 16, Napoli, Italy

School of Medicine and Biomedical Sciences, The University at Buffalo, SUNY, Buffalo, NY, United States

Details ▼
Impact factor: 3.187, 5-year impact factor: 3.265

Paper type: Journal Article,

Keywords: Electron Transitions, Excited States, Nucleotides, Adenine Radicals, Back Electron Transfer, Excited-State Dynamics, Femtosecond Time-Resolved, Non-Adiabatic Electron Transfer Theory, Photo-Induced Electron Transfer, Reorganization Energies, Free Radical Reactions,

Url: http://www.scopus.com/inward/record.url?eid=2-s2.0-84934982620&partnerID=40&md5=a3a1c81009840a9820f5f09bbc2edbbf

References ▼
Nguyen, K.V., Burrows, C.J., A Prebiotic Role for 8-Oxoguanosine as a Flavin Mimic in Pyrimidine Dimer Photorepair (2011) J. Am. Chem. Soc., 133, pp. 14586-1458

Kao, Y.T., Saxena, C., He, T.F., Guo, L.J., Wang, L.J., Sancar, A., Zhong, D.P., Ultrafast Dynamics of Flavins in Five Redox States (2008) J. Am. Chem. Soc., 130, pp. 13132-13139

Kao, Y.T., Song, Q.H., Saxena, C., Wang, L.J., Zhong, D.P., Dynamics and Mechanism of DNA Repair in a Biomimetic System: Flavin-Thymine Dimer Adduct (2012) J. Am. Chem. Soc., 134, pp. 1501-1503

Sancar, A., Structure and Function of DNA Photolyase and Cryptochrome Blue-Light Photoreceptors (2003) Chem. Rev., 103, pp. 2203-2237

Liu, Z.Y., Tan, C., Guo, X.M., Kao, Y.T., Li, J., Wang, L.J., Sancar, A., Zhong, D.P., Dynamics and Mechanism of Cyclobutane Pyrimidine Dimer Repair by DNA Photolyase (2011) Proc. Natl. Acad. Sci. U.S.A., 108, pp. 14831-14836

Zhang, Y., Dood, J., Beckstead, A.A., Li, X.B., Nguyen, K.V., Burrows, C.J., Improta, R., Kohler, B., Efficient UV-Induced Charge Separation and Recombination in an 8-Oxoguanine-Containing Dinucleotide (2014) Proc. Natl. Acad. Sci. U.S.A., 111, pp. 11612-11617

Culp, S.J., Cho, B.P., Kadlubar, F.F., Evans, F.E., Structural and Conformational Analyses of 8-Hydroxy-2′-Deoxyguanosine (1989) Chem. Res. Toxicol., 2, pp. 416-422

Hartman, R.F., Rose, S.D., Efficient Photosensitized Pyrimidine Dimer Splitting by a Reduced Flavin Requires the Deprotonated Flavin (1992) J. Am. Chem. Soc., 114, pp. 3559-3560

Epple, R., Wallenborn, E.-U., Carell, T., Investigation of Flavin-Containing DNA-Repair Model Compounds (1997) J. Am. Chem. Soc., 119, pp. 7440-7451

Closs, G.L., Miller, J.R., Intramolecular Long-Distance Electron-Transfer in Organic-Molecules (1988) Science, 240, pp. 440-447

Miller, J.R., Calcaterra, L.T., Closs, G.L., Intramolecular Long-Distance Electron-Transfer in Radical-Anions: The Effects of Free-Energy and Solvent on the Reaction-Rates (1984) J. Am. Chem. Soc., 106, pp. 3047-3049

Miller, J.R., Beitz, J.V., Huddleston, R.K., Effect of Free-Energy on Rates of Electron-Transfer between Molecules (1984) J. Am. Chem. Soc., 106, pp. 5057-5068

Doorley, G.W., Wojdyla, M., Watson, G.W., Towrie, M., Parker, A.W., Kelly, J.M., Quinn, S.J., Tracking DNA Excited States by Picosecond-Time-Resolved Infrared Spectroscopy: Signature Band for a Charge-Transfer Excited State in Stacked Adenine-Thymine Systems (2013) J. Phys. Chem. Lett., 4, pp. 2739-2744

Bucher, D.B., Pilles, B.M., Carell, T., Zinth, W., Charge Seperation and Charge Delocalization Identified in Long-living States of Photoexcited DNA (2014) Proc. Natl. Acad. Sci. U.S.A., 111, pp. 4369-4374

Crespo-Hernández, C.E., Cohen, B., Kohler, B., Base Stacking Controls Excited-state Dynamics in A-T DNA (2005) Nature, 436, pp. 1141-1144

Su, C., Middleton, C.T., Kohler, B., Base-Stacking Disorder and Excited-State Dynamics in Single-Stranded Adenine Homo-oligonucleotides (2012) J. Phys. Chem. B, 116, pp. 10266-10274

Chen, J., Kohler, B., Base Stacking in Adenosine Dimers Revealed by Femtosecond Transient Absorption Spectroscopy (2014) J. Am. Chem. Soc., 136, pp. 6362-6372

Zhang, Y., Chen, J., Kohler, B., Hydrogen Bond Donors Accelerate Vibrational Cooling of Hot Purine Derivatives in Heavy Water (2013) J. Phys. Chem. A, 117, pp. 6771-6780

De Koning, M.C., Ghisaidoobe, A.B.T., Duynstee, H.I., Ten Kortenaar, P.B.W., Filippov, D.V., Van Der Marel, G.A., Simple and Efficient Solution-phase Synthesis of Oligonucleotides Using Extractive Work-up (2006) Org. Process Res. Dev., 10, pp. 1238-1245

Adamo, C., Barone, V., Toward Reliable Density Functional Methods without Adjustable Parameters: The PBE0 Model (1999) J. Chem. Phys., 110, pp. 6158-6170

Ernzerhof, M., Scuseria, G.E., Assessment of the Perdew-Burke-Ernzerhof Exchange-Correlation Functional (1999) J. Chem. Phys., 110, pp. 5029-5036

Zhang, Y., Improta, R., Kohler, B., Mode-specific Vibrational Relaxation of Photoexcited Guanosine 5′-Monophosphate and Its Acid Form: A Femtosecond Broadband Mid-IR Transient Absorption and Theoretical Study (2014) Phys. Chem. Chem. Phys., 16, pp. 1487-1499

Petrone, A., Donati, G., Caruso, P., Rega, N., Understanding THz and IR Signals beneath Time-Resolved Fluorescence from Excited-State Ab Initio Dynamics (2014) J. Am. Chem. Soc., 136, pp. 14866-14874

Dreuw, A., Head-Gordon, M., Single-Reference ab initio Methods for the Calculation of Excited States of Large Molecules (2005) Chem. Rev., 105, pp. 4009-4037

Improta, R., Barone, V., Scalmani, G., Frisch, M.J., A State-Specific Polarizable Continuum Model Time-Dependent Density Functional Theory Method for Excited State Calculations in Solution (2006) J. Chem. Phys., 125, p. 054103

Improta, R., Scalmani, G., Frisch, M.J., Barone, V., Toward Effective and Reliable Fluorescence Energies in Solution by a New State-Specific Polarizable Continuum Model Time-Dependent Density Functional Theory Approach (2007) J. Chem. Phys., 127, p. 074504

Tomasi, J., Mennucci, B., Cammi, R., Quantum Mechanical Continuum Solvation Models (2005) Chem. Rev., 105, pp. 2999-3093

Schreier, W.J., Schrader, T.E., Koller, F.O., Gilch, P., Crespo-Hernández, C.E., Swaminathan, V.N., Carell, T., Kohler, B., Thymine Dimerization in DNA is an Ultrafast Photoreaction (2007) Science, 315, pp. 625-629

Larsen, D.S., Van Stokkum, I.H.M., Vengris, M., Van Der Horst, M.A., De Weerd, F.L., Hellingwerf, K.J., Van Grondelle, R., Incoherent Manipulation of the Photoactive Yellow Protein Photocycle with Dispersed Pump-Dump-Probe Spectroscopy (2004) Biophys. J., 87, pp. 1858-1872

Larsen, D.S., Vengris, M., Van Stokkum, I.H.M., Van Der Horst, M.A., De Weerd, F.L., Hellingwerf, K.J., Van Grondelle, R., Photoisomerization and Photoionization of the Photoactive Yellow Protein Chromophore in Solution (2004) Biophys. J., 86, pp. 2538-2550

Stuhldreier, M.C., Temps, F., Ultrafast Photo-Initiated Molecular Quantum Dynamics in the DNA Dinucleotide d(ApG) Revealed by Broadband Transient Absorption Spectroscopy (2013) Faraday Discuss., 163, pp. 173-188

Takaya, T., Su, C., De La Harpe, K., Crespo-Hernández, C.E., Kohler, B., UV Excitation of Single DNA and RNA Strands Produces High Yields of Exciplex States between Two Stacked Bases (2008) Proc. Natl. Acad. Sci. U.S.A., 105, pp. 10285-10290

Steenken, S., Jovanovic, S.V., Bietti, M., Bernhard, K., The Trap Depth (in DNA) of 8-Oxo-7,8-Dihydro-2′-Deoxyguanosine As Derived from Electron-transfer Equilibria in Aqueous Solution (2000) J. Am. Chem. Soc., 122, pp. 2373-2374

Seidel, C.A.M., Schulz, A., Sauer, M.H.M., Nucleobase-Specific Quenching of Fluorescent Dyes. 1. Nucleobase One-Electron Redox Potentials and Their Correlation with Static and Dynamic Quenching Efficiencies (1996) J. Phys. Chem., 100, pp. 5541-5553

Scannell, M.P., Fenick, D.J., Yeh, S.R., Falvey, D.E., Model Studies of DNA Photorepair: Reduction Potentials of Thymine and Cytosine Cyclobutane Dimers Measured by Fluorescence Quenching (1997) J. Am. Chem. Soc., 119, pp. 1971-1977

Pavlishchuk, V.V., Addison, A.W., Conversion Constants for Redox Potentials Measured Versus Different Reference Electrodes in Acetonitrile Solutions at 25 °c (2000) Inorg. Chim. Acta, 298, pp. 97-102

Rehm, D., Weller, A., Kinetics of Fluorescence Quenching by Electron and H-atom Transfer (1970) Isr. J. Chem., 8, pp. 259-271

Psciuk, B.T., Schlegel, H.B., Computational Prediction of One-Electron Reduction Potentials and Acid Dissociation Constants for Guanine Oxidation Intermediates and Products (2013) J. Phys. Chem. B, 117, pp. 9518-9531

Kloepfer, J.A., Vilchiz, V.H., Lenchenkov, V.A., Germaine, A.C., Bradforth, S.E., The Ejection Distribution of Solvated Electrons Generated by the One-photon Photodetachment of Aqueous I- and Two-Photon Ionization of the Solvent (2000) J. Chem. Phys., 113, pp. 6288-6307

Chen, X.Y., Larsen, D.S., Bradforth, S.E., Van Stokkum, I.H.M., Broadband Spectral Probing Revealing Ultrafast Photochemical Branching after Ultraviolet Excitation of the Aqueous Phenolate Anion (2011) J. Phys. Chem. A, 115, pp. 3807-3819

Gould, I.R., Moser, J.E., Armitage, B., Farid, S., Goodman, J.L., Herman, M.S., Electron-Transfer Reactions in the Marcus Inverted Region: Charge Recombination Versus Charge Shift Reactions (1989) J. Am. Chem. Soc., 111, pp. 1917-1919

Tavernier, H.L., Fayer, M.D., Distance Dependence of Electron Transfer in DNA: The Role of the Reorganization Energy and Free Energy (2000) J. Phys. Chem. B, 104, pp. 11541-11550

Jin, R., Breslauer, K.J., Characterization of the Minor Groove Environment in a Drug DNA Complex: Bisbenzimide Bound to the Poly[d(AT)]·Poly[d(AT)] Duplex (1988) Proc. Natl. Acad. Sci. U.S.A., 85, pp. 8939-8942

Cuervo, A., Dans, P.D., Carrascosa, J.L., Orozco, M., Gomila, G., Fumagalli, L., Direct Measurement of the Dielectric Polarization Properties of DNA (2014) Proc. Natl. Acad. Sci. U.S.A., 111, pp. 3624-E3630

Hopfield, J.J., Electron-Transfer between Biological Molecules by Thermally Activated Tunneling (1974) Proc. Natl. Acad. Sci. U.S.A., 71, pp. 3640-3644

Jortner, J., Temperature-Dependent Activation-Energy for Electron-Transfer between Biological Molecules (1976) J. Chem. Phys., 64, pp. 4860-4867

Moser, C.C., Keske, J.M., Warncke, K., Farid, R.S., Dutton, P.L., Nature of Biological Electron Transfer (1992) Nature, 355, pp. 796-802

Kao, Y.T., Guo, X.M., Yang, Y., Liu, Z.Y., Hassanali, A., Song, Q.H., Wang, L.J., Zhong, D.P., Ultrafast Dynamics of Nonequilibrium Electron Transfer in Photoinduced Redox Cycle: Solvent Mediation and Conformation Flexibility (2012) J. Phys. Chem. B, 116, pp. 9130-9140

Heitele, H., Pollinger, F., Haberle, T., Michelbeyerle, M.E., Staab, H.A., Energy-Gap and Temperature-Dependence of Photoinduced Electron-Transfer in Porphyrin-Quinone Cyclophanes (1994) J. Phys. Chem., 98, pp. 7402-7410

Lewis, F.D., Kalgutkar, R.S., Wu, Y.S., Liu, X.Y., Liu, J.Q., Hayes, R.T., Miller, S.E., Wasielewski, M.R., Driving Force Dependence of Electron Transfer Dynamics in Synthetic DNA Hairpins (2000) J. Am. Chem. Soc., 122, pp. 12346-12351

Gould, I.R., Young, R.H., Moody, R.E., Farid, S., Contact and Solvent-Separated Geminate Radical Ion-Pairs in Electron-Transfer Photochemistry (1991) J. Phys. Chem., 95, pp. 2068-2080

Siriwong, K., Voityuk, A.A., Newton, M.D., Rösch, N., Estimate of the Reorganization Energy for Charge Transfer in DNA (2003) J. Phys. Chem. B, 107, pp. 2595-2601

Lebard, D.N., Lilichenko, M., Matyushov, D.V., Berlin, Y.A., Ratner, M.A., Solvent Reorganization Energy of Charge Transfer in DNA Hairpins (2003) J. Phys. Chem. B, 107, pp. 14509-14520

Steinbrecher, T., Koslowski, T., Case, D.A., Direct Simulation of Electron Transfer Reactions in DNA Radical Cations (2008) J. Phys. Chem. B, 112, pp. 16935-16944

Vladimirov, E., Ivanova, A., Rosch, N., Solvent Reorganization Energies in A-DNA, B-DNA, and Rhodamine 6G-DNA Complexes from Molecular Dynamics Simulations with a Polarizable Force Field (2009) J. Phys. Chem. B, 113, pp. 4425-4434

Barbara, P.F., Meyer, T.J., Ratner, M.A., Contemporary Issues in Electron Transfer Research (1996) J. Phys. Chem., 100, pp. 13148-13168

Jimenez, R., Fleming, G.R., Kumar, P.V., Maroncelli, M., Femtosecond Solvation Dynamics of Water (1994) Nature, 369, pp. 471-473

Senthilkumar, K., Grozema, F.C., Guerra, C.F., Bickelhaupt, F.M., Lewis, F.D., Berlin, Y.A., Ratner, M.A., Siebbeles, L.D.A., Absolute Rates of Hole Transfer in DNA (2005) J. Am. Chem. Soc., 127, pp. 14894-14903

Lewis, F.D., Distance-Dependent Electronic Interactions Across DNA Base Pairs: Charge Transport, Exciton Coupling, and Energy Transfer (2013) Isr. J. Chem., 53, pp. 350-365

Kawai, K., Majima, T., Hole Transfer Kinetics of DNA (2013) Acc. Chem. Res., 46, pp. 2616-2625

Lewis, F.D., Liu, X.Y., Miller, S.E., Hayes, R.T., Wasielewski, M.R., Dynamics of Electron Injection in DNA Hairpins (2002) J. Am. Chem. Soc., 124, pp. 11280-11281

Genereux, J.C., Barton, J.K., Mechanisms for DNA Charge Transport (2010) Chem. Rev., 110, pp. 1642-1662

Kubar, T., Elstner, M., Solvent Reorganization Energy of Hole Transfer in DNA (2009) J. Phys. Chem. B, 113, pp. 5653-5656

Liu, Z.Y., Zhang, M., Guo, X.M., Tan, C., Li, J., Wang, L.J., Sancar, A., Zhong, D.P., Dynamic Determination of the Functional State in Photolyase and the Implication for Cryptochrome (2013) Proc. Natl. Acad. Sci. U.S.A., 110, pp. 12972-12977


Related activities ▼
No results.

Related papers ▼
Copper ion interaction with the RNase catalytic site fragment of the angiogenin protein: an experimental and theoretical investigation (public domain) (19 views)
Inhibition of Aβ Amyloid Growth and Toxicity by Silybins: The Crucial Role of Stereochemistry (public domain) (16 views)
Microgel assisted Lab-on-Fiber Optrode (public domain) (7 views)
Novel whole brain segmentation and volume estimation using quantitative MRI (restricted access) (79 views)

Related bibliography ▼

Content: [X]
Extended

Authors: [X]
AND Paper type: [X]

AND Start date: End date: [X]   AND Site:    AND  IBB affiliation

[Clear form]

<=2001 2002 2003 2004 2005 2006 2007 2008 2009 2010 2011 2012 2013 2014 2015 2016 2017 2018   ALL YEARS

Sort by: date    title    journal    authors      impact factor

* Absorption and emission spectral shapes of a prototype dye in water by combining classical/dynamical and quantum/static approaches (60 views)
Petrone A, Cerezo J, Ferrer FJA, Donati G, Improta R, Rega N, Santoro F
J Phys Chem A (ISSN: 1089-5639, 1520-5215electronic), 2015; 119(21): 5426-5438.

View    Export to BibTeX    Export to EndNote    Upload PDF
* Stabilization of mixed frenkel-charge transfer excitons extended across both strands of guanine-cytosine DNA duplexes (65 views)
Huix-Rotllant M, Brazard J, Improta R, Burghardt I, Markovitsi D
J Phys Chem Lett (ISSN: 1948-7185, 1948-7185electronic), 2015; 6(12): 2247-2251.

View    Export to BibTeX    Export to EndNote    Upload PDF
* Relative stability of the La and Lb excited states in adenine and guanine: Direct evidence from TD-DFT calculations of MCD spectra (62 views)
Santoro F, Improta R, Fahleson T, Kauczor J, Norman P, Coriani S
J Phys Chem Lett (ISSN: 1948-7185, 1948-7185electronic), 2014 Jun 5; 5(11): 1806-1811.

View    Export to BibTeX    Export to EndNote    Upload PDF
* Multi-pathway excited state relaxation of adenine oligomers in aqueous solution: A joint theoretical and experimental study (48 views)
Banyasz A, Gustavsson T, Onidas D, Changenet-Barret P, Markovitsi D, Improta R
Chemistry (ISSN: 0947-6539, 1521-3765, 1521-3765electronic), 2013 Mar; 19(11): 3762-3774.

View    Export to BibTeX    Export to EndNote    Upload PDF
* The effect of methylation on the excited state dynamics of aminouracils (42 views)
Gustavsson T, Improta R, Banyasz A, Vaya I, Markovitsi D
J Photochem Photobiol A Chem (ISSN: 1010-6030), 2012 Apr 15; 234: 37-43.

View    Export to BibTeX    Export to EndNote    Upload PDF
* Quantum dynamics of ultrafast photoinduced processes in biological molecules (42 views)
Santoro F, Barone V, Improta R, Lami A, Olivucci M
Aip Conf Proc (ISSN: 0094-243x), 2007; 963(2): 667-670.

View    Export to BibTeX    Export to EndNote    Upload PDF
* A state-specific polarizable continuum model time dependent density functional theory method for excited state calculations in solution (53 views)
Improta R, Barone V, Scalmani G, Frisch MJ
J Chem Physj Chem Phys (ISSN: 0021-9606), 2006 Sep 7; 125(5): N/D-N/D.

View    Export to BibTeX    Export to EndNote    Upload PDF


7 Records (6 excluding Abstracts and Conferences).
Total impact factor: 30.158 (26.992 excluding Abstracts and Conferences).
Total 5-year impact factor: 29.489 (26.347 excluding Abstracts and Conferences).



Your bibliography query: (([btitle, keywords, abstract] ELECTRON AND [btitle, keywords, abstract] TRANSITIONS AND [btitle, keywords, abstract] EXCITED AND [btitle, keywords, abstract] STATES)) AND NOT [id] = 52893



Last modified by Gennaro Angrisano on Thursday 01 October 2015, 17:34:41
78 views. Last viewed on Monday 30 October 2017, 16:58:10


Webmaster and developer: Marco Comerci
For problems and suggestions: adminibb.cnr.it
Last updated: Friday 24 November 2017, 7:20:14