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Volumn 119, Issue 35, 2015, Pages 11496-11505

π-Radical to σ-Radical Tautomerization in One-Electron-Oxidized 1-Methylcytosine and Its Analogs

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRAL AGENTS; DENSITY FUNCTIONAL THEORY; ELECTROSPINNING; ISOMERS; MAGNETIC MOMENTS; NITROGEN; PROTONATION; TEMPERATURE;

EID: 84941287066     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/acs.jpcb.5b05162     Document Type: Article
Times cited : (22)

References (55)
  • 2
    • 85073194194 scopus 로고    scopus 로고
    • From the Primary Radiation Induced Radicals in DNA Constituents to Strand Breaks: Low Temperature EPR/ENDOR studies
    • Shukla, M. K. Leszczynski, J. Springer-Verlag: Berlin
    • Close, D. M. From the Primary Radiation Induced Radicals in DNA Constituents to Strand Breaks: Low Temperature EPR/ENDOR studies. In Radiation-induced Molecular Phenomena in Nucleic Acids: A Comprehensive Theoretical and Experimental Analysis; Shukla, M. K., Leszczynski, J., Eds.; Springer-Verlag: Berlin, 2008; pp 493-529.
    • (2008) Radiation-induced Molecular Phenomena in Nucleic Acids: A Comprehensive Theoretical and Experimental Analysis , pp. 493-529
    • Close, D.M.1
  • 3
    • 84862296202 scopus 로고    scopus 로고
    • Radical Reaction Pathways Initiated by Direct Energy Deposition in DNA by Ionizing Radiation
    • Greenberg, M. M. John Wiley & Sons, Inc. Hoboken, NJ
    • Bernhard, W. A. Radical Reaction Pathways Initiated by Direct Energy Deposition in DNA by Ionizing Radiation. In Radical and Radical Ion Reactivity in Nucleic Acid Chemistry; Greenberg, M. M., Ed.; John Wiley & Sons, Inc.: Hoboken, NJ, 2009; pp 41-68.
    • (2009) Radical and Radical Ion Reactivity in Nucleic Acid Chemistry , pp. 41-68
    • Bernhard, W.A.1
  • 4
    • 84889494296 scopus 로고    scopus 로고
    • Radiation Produced Radicals
    • Brustolon, G. John Wiley & Sons, Inc. Hoboken, NJ
    • Sagstuen, E.; Hole, E. O. Radiation Produced Radicals. In Electron Paramagnetic Resonance; Brustolon, G., Ed.; John Wiley & Sons, Inc.: Hoboken, NJ, 2009; pp 325-381.
    • (2009) Electron Paramagnetic Resonance , pp. 325-381
    • Sagstuen, E.1    Hole, E.O.2
  • 5
    • 84970959776 scopus 로고    scopus 로고
    • Mechanism of Radiation Induced DNA Damage: Direct Effects
    • Rao, B. S. M. Wishart, J. World Scientific Publishing Co. Singapore
    • Becker, D.; Adhikary, A.; Sevilla, M. D. Mechanism of Radiation Induced DNA Damage: Direct Effects. In Recent Trends in Radiation Chemistry; Rao, B. S. M., Wishart, J., Eds.; World Scientific Publishing Co.: Singapore, 2010; pp 509-542.
    • (2010) Recent Trends in Radiation Chemistry , pp. 509-542
    • Becker, D.1    Adhikary, A.2    Sevilla, M.D.3
  • 7
    • 84930346990 scopus 로고    scopus 로고
    • Electron Spin Resonance of Radicals in Irradiated DNA
    • Lund, A. Shiotani, M. Springer-Verlag: Berlin
    • Adhikary, A.; Becker, D.; Sevilla, M. D. Electron Spin Resonance of Radicals in Irradiated DNA. In Applications of EPR in Radiation Research; Lund, A., Shiotani, M., Eds.; Springer-Verlag: Berlin, 2014; pp 299-352.
    • (2014) Applications of EPR in Radiation Research , pp. 299-352
    • Adhikary, A.1    Becker, D.2    Sevilla, M.D.3
  • 8
    • 84862292991 scopus 로고    scopus 로고
    • Direct Formation of the C5′-radical in the Sugar-phosphate Backbone of DNA by High Energy Radiation
    • Adhikary, A.; Becker, D.; Palmer, B. J.; Heizer, A. N.; Sevilla, M. D. Direct Formation of The C5′-radical in The Sugar-phosphate Backbone of DNA By High Energy Radiation J. Phys. Chem. B 2012, 116, 5900-5906 10.1021/jp3023919
    • (2012) J. Phys. Chem. B , vol.116 , pp. 5900-5906
    • Adhikary, A.1    Becker, D.2    Palmer, B.J.3    Heizer, A.N.4    Sevilla, M.D.5
  • 10
    • 84862289918 scopus 로고    scopus 로고
    • Theory and ESR Spectral Studies of DNA-radicals
    • Chatgilialoglu, C. Struder, A. John Wiley & Sons Ltd: Chichester, UK
    • Adhikary, A.; Kumar, A.; Becker, D.; Sevilla, M. D. Theory and ESR Spectral Studies of DNA-radicals. In Encyclopedia of Radicals in Chemistry, Biology and Materials; Chatgilialoglu, C.; Struder, A., Eds.; John Wiley & Sons Ltd: Chichester, UK, 2012; pp 1371-1396.
    • (2012) Encyclopedia of Radicals in Chemistry, Biology and Materials , pp. 1371-1396
    • Adhikary, A.1    Kumar, A.2    Becker, D.3    Sevilla, M.D.4
  • 11
    • 33748366270 scopus 로고
    • - and OH-adducts
    • - and OH-adducts Chem. Rev. 1989, 89, 503-520 10.1021/cr00093a003
    • (1989) Chem. Rev. , vol.89 , pp. 503-520
    • Steenken, S.1
  • 12
    • 0026456788 scopus 로고
    • Electron-transfer-induced Acidity/Basicity and Reactivity Changes of Purine and Pyrimidine Bases. Consequences of Redox Processes for DNA Base Pairs
    • Steenken, S. Electron-transfer-induced Acidity/Basicity and Reactivity Changes of Purine and Pyrimidine Bases. Consequences of Redox Processes for DNA Base Pairs Free Radical Res. 1992, 16, 349-379 10.3109/10715769209049187
    • (1992) Free Radical Res. , vol.16 , pp. 349-379
    • Steenken, S.1
  • 13
    • 0030694463 scopus 로고    scopus 로고
    • Electron Transfer in DNA? Competition by Ultra-fast Proton Transfer?
    • Steenken, S. Electron Transfer in DNA? Competition by Ultra-fast Proton Transfer? Biol. Chem. 1997, 378, 1293-1297
    • (1997) Biol. Chem. , vol.378 , pp. 1293-1297
    • Steenken, S.1
  • 14
    • 13544272400 scopus 로고    scopus 로고
    • Studies of Excess Electron and Hole Transfers
    • Cai, Z.; Sevilla, M. D.; Schuster, G. B. Studies of Excess Electron and Hole Transfers Top. Curr. Chem. 2004, 237, 103-127 10.1007/b94474
    • (2004) Top. Curr. Chem. , vol.237 , pp. 103-127
    • Cai, Z.1    Sevilla, M.D.2    Schuster, G.B.3
  • 15
    • 84885127396 scopus 로고    scopus 로고
    • π- vs. σ-Radical States of One-electron-oxidized DNA/RNA Bases: A Density Functional Theory Study
    • Kumar, A.; Sevilla, M. D. π- vs. σ-Radical States of One-electron-oxidized DNA/RNA Bases: A Density Functional Theory Study J. Phys. Chem. B 2013, 117, 11623-11632 10.1021/jp407897n
    • (2013) J. Phys. Chem. B , vol.117 , pp. 11623-11632
    • Kumar, A.1    Sevilla, M.D.2
  • 16
    • 0034941962 scopus 로고    scopus 로고
    • Sigma Radicals in Gamma-irradiated Single Crystals of 2-Thiothymine
    • Bešić, E.; Sanković, K.; Gomzi, V.; Herak, J. N. Sigma Radicals in Gamma-irradiated Single Crystals of 2-Thiothymine Phys. Chem. Chem. Phys. 2001, 3, 2723-2725 10.1039/b103210k
    • (2001) Phys. Chem. Chem. Phys. , vol.3 , pp. 2723-2725
    • Bešić, E.1    Sanković, K.2    Gomzi, V.3    Herak, J.N.4
  • 17
    • 33845555675 scopus 로고
    • Electron Spin Resonance Study of Radicals Produced by One-electron Loss from 6-Azauraci1, 6-Azathymine, and 6-Azacytosine. Evidence for Both σ and π Radicals
    • Sevilla, M. D.; Swarts, S. Electron Spin Resonance Study of Radicals Produced by One-electron Loss From 6-Azauraci1, 6-Azathymine, and 6-Azacytosine. Evidence for Both σ and π Radicals J. Phys. Chem. 1982, 86, 1751-1755 10.1021/j100207a002
    • (1982) J. Phys. Chem. , vol.86 , pp. 1751-1755
    • Sevilla, M.D.1    Swarts, S.2
  • 18
    • 0023616869 scopus 로고
    • •- with Deoxynucleosides. Possible Implications for Direct Energy Deposition
    • •- With Deoxynucleosides. Possible Implications for Direct Energy Deposition Int. J. Radiat. Biol. 1987, 52, 577-587 10.1080/09553008714552071
    • (1987) Int. J. Radiat. Biol. , vol.52 , pp. 577-587
    • O'Neill, P.1    Davies, S.E.2
  • 19
    • 0034741416 scopus 로고    scopus 로고
    • •- with N1-substituted Cytosines in Aqueous Solution. Calculation of Isotropic Hyperfine Coupling Constants by a Density Functional Method
    • •- With N1-substituted Cytosines in Aqueous Solution. Calculation of Isotropic Hyperfine Coupling Constants by a Density Functional Method J. Chem. Soc., Perkin Trans. 2 2001, 1648-1653 10.1039/b101680f
    • (2001) J. Chem. Soc., Perkin Trans. 2 , pp. 1648-1653
    • Naumov, S.1    Hildenbrand, K.2    Von Sonntag, C.3
  • 20
    • 0034665577 scopus 로고    scopus 로고
    • Radicals Formed by Electron Transfer from Cytosine and 1-Methylcytosine to the Triplet State of Anthraquinone-2,6-disulfonic Acid. A Fourier-transform EPR Study
    • Geimer, J.; Hildenbrand, K.; Naumov, S.; Beckert, D. Radicals Formed by Electron Transfer From Cytosine and 1-Methylcytosine to the Triplet State of Anthraquinone-2,6-disulfonic Acid. A Fourier-transform EPR Study Phys. Chem. Chem. Phys. 2000, 2, 4199-4206 10.1039/b004617p
    • (2000) Phys. Chem. Chem. Phys. , vol.2 , pp. 4199-4206
    • Geimer, J.1    Hildenbrand, K.2    Naumov, S.3    Beckert, D.4
  • 21
    • 33845592533 scopus 로고    scopus 로고
    • Cytosine-gated Hole Creation and Transfer in DNA in Aqueous Solution
    • Anderson, R. F.; Shinde, S. S.; Maroz, A. Cytosine-gated Hole Creation and Transfer in DNA in Aqueous Solution J. Am. Chem. Soc. 2006, 128, 15966-15967 10.1021/ja0658416
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 15966-15967
    • Anderson, R.F.1    Shinde, S.S.2    Maroz, A.3
  • 22
    • 0023387690 scopus 로고
    • Menadione Sensitized Photooxidation of Nucleic Acid and Protein Constituents. An ESR and Spin-trapping Study
    • Krishna, C. M.; Decarroz, C.; Wagner, J. R.; Cadet, J.; Riesz, P. Menadione Sensitized Photooxidation of Nucleic Acid and Protein Constituents. An ESR and Spin-trapping Study Photochem. Photobiol. 1987, 46, 175-182 10.1111/j.1751-1097.1987.tb04754.x
    • (1987) Photochem. Photobiol. , vol.46 , pp. 175-182
    • Krishna, C.M.1    Decarroz, C.2    Wagner, J.R.3    Cadet, J.4    Riesz, P.5
  • 23
    • 84874599668 scopus 로고    scopus 로고
    • Hydroxyl Ion Addition to One-electron Oxidized Thymine: Unimolecular Interconversion of C5 to C6 OH-adducts
    • Adhikary, A.; Kumar, A.; Heizer, A. N.; Palmer, B. J.; Pottiboyina, V.; Liang, Y.; Wnuk, S. F.; Sevilla, M. D. Hydroxyl Ion Addition to One-electron Oxidized Thymine: Unimolecular Interconversion of C5 to C6 OH-adducts J. Am. Chem. Soc. 2013, 135, 3121-3135 10.1021/ja310650n
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 3121-3135
    • Adhikary, A.1    Kumar, A.2    Heizer, A.N.3    Palmer, B.J.4    Pottiboyina, V.5    Liang, Y.6    Wnuk, S.F.7    Sevilla, M.D.8
  • 24
    • 79953066009 scopus 로고    scopus 로고
    • Highly Oxidizing Excited States of One-electron Oxidized Guanine in DNA: Wavelength and pH Dependence
    • Khanduri, D.; Adhikary, A.; Sevilla, M. D. Highly Oxidizing Excited States of One-electron Oxidized Guanine in DNA: Wavelength and pH Dependence J. Am. Chem. Soc. 2011, 133, 4527-4537 10.1021/ja110499a
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 4527-4537
    • Khanduri, D.1    Adhikary, A.2    Sevilla, M.D.3
  • 25
    • 84901933800 scopus 로고    scopus 로고
    • Reactions of 5-Methylcytosine Cation Radicals in DNA and Model Systems: Thermal Deprotonation from the 5-Methyl group vs. Excited State Deprotonation from Sugar
    • Adhikary, A.; Kumar, A.; Palmer, B. J.; Todd, A. D.; Heizer, A. N.; Sevilla, M. D. Reactions of 5-Methylcytosine Cation Radicals in DNA and Model Systems: Thermal Deprotonation From the 5-Methyl group vs. Excited State Deprotonation From Sugar Int. J. Radiat. Biol. 2014, 90, 433-445 10.3109/09553002.2014.884293
    • (2014) Int. J. Radiat. Biol. , vol.90 , pp. 433-445
    • Adhikary, A.1    Kumar, A.2    Palmer, B.J.3    Todd, A.D.4    Heizer, A.N.5    Sevilla, M.D.6
  • 26
    • 84883277560 scopus 로고    scopus 로고
    • Formation of S-Cl Phosphorothioate Adduct Radicals in dsDNA-S-oligomers: Hole Transfer to Guanine vs. Disulfide Anion Radical Formation
    • Adhikary, A.; Kumar, A.; Palmer, B. J.; Todd, A. D.; Sevilla, M. D. Formation of S-Cl Phosphorothioate Adduct Radicals in dsDNA-S-oligomers: Hole Transfer to Guanine vs. Disulfide Anion Radical Formation J. Am. Chem. Soc. 2013, 135, 12827-12838 10.1021/ja406121x
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 12827-12838
    • Adhikary, A.1    Kumar, A.2    Palmer, B.J.3    Todd, A.D.4    Sevilla, M.D.5
  • 27
    • 26944440558 scopus 로고    scopus 로고
    • UVA-visible Photo-excitation of Guanine radical cations Produces Sugar Radicals in DNA and Model Structures
    • Adhikary, A.; Malkhasian, A. Y. S.; Collins, S.; Koppen, J.; Becker, D.; Sevilla, M. D. UVA-visible Photo-excitation of Guanine radical cations Produces Sugar Radicals in DNA and Model Structures Nucleic Acids Res. 2005, 33, 5553-5564 10.1093/nar/gki857
    • (2005) Nucleic Acids Res. , vol.33 , pp. 5553-5564
    • Adhikary, A.1    Malkhasian, A.Y.S.2    Collins, S.3    Koppen, J.4    Becker, D.5    Sevilla, M.D.6
  • 28
    • 34547322585 scopus 로고    scopus 로고
    • Sugar Radicals Formed by Photo-excitation of Guanine Cation Radical in Oligonucleotides
    • Adhikary, A.; Collins, S.; Khanduri, D.; Sevilla, M. D. Sugar Radicals Formed by Photo-excitation of Guanine Cation Radical in Oligonucleotides J. Phys. Chem. B 2007, 111, 7415-7421 10.1021/jp071107c
    • (2007) J. Phys. Chem. B , vol.111 , pp. 7415-7421
    • Adhikary, A.1    Collins, S.2    Khanduri, D.3    Sevilla, M.D.4
  • 29
    • 33846039190 scopus 로고    scopus 로고
    • The Guanine Cation Radical: Investigation of Deprotonation States by ESR and DFT
    • Adhikary, A.; Kumar, A.; Becker, D.; Sevilla, M. D. The Guanine Cation Radical: Investigation of Deprotonation States by ESR and DFT J. Phys. Chem. B 2006, 110, 24171-24180 10.1021/jp064361y
    • (2006) J. Phys. Chem. B , vol.110 , pp. 24171-24180
    • Adhikary, A.1    Kumar, A.2    Becker, D.3    Sevilla, M.D.4
  • 30
    • 39849109367 scopus 로고    scopus 로고
    • Formation of Sugar Radicals in RNA Model Systems and Oligomers via Excitation of Guanine Cation Radical
    • Khanduri, D.; Collins, S.; Kumar, A.; Adhikary, A.; Sevilla, M. D. Formation of Sugar Radicals in RNA Model Systems and Oligomers via Excitation of Guanine Cation Radical J. Phys. Chem. B 2008, 112, 2168-2178 10.1021/jp077429y
    • (2008) J. Phys. Chem. B , vol.112 , pp. 2168-2178
    • Khanduri, D.1    Collins, S.2    Kumar, A.3    Adhikary, A.4    Sevilla, M.D.5
  • 32
    • 58149149593 scopus 로고    scopus 로고
    • +] in the Near UV-vis Region Produces Sugar Radicals in Adenosine and in Its Nucleotides
    • +] in The Near UV-vis Region Produces Sugar Radicals in Adenosine and in Its Nucleotides J. Phys. Chem. B 2008, 112, 15844-15855 10.1021/jp808139e
    • (2008) J. Phys. Chem. B , vol.112 , pp. 15844-15855
    • Adhikary, A.1    Khanduri, D.2    Kumar, A.3    Sevilla, M.D.4
  • 33
    • 77954721919 scopus 로고    scopus 로고
    • Formation of Aminyl Radicals on Electron Attachment to AZT: Abstraction from the Sugar Phosphate Backbone vs. One-electron Oxidation of Guanine
    • Adhikary, A.; Khanduri, D.; Pottiboyina, V.; Rice, C. T.; Sevilla, M. D. Formation of Aminyl Radicals on Electron Attachment to AZT: Abstraction From the Sugar Phosphate Backbone vs. One-electron Oxidation of Guanine J. Phys. Chem. B 2010, 114, 9289-9299 10.1021/jp103403p
    • (2010) J. Phys. Chem. B , vol.114 , pp. 9289-9299
    • Adhikary, A.1    Khanduri, D.2    Pottiboyina, V.3    Rice, C.T.4    Sevilla, M.D.5
  • 34
    • 77952370428 scopus 로고    scopus 로고
    • Prototropic Equilibria in DNA Containing One-electron Oxidized GC: Intra-duplex vs. Duplex to Solvent Deprotonation
    • Adhikary, A.; Kumar, A.; Munafo, S. A.; Khanduri, D.; Sevilla, M. D. Prototropic Equilibria in DNA Containing One-electron Oxidized GC: Intra-duplex vs. Duplex to Solvent Deprotonation Phys. Chem. Chem. Phys. 2010, 12, 5353-5368 10.1039/b925496j
    • (2010) Phys. Chem. Chem. Phys. , vol.12 , pp. 5353-5368
    • Adhikary, A.1    Kumar, A.2    Munafo, S.A.3    Khanduri, D.4    Sevilla, M.D.5
  • 35
    • 84908628025 scopus 로고    scopus 로고
    • One-electron Oxidation of Gemcitabine and Analogs: Mechanism of Formation of C3′ and C2′ Sugar Radicals
    • Adhikary, A.; Kumar, A.; Rayala, R.; Hindi, R. M.; Adhikary, A.; Wnuk, S. F.; Sevilla, M. D. One-electron Oxidation of Gemcitabine and Analogs: Mechanism of Formation of C3′ and C2′ Sugar Radicals J. Am. Chem. Soc. 2014, 136, 15646-15653 10.1021/ja5083156
    • (2014) J. Am. Chem. Soc. , vol.136 , pp. 15646-15653
    • Adhikary, A.1    Kumar, A.2    Rayala, R.3    Hindi, R.M.4    Adhikary, A.5    Wnuk, S.F.6    Sevilla, M.D.7
  • 37
    • 0000045799 scopus 로고    scopus 로고
    • Density Functional Theory Investigation of the Electronic Structure and Spin Density Distribution in Peroxyl Radicals
    • Raiti, M. J.; Sevilla, M. D. Density Functional Theory Investigation of The Electronic Structure and Spin Density Distribution in Peroxyl Radicals J. Phys. Chem. A 1999, 103, 1619-1626 10.1021/jp983514h
    • (1999) J. Phys. Chem. A , vol.103 , pp. 1619-1626
    • Raiti, M.J.1    Sevilla, M.D.2
  • 38
    • 84861921942 scopus 로고    scopus 로고
    • Gaussian, Inc. Pittsburgh, PA
    • GaussView; Gaussian, Inc.: Pittsburgh, PA, 2003.
    • (2003) GaussView
  • 39
    • 84961980477 scopus 로고    scopus 로고
    • Quantum Mechanical Continuum Solvation Models
    • Tomasi, J.; Mennucci, B.; Cammi, R. Quantum Mechanical Continuum Solvation Models Chem. Rev. 2005, 105, 2999-3093 10.1021/cr9904009
    • (2005) Chem. Rev. , vol.105 , pp. 2999-3093
    • Tomasi, J.1    Mennucci, B.2    Cammi, R.3
  • 40
    • 40149109196 scopus 로고    scopus 로고
    • Systematic Optimization of Long-range Corrected Hybrid Density Functionals
    • Chai, J.-D.; Head-Gordon, M. Systematic Optimization of Long-range Corrected Hybrid Density Functionals J. Chem. Phys. 2008, 128, 084106 10.1063/1.2834918
    • (2008) J. Chem. Phys. , vol.128
    • Chai, J.-D.1    Head-Gordon, M.2
  • 41
    • 55849117399 scopus 로고    scopus 로고
    • Long-range Corrected Hybrid Density Functionals with Damped Atom-atom Dispersion Corrections
    • Chai, J.-D.; Head-Gordon, M. Long-range Corrected Hybrid Density Functionals With Damped Atom-atom Dispersion Corrections Phys. Chem. Chem. Phys. 2008, 10, 6615-6620 10.1039/b810189b
    • (2008) Phys. Chem. Chem. Phys. , vol.10 , pp. 6615-6620
    • Chai, J.-D.1    Head-Gordon, M.2
  • 42
    • 84901365492 scopus 로고    scopus 로고
    • Proton Transfer Induced SOMO-to-HOMO Level Switching in One-electron Oxidized A-T and G-C Base Pairs: A Density Functional Theory Study
    • Kumar, A.; Sevilla, M. D. Proton Transfer Induced SOMO-to-HOMO Level Switching in One-electron Oxidized A-T and G-C Base Pairs: A Density Functional Theory Study J. Phys. Chem. B 2014, 118, 5453-5458 10.1021/jp5028004
    • (2014) J. Phys. Chem. B , vol.118 , pp. 5453-5458
    • Kumar, A.1    Sevilla, M.D.2
  • 43
    • 34247275133 scopus 로고    scopus 로고
    • The Acyclic Nucleoside Phosphonates from Inception to Clinical Use: Historical Perspective
    • De Clercq, E. The Acyclic Nucleoside Phosphonates From Inception to Clinical Use: Historical Perspective Antiviral Res. 2007, 75, 1-13 10.1016/j.antiviral.2006.10.006
    • (2007) Antiviral Res. , vol.75 , pp. 1-13
    • De Clercq, E.1
  • 44
    • 0023763320 scopus 로고
    • S)-1-(3-Hydroxy-2-phosphonylmethoxypropyl)cytosine, a Potent and Selective Inhibitor of Human Cytomegalovirus Replication
    • Snoeck, R.; Sakuma, T.; De Clercq, E.; Rosenberg, I.; Holy, A. S)-1-(3-Hydroxy-2-phosphonylmethoxypropyl)cytosine, A Potent and Selective Inhibitor of Human Cytomegalovirus Replication Antimicrob. Agents Chemother. 1988, 32, 1839-1844 10.1128/AAC.32.12.1839
    • (1988) Antimicrob. Agents Chemother. , vol.32 , pp. 1839-1844
    • Snoeck, R.1    Sakuma, T.2    De Clercq, E.3    Rosenberg, I.4    Holy, A.5
  • 45
    • 0035850367 scopus 로고    scopus 로고
    • Using Density Functional Theory to Design DNA Base Analogues with Low Oxidation Potentials
    • Baik, M.-H.; Silverman, J. S.; Yang, I. V.; Ropp, P. A.; Szalai, V. S.; Thorp, H. H. Using Density Functional Theory to Design DNA Base Analogues With Low Oxidation Potentials J. Phys. Chem. B 2001, 105, 6437-6444 10.1021/jp010643g
    • (2001) J. Phys. Chem. B , vol.105 , pp. 6437-6444
    • Baik, M.-H.1    Silverman, J.S.2    Yang, I.V.3    Ropp, P.A.4    Szalai, V.S.5    Thorp, H.H.6
  • 46
    • 84872581515 scopus 로고    scopus 로고
    • Calculated pKa's of the DNA Base Radical Ions
    • Close, D. M. Calculated pKa's of The DNA Base Radical Ions J. Phys. Chem. A 2013, 117, 473-480 10.1021/jp310049b
    • (2013) J. Phys. Chem. A , vol.117 , pp. 473-480
    • Close, D.M.1
  • 47
    • 1542395717 scopus 로고    scopus 로고
    • Photochemistry of 9-Fluorenone Oxime Phenylglyoxylate: A Combined TRIR, TREPR and ab initio Study
    • Kolano, C.; Bucher, G.; Wenk, H. H.; Jäger, M.; Schade, O.; Sander, W. Photochemistry of 9-Fluorenone Oxime Phenylglyoxylate: A Combined TRIR, TREPR and ab initio Study J. Phys. Org. Chem. 2004, 17, 207-214 10.1002/poc.715
    • (2004) J. Phys. Org. Chem. , vol.17 , pp. 207-214
    • Kolano, C.1    Bucher, G.2    Wenk, H.H.3    Jäger, M.4    Schade, O.5    Sander, W.6
  • 48
    • 0000339521 scopus 로고
    • Kinetic Applications of Electron Paramagnetic Resonance Spectroscopy. XV. Iminyl Radicals
    • Griller, D.; Mendenhall, G. D.; Van Hoof, W.; Ingold, K. U. Kinetic Applications of Electron Paramagnetic Resonance Spectroscopy. XV. Iminyl Radicals J. Am. Chem. Soc. 1974, 96, 6068-6070 10.1021/ja00826a018
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 6068-6070
    • Griller, D.1    Mendenhall, G.D.2    Van Hoof, W.3    Ingold, K.U.4
  • 49
    • 70349127376 scopus 로고    scopus 로고
    • 5-Exo-cyclizations of Pentenyliminyl Radicals: Inversion of the Gem-dimethyl Effect
    • Portela-Cubillo, F.; Alonso-Ruiz, R.; Sampedro, D.; Walton, J. C. 5-Exo-cyclizations of Pentenyliminyl Radicals: Inversion of The Gem-dimethyl Effect J. Phys. Chem. A 2009, 113, 10005-10012 10.1021/jp9047902
    • (2009) J. Phys. Chem. A , vol.113 , pp. 10005-10012
    • Portela-Cubillo, F.1    Alonso-Ruiz, R.2    Sampedro, D.3    Walton, J.C.4
  • 50
    • 2142811494 scopus 로고    scopus 로고
    • Aminyl and Iminyl Radicals from Arylhydrazones in the Photo-induced DNA Cleavage
    • Hwu, J. R.; Lin, C. C.; Chuang, S. H.; King, K. Y.; Su, T.-R.; Tsay, S.-C. Aminyl and Iminyl Radicals From Arylhydrazones in The Photo-induced DNA Cleavage Bioorg. Med. Chem. 2004, 12, 2509-2515 10.1016/j.bmc.2004.03.037
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 2509-2515
    • Hwu, J.R.1    Lin, C.C.2    Chuang, S.H.3    King, K.Y.4    Su, T.-R.5    Tsay, S.-C.6
  • 51
    • 45249091516 scopus 로고    scopus 로고
    • Deamination of the Radical Cation of the Base Moiety of 2′-Deoxycytidine: A Theoretical Study
    • Labet, V.; Grand, A.; Cadet, J.; Eriksson, L. A. Deamination of The Radical Cation of The Base Moiety of 2′-Deoxycytidine: A Theoretical Study ChemPhysChem 2008, 9, 1195-1203 10.1002/cphc.200800154
    • (2008) ChemPhysChem , vol.9 , pp. 1195-1203
    • Labet, V.1    Grand, A.2    Cadet, J.3    Eriksson, L.A.4
  • 52
    • 0022872749 scopus 로고
    • Sensitized Photo-oxidation of Thymidine by 2-Methyl-1,4-naphthoquinone. Characterization of the Stable Photoproducts
    • Decarroz, C.; Wagner, J. R.; van Lier, J. E.; Krishna, C. M.; Riesz, P.; Cadet, J. Sensitized Photo-oxidation of Thymidine by 2-Methyl-1,4-naphthoquinone. Characterization of The Stable Photoproducts Int. J. Radiat. Biol. 1986, 50, 491-505 10.1080/09553008614550901
    • (1986) Int. J. Radiat. Biol. , vol.50 , pp. 491-505
    • Decarroz, C.1    Wagner, J.R.2    Van Lier, J.E.3    Krishna, C.M.4    Riesz, P.5    Cadet, J.6
  • 53
    • 77951241977 scopus 로고    scopus 로고
    • Oxidation Reactions of Cytosine DNA Components by Hydroxyl Radical and One-electron Oxidants in Aerated Aqueous Solutions
    • Wagner, J. R.; Cadet, J. Oxidation Reactions of Cytosine DNA Components by Hydroxyl Radical and One-electron Oxidants in Aerated Aqueous Solutions Acc. Chem. Res. 2010, 43, 564-571 10.1021/ar9002637
    • (2010) Acc. Chem. Res. , vol.43 , pp. 564-571
    • Wagner, J.R.1    Cadet, J.2
  • 54
    • 0036977308 scopus 로고    scopus 로고
    • DNA-base Radicals. Their Base Pairing Abilities As Calculated by DFT
    • Reynisson, J.; Steenken, S. DNA-base Radicals. Their Base Pairing Abilities As Calculated by DFT Phys. Chem. Chem. Phys. 2002, 4, 5346-5352 10.1039/b204842f
    • (2002) Phys. Chem. Chem. Phys. , vol.4 , pp. 5346-5352
    • Reynisson, J.1    Steenken, S.2
  • 55
    • 18744402489 scopus 로고    scopus 로고
    • • Radicals Derived from the Guanine.Cytosine Base Pair Cause DNA Subunit Lesions
    • • Radicals Derived From The Guanine.Cytosine Base Pair Cause DNA Subunit Lesions Proc. Natl. Acad. Sci. U. S. A. 2005, 102, 6698-6703 10.1073/pnas.0408644102
    • (2005) Proc. Natl. Acad. Sci. U. S. A. , vol.102 , pp. 6698-6703
    • Bera, P.P.1    Schaefer, H.F.2


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