Literature DB >> 19320486

One-electron reduction potential of the neutral guanyl radical in the GC base pair of duplex DNA.

Sujata S Shinde1, Andrej Maroz, Michael P Hay, Robert F Anderson.   

Abstract

The one-electron oxidation of guanine in the GC base pair of DNA has been investigated using pulse radiolysis combined with DFT calculations. Reaction of benzotriazinyl radicals with DNA results in the formation of the neutral guanyl radical and redox equilibria. The one-electron reduction potential, E(7), of the neutral guanyl radical in the GC base pair is determined for the first time as 1.22 +/- 0.02 V, from both absorption and kinetic data.

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Year:  2009        PMID： 19320486      PMCID： PMC2771682          DOI： 10.1021/ja8087339

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  21 in total

1.  (G-H)*-C and G-(C-H)* radicals derived from the guanine.cytosine base pair cause DNA subunit lesions.

Authors:  Partha Pratim Bera; Henry F Schaefer
Journal:  Proc Natl Acad Sci U S A       Date:  2005-04-06       Impact factor: 11.205

2.  Redox equilibrium between guanyl radicals and thiocyanate influences base damage yields in gamma irradiated plasmid DNA. Estimation of the reduction potential of guanyl radicals in plasmid DNA in aqueous solution at physiological ionic strength.

Authors:  J R Milligan; J A Aguilera; J F Ward
Journal:  Int J Radiat Biol       Date:  2001-12       Impact factor: 2.694

3.  Cytosine-gated hole creation and transfer in DNA in aqueous solution.

Authors:  Robert F Anderson; Sujata S Shinde; Andrej Maroz
Journal:  J Am Chem Soc       Date:  2006-12-20       Impact factor: 15.419

4.  Mutational specificity of oxidative DNA damage.

Authors:  J Retèl; B Hoebee; J E Braun; J T Lutgerink; E van den Akker; A H Wanamarta; H Joenje; M V Lafleur
Journal:  Mutat Res       Date:  1993-05       Impact factor: 2.433

5.  Effect of base sequence and deprotonation of Guanine cation radical in DNA.

Authors:  Kazuo Kobayashi; Ryuhei Yamagami; Seiichi Tagawa
Journal:  J Phys Chem B       Date:  2008-08-05       Impact factor: 2.991

6.  Direct observation of guanine radical cation deprotonation in duplex DNA using pulse radiolysis.

Authors:  Kazuo Kobayashi; Seiichi Tagawa
Journal:  J Am Chem Soc       Date:  2003-08-27       Impact factor: 15.419

7.  Guanine-derived radicals: dielectric constant-dependent stability and UV/Vis spectral properties: a DFT study.

Authors:  Sergej Naumov; Clemens von Sonntag
Journal:  Radiat Res       Date:  2008-03       Impact factor: 2.841

8.  Activation of 3-amino-1,2,4-benzotriazine 1,4-dioxide antitumor agents to oxidizing species following their one-electron reduction.

Authors:  Robert F Anderson; Sujata S Shinde; Michael P Hay; Swarna A Gamage; William A Denny
Journal:  J Am Chem Soc       Date:  2003-01-22       Impact factor: 15.419

9.  ESR spectra of radicals of single-stranded and double-stranded DNA in aqueous solution. Implications for .OH-induced strand breakage.

Authors:  K Hildenbrand; D Schulte-Frohlinde
Journal:  Free Radic Res Commun       Date:  1990

10.  OligoCalc: an online oligonucleotide properties calculator.

Authors:  Warren A Kibbe
Journal:  Nucleic Acids Res       Date:  2007-04-22       Impact factor: 16.971
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  10 in total

Review 1.  Thermochemistry of proton-coupled electron transfer reagents and its implications.

Authors:  Jeffrey J Warren; Tristan A Tronic; James M Mayer
Journal:  Chem Rev       Date:  2010-10-06       Impact factor: 60.622

2.  Highly oxidizing excited states of one-electron-oxidized guanine in DNA: wavelength and pH dependence.

Authors:  Deepti Khanduri; Amitava Adhikary; Michael D Sevilla
Journal:  J Am Chem Soc       Date:  2011-03-07       Impact factor: 15.419

3.  Formation of aminyl radicals on electron attachment to AZT: abstraction from the sugar phosphate backbone versus one-electron oxidation of guanine.

Authors:  Amitava Adhikary; Deepti Khanduri; Venkata Pottiboyina; Cory T Rice; Michael D Sevilla
Journal:  J Phys Chem B       Date:  2010-07-22       Impact factor: 2.991

Review 4.  Mechanisms for DNA charge transport.

Authors:  Joseph C Genereux; Jacqueline K Barton
Journal:  Chem Rev       Date:  2010-03-10       Impact factor: 60.622

5.  Structure reactivity relationship in the reaction of DNA guanyl radicals with hydroxybenzoates.

Authors:  Trinh T Do; Vicky J Tang; Joseph A Aguilera; Jamie R Milligan
Journal:  Radiat Phys Chem Oxf Engl 1993       Date:  2010-11-01       Impact factor: 2.858

6.  Modulation of the Directionality of Hole Transfer between the Base and the Sugar-Phosphate Backbone in DNA with the Number of Sulfur Atoms in the Phosphate Group.

Authors:  Sergey A Denisov; Samuel Ward; Viacheslav Shcherbakov; Alexander D Stark; Renata Kaczmarek; Ewa Radzikowska-Cieciura; Dipra Debnath; Taisiya Jacobs; Anil Kumar; Michael D Sevilla; Pascal Pernot; Roman Dembinski; Mehran Mostafavi; Amitava Adhikary
Journal:  J Phys Chem B       Date:  2022-01-06       Impact factor: 2.991

7.  DNA-mediated charge transport in redox sensing and signaling.

Authors:  Joseph C Genereux; Amie K Boal; Jacqueline K Barton
Journal:  J Am Chem Soc       Date:  2010-01-27       Impact factor: 15.419

8.  DNA Damage Emanating From a Neutral Purine Radical Reveals the Sequence Dependent Convergence of the Direct and Indirect Effects of γ-Radiolysis.

Authors:  Liwei Zheng; Marc M Greenberg
Journal:  J Am Chem Soc       Date:  2017-11-30       Impact factor: 15.419

9.  Spin Trapping Hydroxyl and Aryl Radicals of One-Electron Reduced Anticancer Benzotriazine 1,4-Dioxides.

Authors:  Wen Qi; Pooja Yadav; Cho R Hong; Ralph J Stevenson; Michael P Hay; Robert F Anderson
Journal:  Molecules       Date:  2022-01-26       Impact factor: 4.411

10.  Radioprotection of targeted and bystander cells by methylproamine.

Authors:  Susanne Burdak-Rothkamm; Andrea Smith; Pavel Lobachevsky; Roger Martin; Kevin M Prise
Journal:  Strahlenther Onkol       Date:  2014-09-23       Impact factor: 3.621
  10 in total

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