Literature DB >> 19226586

A reevaluation of the ambident reactivity of the guanine moiety towards hydroxyl radicals.

Chryssostomos Chatgilialoglu1, Mila D'Angelantonio, Maurizio Guerra, Panagiotis Kaloudis, Quinto G Mulazzani.   

Abstract

Radically different: Contrary to previous proposals, the main reaction of the HO(*) radical with guanosine or 2'-deoxyguanosine is the hydrogen abstraction from the NH(2) moiety to give a guanyl radical. This radical, characterized by a broad band in the visible region (around 610 nm), undergoes tautomerization to the most stable isomer.

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Year:  2009        PMID: 19226586     DOI: 10.1002/anie.200805372

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  18 in total

1.  Independent Generation and Reactivity of 2'-Deoxyguanosin-N1-yl Radical.

Authors:  Liwei Zheng; Marc M Greenberg
Journal:  J Org Chem       Date:  2020-06-11       Impact factor: 4.354

2.  Mapping three guanine oxidation products along DNA following exposure to three types of reactive oxygen species.

Authors:  Brock Matter; Christopher L Seiler; Kristopher Murphy; Xun Ming; Jianwei Zhao; Bruce Lindgren; Roger Jones; Natalia Tretyakova
Journal:  Free Radic Biol Med       Date:  2018-04-25       Impact factor: 7.376

3.  Reactivity of Nucleic Acid Radicals.

Authors:  Marc M Greenberg
Journal:  Adv Phys Org Chem       Date:  2016       Impact factor: 2.833

4.  Independent Generation and Time-Resolved Detection of 2'-Deoxyguanosin-N2-yl Radicals.

Authors:  Liwei Zheng; Xiaojuan Dai; Hongmei Su; Marc M Greenberg
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-02       Impact factor: 15.336

5.  Hydroxyl radical (OH•) reaction with guanine in an aqueous environment: a DFT study.

Authors:  Anil Kumar; Venkata Pottiboyina; Michael D Sevilla
Journal:  J Phys Chem B       Date:  2011-11-30       Impact factor: 2.991

Review 6.  Formation and processing of DNA damage substrates for the hNEIL enzymes.

Authors:  Aaron M Fleming; Cynthia J Burrows
Journal:  Free Radic Biol Med       Date:  2016-11-20       Impact factor: 7.376

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.  One-electron oxidation of neutral sugar radicals of 2'-deoxyguanosine and 2'-deoxythymidine: a density functional theory (DFT) study.

Authors:  Anil Kumar; Venkata Pottiboyina; Michael D Sevilla
Journal:  J Phys Chem B       Date:  2012-07-27       Impact factor: 2.991

9.  ROS initiated oxidation of dopamine under oxidative stress conditions in aqueous and lipidic environments.

Authors:  Cristina Iuga; J Raul Alvarez-Idaboy; Annik Vivier-Bunge
Journal:  J Phys Chem B       Date:  2011-10-04       Impact factor: 2.991

10.  Potent DNA damage by polyhalogenated quinones and H₂O₂ via a metal-independent and Intercalation-enhanced oxidation mechanism.

Authors:  Ruichuan Yin; Dapeng Zhang; Yuling Song; Ben-Zhan Zhu; Hailin Wang
Journal:  Sci Rep       Date:  2013       Impact factor: 4.379

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