The Two Faces of the Guanyl Radical: Molecular Context and Behavior

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2021 Jul 2

PMID 34207639

Citations 6

Authors

Chryssostomos Chatgilialoglu

Affiliations

Soon will be listed here.

Abstract

The guanyl radical or neutral guanine radical G(-H) results from the loss of a hydrogen atom (H) or an electron/proton (e/H) couple from the guanine structures (G). The guanyl radical exists in two tautomeric forms. As the modes of formation of the two tautomers, their relationship and reactivity at the nucleoside level are subjects of intense research and are discussed in a holistic manner, including time-resolved spectroscopies, product studies, and relevant theoretical calculations. Particular attention is given to the one-electron oxidation of the GC pair and the complex mechanism of the deprotonation vs. hydration step of GC pair. The role of the two G(-H) tautomers in single- and double-stranded oligonucleotides and the G-quadruplex, the supramolecular arrangement that attracts interest for its biological consequences, are considered. The importance of biomarkers of guanine DNA damage is also addressed.

Citing Articles

Hole Transfer and the Resulting DNA Damage.

Chatgilialoglu C, Peluso A Biomolecules. 2025; 15(1).

PMID: 39858423 PMC: 11764341. DOI: 10.3390/biom15010029.

Radical Reactions in Organic Synthesis: Exploring in-, on-, and with-Water Methods.

Chatgilialoglu C, Barata-Vallejo S, Gimisis T Molecules. 2024; 29(3).

PMID: 38338314 PMC: 10856544. DOI: 10.3390/molecules29030569.

Hydroxyl Radical vs. One-Electron Oxidation Reactivities in an Alternating GC Double-Stranded Oligonucleotide: A New Type Electron Hole Stabilization.

Masi A, Capobianco A, Bobrowski K, Peluso A, Chatgilialoglu C Biomolecules. 2023; 13(10).

PMID: 37892175 PMC: 10605094. DOI: 10.3390/biom13101493.

Assessing the Formation of Purine Lesions in Mitochondrial DNA of Cockayne Syndrome Cells.

Chatgilialoglu C, Krokidis M, Masi A, Barata-Vallejo S, Ferreri C, Pascucci B Biomolecules. 2022; 12(11).

PMID: 36358980 PMC: 9687895. DOI: 10.3390/biom12111630.

Biomimetic Radical Chemistry and Applications.

Chatgilialoglu C Molecules. 2022; 27(7).

PMID: 35408441 PMC: 9000372. DOI: 10.3390/molecules27072042.

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