Hole Transfer and the Resulting DNA Damage
In this review, we focus on the one-electron oxidation of DNA, which is a multipart event controlled by several competing factors. We will discuss the oxidation free energies of the four nucleobases and the electron detachment from DNA, influenced by specific interactions like hydrogen bonding and s...
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| Language: | English |
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MDPI AG
2024-12-01
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| Series: | Biomolecules |
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| Online Access: | https://www.mdpi.com/2218-273X/15/1/29 |
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| author | Chryssostomos Chatgilialoglu Andrea Peluso |
| author_facet | Chryssostomos Chatgilialoglu Andrea Peluso |
| author_sort | Chryssostomos Chatgilialoglu |
| collection | DOAJ |
| description | In this review, we focus on the one-electron oxidation of DNA, which is a multipart event controlled by several competing factors. We will discuss the oxidation free energies of the four nucleobases and the electron detachment from DNA, influenced by specific interactions like hydrogen bonding and stacking interactions with neighboring sites in the double strand. The formation of a radical cation (hole) which can migrate through DNA (hole transport), depending on the sequence-specific effects and the allocation of the final oxidative damage, is also addressed. Particular attention is given to the one-electron oxidation of ds-ODN containing G:C pairs, including the complex mechanism of the deprotonation vs. hydration steps of a G:C<sup>•+</sup> pair, as well as to the modes of formation of the two guanyl radical tautomers after deprotonation. Among the reactive oxygen species (ROS) generated in aerobic organisms by cellular metabolisms, several oxidants react with DNA. The mechanism of stable product formation and their use as biomarkers of guanine oxidation in DNA damage are also addressed. |
| format | Article |
| id | doaj-art-2ff3934caaab4ac1852b4a496aaac7ba |
| institution | Kabale University |
| issn | 2218-273X |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Biomolecules |
| spelling | doaj-art-2ff3934caaab4ac1852b4a496aaac7ba2025-01-24T13:24:54ZengMDPI AGBiomolecules2218-273X2024-12-011512910.3390/biom15010029Hole Transfer and the Resulting DNA DamageChryssostomos Chatgilialoglu0Andrea Peluso1Center for Advanced Technologies, Adam Mickiewicz University, 61614 Poznań, PolandDipartimento di Chimica e Biologia “A. Zambelli”, Università di Salerno, 84084 Fisciano, ItalyIn this review, we focus on the one-electron oxidation of DNA, which is a multipart event controlled by several competing factors. We will discuss the oxidation free energies of the four nucleobases and the electron detachment from DNA, influenced by specific interactions like hydrogen bonding and stacking interactions with neighboring sites in the double strand. The formation of a radical cation (hole) which can migrate through DNA (hole transport), depending on the sequence-specific effects and the allocation of the final oxidative damage, is also addressed. Particular attention is given to the one-electron oxidation of ds-ODN containing G:C pairs, including the complex mechanism of the deprotonation vs. hydration steps of a G:C<sup>•+</sup> pair, as well as to the modes of formation of the two guanyl radical tautomers after deprotonation. Among the reactive oxygen species (ROS) generated in aerobic organisms by cellular metabolisms, several oxidants react with DNA. The mechanism of stable product formation and their use as biomarkers of guanine oxidation in DNA damage are also addressed.https://www.mdpi.com/2218-273X/15/1/29DNAnucleobasevoltammetryoxidationradical cationhole transport |
| spellingShingle | Chryssostomos Chatgilialoglu Andrea Peluso Hole Transfer and the Resulting DNA Damage Biomolecules DNA nucleobase voltammetry oxidation radical cation hole transport |
| title | Hole Transfer and the Resulting DNA Damage |
| title_full | Hole Transfer and the Resulting DNA Damage |
| title_fullStr | Hole Transfer and the Resulting DNA Damage |
| title_full_unstemmed | Hole Transfer and the Resulting DNA Damage |
| title_short | Hole Transfer and the Resulting DNA Damage |
| title_sort | hole transfer and the resulting dna damage |
| topic | DNA nucleobase voltammetry oxidation radical cation hole transport |
| url | https://www.mdpi.com/2218-273X/15/1/29 |
| work_keys_str_mv | AT chryssostomoschatgilialoglu holetransferandtheresultingdnadamage AT andreapeluso holetransferandtheresultingdnadamage |