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- Title
The Influence of the Terminal Phosphorothioate Diester Bond on the DNA Oxidation Process. An Experimental and Theoretical Approach.
- Authors
Karwowski, Boleslaw T.
- Abstract
In this study, the influence of the terminal phosphorothioate (PT) internucleotide bond in ds-DNA on the oxidation process was taken into consideration. The interaction of UV with the targeted oligonucleotide leads to an electron ejection and radical cation "hole" migration through the ds-DNA until it is trapped irreversibly in a suitable place. Phosphorothiate internucleotide bonds were detected in the bacterial genome; however, their role is still unclear. In this study a PAGE analysis of irradiated ds-DNA showed that the degradation rea ction was slowed down by the presence PT next to the anthraquinone moiety. Further, theoretical study shows that [RP] AQ-PS-dG can adopt a slightly lower ionisation potential energy and triplet excited state with a subsequent slightly higher adiabatic electron affinity value in comparison with [SP] AQ-PS-dG and AQ-PO-dG. Moreover, the energy gap between HOMO and LUMO, indicated the radical stabilisation properties of [RP] AQ-PS-dG, which can hinder the charge transfer through ds-DNA.
- Subjects
THIOPHOSPHATES; OXIDATION of DNA; OLIGONUCLEOTIDES; BACTERIAL genomes; ANTHRAQUINONES; ELECTRON affinity; CHARGE transfer
- Publication
Molecules, 2015, Vol 20, Issue 7, p12400
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules200712400