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• W2573204412 endingPage "135" @default.
• W2573204412 startingPage "135" @default.
• W2573204412 abstract "It has been reported that 8-oxo-7,8-dihydro-guanosine (8-oxo-G), which is the main product of oxidative damage of DNA, can repair cyclobutane pyrimidine dimer (CPD) lesions when incorporated into DNA or RNA strands in proximity to such lesions. It has therefore been suggested that the 8-oxo-G nucleoside may have been a primordial precursor of present-day flavins in DNA or RNA repair. Because the electron transfer leading to the splitting of a thymine-thymine pair in a CPD lesion occurs in the photoexcited state, a reasonably long excited-state lifetime of 8-oxo-G is required. The neutral (protonated) form of 8-oxo-G exhibits a very short (sub-picosecond) intrinsic excited-state lifetime which is unfavorable for repair. It has therefore been argued that the anionic (deprotonated) form of 8-oxo-G, which exhibits a much longer excited-state lifetime, is more likely to be a suitable cofactor for DNA repair. Herein, we have investigated the exited-state quenching mechanisms in the hydrogen-bonded complexes of deprotonated 8-oxo-G− with adenine (A) and cytosine (C) using ab initio wave-function-based electronic-structure calculations. The calculated reaction paths and potential-energy profiles reveal the existence of barrierless electron-driven inter-base proton-transfer reactions which lead to low-lying S1/S0 conical intersections. The latter can promote ultrafast excited-state deactivation of the anionic base pairs. While the isolated deprotonated 8-oxo-G− nucleoside may have been an efficient primordial repair cofactor, the excited states of the 8-oxo-G−-A and 8-oxo-G−-C base pairs are likely too short-lived to be efficient electron-transfer repair agents." @default.
• W2573204412 created "2017-01-26" @default.
• W2573204412 creator A5016274435 @default.
• W2573204412 creator A5040519223 @default.
• W2573204412 creator A5043670906 @default.
• W2573204412 date "2017-01-14" @default.
• W2573204412 modified "2023-10-17" @default.
• W2573204412 title "Role of Electron-Driven Proton-Transfer Processes in the Ultrafast Deactivation of Photoexcited Anionic 8-oxoGuanine-Adenine and 8-oxoGuanine-Cytosine Base Pairs" @default.
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• W2573204412 doi "https://doi.org/10.3390/molecules22010135" @default.
• W2573204412 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6155867" @default.
• W2573204412 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/28098833" @default.
• W2573204412 hasPublicationYear "2017" @default.
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