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UV-induced hydrogen transfer in DNA base pairs promoted by dark nπ* states

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Abstract

Dark nπ* states were shown to have substantial contribution to the destructive photochemistry of pyrimidine nucleobases. Based on quantum-chemical calculations, we demonstrate that the characteristic hydrogen bonding pattern of the GC base pair could facilitate the formation of a wobble excited-state charge-transfer Image ID:c9cc06180k-t1.gif complex. This entails a barrierless electron-driven proton transfer (EDPT) process which enables damageless photodeactivation of the base pair. These photostabilizing properties are retained even when guanine is exchanged to hypoxanthine. The inaccessibility of this process in the AT base pair sheds further light on the reasons why cytosine is less susceptible to the formation of photodimers in double-stranded DNA.

Graphical abstract: UV-induced hydrogen transfer in DNA base pairs promoted by dark nπ* states

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Publication details

The article was received on 09 Aug 2019, accepted on 17 Oct 2019 and first published on 04 Dec 2019


Article type: Communication
DOI: 10.1039/C9CC06180K
Chem. Commun., 2020, Advance Article
  • Open access: Creative Commons BY-NC license
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    UV-induced hydrogen transfer in DNA base pairs promoted by dark nπ* states

    K. E. Szkaradek, P. Stadlbauer, J. Šponer, R. W. Góra and R. Szabla, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC06180K

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