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Stepwise photosensitized thymine dimerization mediated by an exciton intermediate.

Clemens Rauer1, Juan J Nogueira1, Philipp Marquetand1

  • 1Institute of Theoretical Chemistry, Faculty of Chemistry, University of Vienna, Vienna, Austria.

Monatshefte Fur Chemie
|January 2, 2018
PubMed
Summary

This study reveals the mechanism of photosensitized cyclobutane thymine dimerization in the triplet state. A stepwise reaction involving a long-lived triplet biradical intermediate explains the low yield of this prominent DNA photoinduced damage.

Keywords:
Charge transferDNANon-adiabatic dynamicsQuantum chemical calculationsThymine dimerizationWavefunction analysis

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Area of Science:

  • Photochemistry
  • Molecular Biophysics
  • DNA Damage Mechanisms

Background:

  • Cyclobutane thymine dimers are the primary DNA damage from UV light.
  • The ultrafast singlet-state dimerization pathway is understood, but the triplet-state pathway remains unclear.

Purpose of the Study:

  • To elucidate the underlying mechanism of photosensitized dimerization in the triplet state.
  • To identify factors contributing to the low reaction yield.

Main Methods:

  • Quantum chemical calculations
  • Wavefunction analysis
  • Nonadiabatic molecular dynamics simulations

Main Results:

  • The triplet-state dimerization proceeds stepwise via a long-lived triplet biradical intermediate.
  • This intermediate is a Frenkel exciton with minimal charge-transfer character.
  • Low yield is attributed to a significant energy barrier and a ground-state surface bifurcation.

Conclusions:

  • The triplet-state pathway for cyclobutane thymine dimerization is characterized by a biradical intermediate.
  • Reaction efficiency is limited by energetic and geometric constraints during non-radiative decay.