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Photophysics of Acetophenone Interacting with DNA : Why the Road to Photosensitization is Open
Author(s) -
HuixRotllant Miquel,
Dumont Elise,
Ferré Nicolas,
Monari Antonio
Publication year - 2014
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/php.12395
Subject(s) - acetophenone , chromophore , chemistry , photochemistry , singlet oxygen , dna , autoxidation , singlet state , pyrimidine dimer , dna damage , catalysis , organic chemistry , biochemistry , oxygen , physics , nuclear physics , excited state
Deoxyribonucleic acid photosensitization, i.e. the photoinduced electron‐ or energy‐transfer of chromophores interacting with DNA , is a crucial phenomenon that triggers important DNA lesions such as pyrimidine dimerization, even upon absorption of relatively low‐energy radiation. Oxidative lesions may also be produced via the photoinduced production of reactive oxygen species. Aromatic ketones, and acetophenone in particular, are well known for their sensitization effects. In this contribution we model the structural and dynamical properties of the acetophenone/ DNA aggregates as well as their spectroscopic and photophysical properties using high‐level hybrid quantum mechanics/molecular mechanics methods. We show that the key steps of the photochemistry of acetophenone in gas phase are conserved in the macromolecular environment and thus an ultrafast singlet–triplet conversion of acetophenone is expected prior to the transfer to DNA .