title: DNA Photosensitization by an "Insider": Photophysics and Triplet Energy Transfer of 5-Methyl-2-pyrimidone Deoxyribonucleoside.
abstract: The main chromophore of (6-4) photoproducts, namely, 5-methyl-2-pyrimidone (Pyo), is an artificial noncanonical nucleobase. This chromophore has recently been reported as a potential photosensitizer that induces triplet damage in thymine DNA. In this study, we investigate the spectroscopic properties of the Pyo unit embedded in DNA by means of explicit solvent molecular-dynamics simulations coupled to time-dependent DFT and quantum-mechanics/molecular-mechanics techniques. Triplet-state transfer from the Pyo to the thymine unit was monitored in B-DNA by probing the propensity of this photoactive pyrimidine analogue to induce a Dexter-type triplet photosensitization and subsequent DNA damage.
authors.affiliation: Laboratoire de Chimie, UMR 5182, CNRS Ecole Normale Supérieure de Lyon, Lyon (France).|Institut des Sciences Analytiques, UMR 5280, Université de Lyon1 (UCBL) CNRS, Lyon (France).
authors.forename: Emmanuelle
authors.initials: E
authors.lastname: Bignon
authors.affiliation: Université de Lorraine, Nancy Theory-Simulation-Modeling, SRSMC, Vandoeuvre-les-Nancy (France).|CNRS, Nancy Theory-Simulation-Modeling, SRSMC, Vandoeuvre-les-Nancy (France).
authors.forename: Hugo
authors.initials: H
authors.lastname: Gattuso
authors.affiliation: Institut des Sciences Analytiques, UMR 5280, Université de Lyon1 (UCBL) CNRS, Lyon (France).
authors.forename: Christophe
authors.initials: C
authors.lastname: Morell
authors.affiliation: Laboratoire de Chimie, UMR 5182, CNRS Ecole Normale Supérieure de Lyon, Lyon (France). elise.dumont@ens-lyon.fr.
authors.forename: Elise
authors.initials: E
authors.lastname: Dumont
authors.affiliation: Université de Lorraine, Nancy Theory-Simulation-Modeling, SRSMC, Vandoeuvre-les-Nancy (France). antonio.monari@univ-lorraine.fr.|CNRS, Nancy Theory-Simulation-Modeling, SRSMC, Vandoeuvre-les-Nancy (France). antonio.monari@univ-lorraine.fr.
authors.forename: Antonio
authors.initials: A
authors.lastname: Monari
mesh_terms: D004247:DNA / Q000737:chemistry / Q000187:drug effects* / Q000528:radiation effects*; D004249:DNA Damage / Q000187:drug effects*; D003853:Deoxyribonucleosides / Q000737:chemistry* / Q000494:pharmacology*; D004735:Energy Transfer; D015394:Molecular Structure; D055668:Photochemical Processes; D010787:Photosensitivity Disorders / Q000139:chemically induced*; D017319:Photosensitizing Agents / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: C000606026:5-methyl-2-pyrimidone deoxyribonucleoside; D003853:Deoxyribonucleosides; D017319:Photosensitizing Agents; D004247:DNA
keywords: DNA; energy transfer; molecular dynamics; nucleobases; photophysics