Targeted singlet oxygen generation using different DNA-interacting perylene diimide type photosensitizers
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2014
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Abstract
Singlet oxygen quantum yields (ΦΔ) of different perylene diimides (PDIs) containing phenyl (PDI-Ph), pyrene (PDI-Pyr), and indole (PDI-In) units in bay positions of the ring were determined using 1,3-diphenylisobenzofuran (DPBF) method in toluene/methanol (99:1) system. Pyrene-substituted PDI were the most efficient singlet oxygen generator among the investigated photosensitizers with a quantum yield of Φ Δ=0.93 in toluene/methanol. Additionally, their binding affinities to G-quadruplex DNA structure were investigated by steady-state measurements. There were marked red shifts of absorbance bands for PDI-Pyr/DNA strand complexes with respect to the absorption maxima of DNA-free solution of PDI-Pyr in phosphate buffer at pH 6. © 2014 Springer Science+Business Media New York.
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Keywords
DNA , G-Quadruplexes , Imides , Molecular Structure , Perylene , Photosensitizing Agents , Quantum Theory , Singlet Oxygen , Binding energy , Charge transfer , Gas generators , Liquid crystal polymers , Oxygen , Photosensitizers , Pyrene , Quantum yield , DNA , guanine quadruplex , imide , perylene , perylenediimide , photosensitizing agent , singlet oxygen , Binding affinities , DPBF method , G-quadruplexes , Perylenediimides , Singlet oxygen , Singlet oxygen generation , Singlet oxygen generators , Steady-state measurements , analogs and derivatives , chemical structure , chemistry , metabolism , quantum theory , DNA