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Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers

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Abstract

Singlet oxygen quantum yields (Φ Δ) 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.

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Acknowledgments

Financial support from the Research Council of Celal Bayar University (BAP/2007-006 and 2010–050) was gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Science, Celal Bayar University, Muradiye, 45030, Manisa, Turkey

    Haluk Dinçalp & Şevki Kızılok

  2. Solar Energy Institute, Ege University, Bornova, 35100, Izmir, Turkey

    Sıddık İçli

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  1. Haluk Dinçalp
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  2. Şevki Kızılok
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  3. Sıddık İçli
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Correspondence to Haluk Dinçalp.

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Dinçalp, H., Kızılok, Ş. & İçli, S. Targeted Singlet Oxygen Generation Using Different DNA-Interacting Perylene Diimide Type Photosensitizers. J Fluoresc 24, 917–924 (2014). https://doi.org/10.1007/s10895-014-1372-5

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