Targeted singlet oxygen generation using different DNA-interacting perylene diimide type photosensitizers

DİNÇALP H., KIzIlok Ş., Içli S.

Journal of Fluorescence, vol.24, no.3, pp.917-924, 2014 (SCI-Expanded, Scopus) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 24 Issue: 3
  • Publication Date: 2014
  • Doi Number: 10.1007/s10895-014-1372-5
  • Journal Name: Journal of Fluorescence
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.917-924
  • Keywords: Perylene diimide, Pyrene, Charge transfer, G-quadruplex DNA, Singlet oxygen, DPBF method
  • Manisa Celal Bayar University Affiliated: Yes

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.