Long-Wavelength AIE-Based Fluorescent Probes for Mitochondria-Targeted Imaging and Photodynamic Therapy of Hepatoma Cells

Dan Zhao, Hai Hao Han, Ling Zhu, Fang Zhou Xu, Xing Yu Ma, Jia Li, Tony D. James, Yi Zang, Xiao Peng He, Chengyun Wang

Research output: Contribution to journalArticlepeer-review

Abstract

With this research, we have developed two long-wavelength theranostic probes (DCMT and DCMC) with aggregation-induced emission (AIE)-based properties for image-guided photodynamic therapy (PDT) of hepatoma cells. Introduction of a triphenylamine or carbazole group to a dicyanomethylene-4H-pyran dye with long-wavelength fluorescence emission produces the AIE-based probes, which were subsequently modified with triphenyl-phosphonium cation for actively targeting the mitochondria of hepatoma cells. Solution-based experiments show that the probes exhibit a mixed photophysical mechanism of twisted-intramolecular charge transfer and AIE at different aggregation states. The molecular aggregation of the probes also leads to an enhanced ability for oxygen photosensitization, suggesting their potential for PDT of cancer cells. Our subsequent cell-based assays show that the probes localize in the mitochondria of hepatoma cells and the use of light leads to cell death through the intracellular production of reactive oxygen species.

Original languageEnglish
Pages (from-to)7016-7024
Number of pages9
JournalACS Applied Bio Materials
Volume4
Issue number9
Early online date7 Sep 2021
DOIs
Publication statusPublished - 20 Sep 2021

Keywords

  • aggregation-induced emission (AIE)
  • mitochondria
  • photodynamic therapy (PDT)
  • photosensitizer
  • theranostic probe

ASJC Scopus subject areas

  • Chemistry(all)
  • Biomaterials
  • Biomedical Engineering
  • Biochemistry, medical

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