A novel coumarin-TPA based fluorescent probe for turn-on hypochlorite detection and lipid-droplet-polarity bioimaging in cancer cells

Spectrochim Acta A Mol Biomol Spectrosc. 2022 Oct 15:279:121481. doi: 10.1016/j.saa.2022.121481. Epub 2022 Jun 8.

Abstract

A novel fluorescent compound, named C-TPA, based on coumarin (acceptor) and triphenylamine (donor) was facilely designed and fabricated through a one-step Suzuki coupling reaction. As a donor group, triphenylamine can efficiently enhance the fluorescence intensity and photostability of coumarin, and thus improve the detection efficiency. C-TPA-S was obtained from C-TPA treated with Lawesson's reagent and C-TPA-S can be used for the turn-on detection of hypochlorite through oxidative desulfurization with a low detection limit of 0.12 μM. Moreover, the intramolecular charge transfer process between the donor and acceptor group endows C-TPA with solvatochromism property and makes C-TPA a good candidate for polarity detection. The C-TPA with bright green fluorescence was highly efficient for imaging the microenvironment of polarity both in living cells and tissues with high selectivity and photostability, which can be applied in the diagnosis for the cancer cells.

MeSH terms

  • Coumarins
  • Fluorescent Dyes
  • Hypochlorous Acid*
  • Lipids
  • Neoplasms* / diagnostic imaging

Substances

  • Coumarins
  • Fluorescent Dyes
  • Lipids
  • Hypochlorous Acid