Optimising molecular rotors to AIE fluorophores for mitochondria uptake and retention

Chem Commun (Camb). 2020 Nov 26;56(94):14853-14856. doi: 10.1039/d0cc06411d.

Abstract

Molecular rotors exhibit fluorescence enhancement in a confined environment and thus have been used extensively in biological imaging. However, many molecular rotors suffer from small Stokes shift and self-aggregation caused quenching. In this work, we have synthesised a series of red emissive molecular rotors based on cationic α-cyanostilbene. Profoundly enhanced aggregation-induced emission (AIE) properties and greatly widened Stokes shifts can be achieved by molecular engineering. With specificity to stain mitochondria, we demonstrate a simple approach to achieve cell uptake and retention upon tuning the pyridinium substituent of the dyes.

MeSH terms

  • A549 Cells
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Mitochondria / metabolism*
  • Spectrum Analysis / methods

Substances

  • Fluorescent Dyes