A Water-Soluble Multifunctional Probe for Colorimetric Copper Sensing, Lysosome Labelling and Live-Cell Imaging

Chembiochem. 2024 Nov 4;25(21):e202400377. doi: 10.1002/cbic.202400377. Epub 2024 Sep 12.

Abstract

We report a water-soluble fluorescence and colorimetric copper probe (LysoBC1); this system can also serve for lysosome labeling and for the dynamic tracking of Cu2+ in living cells. The sensing mechanism takes advantage of the synergic action by the following three components: i) a lysosome targeting unit, ii) the spirolactam ring-opening for the selective copper chelation and iii) the metal-mediated hydrolysis of the rhodamine moiety for fluorescence enhancement. In aqueous environment the molecule acts as a fluorescent reversible pH sensor and as colorimetric probe for Cu2+ at physiological pH; the hydrolysis of the copper targeting unit resulted in a 50-fold increase of the fluorescence intensity. Most importantly, in vitro cell analyses in undifferentiated (SH SY5Y) and differentiated (d-SH SY5Y) neuroblastoma cells, LysoBC1 is able to selectively accumulate into lysosome while the copper binding ability allowed us to monitor intracellular copper accumulation into lysosome.

Keywords: copper; fluorescent probes; imaging agents; rhodamine sensor; water chemistry.

MeSH terms

  • Cell Line, Tumor
  • Colorimetry* / methods
  • Copper* / analysis
  • Copper* / chemistry
  • Fluorescent Dyes* / chemical synthesis
  • Fluorescent Dyes* / chemistry
  • Humans
  • Hydrogen-Ion Concentration
  • Lysosomes* / chemistry
  • Lysosomes* / metabolism
  • Optical Imaging
  • Rhodamines / chemistry
  • Solubility
  • Water* / chemistry

Substances

  • Copper
  • Fluorescent Dyes
  • Water
  • Rhodamines