A novel adaptive fluorescent probe for cell labelling

Bioorg Chem. 2019 Nov;92:103295. doi: 10.1016/j.bioorg.2019.103295. Epub 2019 Sep 17.


In this study we describe the synthesis and characterisation of a new hydrazone-based fluorescent compound that is able to selectively label the endoplasmic reticulum (ER) in yeast and mammalian living cells. The fluorescence properties of the compound depended on the DMSO/water ratio and on the pH. NMR experiments allowed determination of the conformation adopted in various environments. Apart from the convenient synthetic procedure, our compound displays low cell toxicity and blue emission compatible with filters routinely used in fluorescence microscopy.

Keywords: Cell labelling; Endoplasmic reticulum; Fluorescence; N-acylhydrazone; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Survival / drug effects
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Endoplasmic Reticulum / chemistry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / pharmacology
  • HeLa Cells
  • Humans
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry*
  • Hydrazones / pharmacology
  • Microscopy, Fluorescence
  • Molecular Structure
  • Saccharomyces cerevisiae / chemistry
  • Saccharomyces cerevisiae / cytology*
  • Structure-Activity Relationship


  • Fluorescent Dyes
  • Hydrazones