Coumarin Tröger's base derivatives with cyanine substitution as selective and sensitive fluorescent lysosomal probes

Bioorg Chem. 2020 Jan:94:103447. doi: 10.1016/j.bioorg.2019.103447. Epub 2019 Nov 25.

Abstract

The fluorescent probes based on Tröger's base motive with both coumarin and cyanine substitution 11-13 have been synthesized by multi-step synthesis in high overall yields. Intracellular localization of prepared probes have been tested using four different cell lines (HF-P4, BLM, U-2 OS and A-2058). Prepared probes have intensive green and red fluorescence. Co-localization with commercial lysosome specific marker LysoTracker Blue DND 22 has been confirmed that all prepared fluorescent probes labeled lysosomal compartment with high selectivity and probes show excellent brightness at low concentration.

Keywords: Coumarin; Cyanine dye; Fluorescent probe; Lysosomal probe; Tröger’s base.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbocyanines / chemistry*
  • Cells, Cultured
  • Coumarins / chemical synthesis
  • Coumarins / chemistry*
  • Dose-Response Relationship, Drug
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Humans
  • Lysosomes / chemistry*
  • Microscopy, Fluorescence
  • Molecular Structure
  • Optical Imaging*
  • Structure-Activity Relationship

Substances

  • Carbocyanines
  • Coumarins
  • Fluorescent Dyes