Silylated BODIPY dyes and their use in dye-encapsulated silica nanoparticles with switchable emitting wavelengths for cellular imaging

Analyst. 2012 Sep 21;137(18):4140-9. doi: 10.1039/c2an35389j. Epub 2012 Jul 3.

Abstract

Two silylated BODIPY derivatives were synthesized, characterized and used for the fabrication of the dye-encapsulated silica nanoparticles. The fluorophores were covalently incorporated into the silica matrix to minimize any fluorophore leakage. The synthesized fluorophore-doped nanoparticles were stable in aqueous solution and monodisperse with diameters of 20-25 nm. By incorporating the two BODIPY dyes simultaneously at a controlled ratio, silica nanoparticles with switchable emitting wavelengths were achieved with a change in the excitation wavelength. Thus by using the dual-fluorophore-doped nanoparticles, two-color imaging was demonstrated with minimal background signal by employing an appropriate excitation light source and appropriate excitation/emission filter sets. Further, the surfaces of the dual-fluorophore-doped nanoparticles were functionalized with folic acid to allow for the recognition of HeLa cells which over-express the folate receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds*
  • Cell Line, Tumor
  • Fluorescent Dyes / chemistry
  • Folate Receptors, GPI-Anchored / metabolism
  • Folic Acid
  • HeLa Cells
  • Humans
  • Nanoparticles*
  • Optical Imaging*
  • Silicon Dioxide
  • Spectrometry, Fluorescence

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Folate Receptors, GPI-Anchored
  • Silicon Dioxide
  • Folic Acid