A chromenoquinoline-based fluorescent off-on thiol probe for bioimaging

Chem Commun (Camb). 2012 Mar 11;48(21):2722-4. doi: 10.1039/c2cc16593g. Epub 2012 Feb 3.

Abstract

A new chromenoquinoline-based fluorescent off-on thiol probe 2 is reported. In aqueous buffer solutions at physiological pH, the probe exhibited 223-fold enhancement in fluorescence intensity by a Michael addition of cysteine to the maleimide appended to a chromenoquinoline. Cell permeability and live cell imaging of thiols are also demonstrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzopyrans / chemistry*
  • Cell Line, Tumor
  • Cell Membrane Permeability
  • Cysteine / chemistry
  • Fluorescent Dyes / chemistry*
  • Humans
  • Maleimides / chemistry
  • Microscopy, Fluorescence
  • Quantum Theory
  • Quinolines / chemistry*
  • Sulfhydryl Compounds / chemistry*

Substances

  • Benzopyrans
  • Fluorescent Dyes
  • Maleimides
  • Quinolines
  • Sulfhydryl Compounds
  • maleimide
  • quinoline
  • Cysteine