A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite

Biosens Bioelectron. 2015 Feb 15:64:285-91. doi: 10.1016/j.bios.2014.08.089. Epub 2014 Sep 8.

Abstract

In the study described herein, the red emitting probe CHCN, which possesses a linked coumarin-hemicyanine scaffold, was developed for detection of peroxynitrite (ONOO(-)) under physiological conditions. The studies show that CHCN displays a dual ratiometric and colorimetric response to ONOO(-) that is caused by an oxidation process. A possible mechanism of this oxidation process was proposed and confirmed by ESI-MS spectra for the first time. CHCN shown highly selective and sensitive towards ONOO(-) with a low limit of detection LOD (49.7 nM). Moreover, CHCN has appreciable cell permeability and, as a result, it is applicable to ratiometric detection of exogenous and endogenous ONOO(-) in living cells during phagocytic immune response. We anticipate that, owing to their ideal properties, probes of this type will find great use in explorations of the role played by ONOO(-) in biology.

Keywords: Cell imaging; Fluorescent chemosensor; ONOO(−) sensor; Peroxynitrite sensor; Reactive oxygen species probe.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biosensing Techniques*
  • Colorimetry
  • Coumarins / chemistry*
  • Fluorescent Dyes / chemistry*
  • Peroxynitrous Acid / isolation & purification*
  • Spectrometry, Fluorescence

Substances

  • Coumarins
  • Fluorescent Dyes
  • Peroxynitrous Acid
  • coumarin