An organic/inorganic hybrid membrane as a solid "turn-on" fluorescent chemosensor for coenzyme A (CoA), cysteine (Cys), and glutathione (GSH) in aqueous media

Sensors (Basel). 2012;12(3):2969-82. doi: 10.3390/s120302969. Epub 2012 Mar 2.

Abstract

The preparation of a fluorogenic sensory material for the detection of biomolecules is described. Strategic functionalisation and copolymerisation of a water insoluble organic sensory molecule with hydrophilic comonomers yielded a crosslinked, water-swellable, easy-to-manipulate solid system for water "dip-in" fluorogenic coenzyme A, cysteine, and glutathione detection by means of host-guest interactions. The sensory material was a membrane with gel-like behaviour, which exhibits a change in fluorescence behaviour upon swelling with a water solution of the target molecules. The membrane follows a "turn-on" pattern, which permits the titration of the abovementioned biomolecules. In this way, the water insoluble sensing motif can be exploited in aqueous media. The sensory motif within the membrane is a chemically anchored piperazinedione-derivative with a weakly bound Hg(II). The response is caused by the displacement of the cation from the membrane due to a stronger complexation with the biomolecules, thus releasing the fluorescent sensory moieties within the membrane.

Keywords: biomolecules; chemosensor; fluorogenic sensor; sensing biomolecules; sensory materials.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coenzyme A / chemistry*
  • Cysteine / chemistry*
  • Fluorescent Dyes / chemistry*
  • Glutathione / chemistry*
  • Magnetic Resonance Spectroscopy
  • Membranes, Artificial
  • Piperazines / chemistry
  • Spectroscopy, Fourier Transform Infrared
  • Water / chemistry

Substances

  • Fluorescent Dyes
  • Membranes, Artificial
  • Piperazines
  • Water
  • 3,6-bis(5-chloro-2-piperidyl)-2,5-piperazinedione
  • Glutathione
  • Cysteine
  • Coenzyme A