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

Vallejos S, Estévez P, Ibeas S, García FC, Serna F, García JM - Sensors (Basel) (2012)

Bottom Line: 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.

View Article: PubMed Central - PubMed

Affiliation: Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Burgos, Spain. svallejos@ubu.es

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.

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Chemical structures of the monomers and the copolymer. The copolymer is shown over a digital picture of the sensory film.
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f1-sensors-12-02969: Chemical structures of the monomers and the copolymer. The copolymer is shown over a digital picture of the sensory film.

Mentions: Membrane M1 was prepared by the radical polymerisation of a mixture of 1-vinyl-2-pyrrolidone and (3) with a molar ratio of 99.75:0.25. Ethylene glycol dimethacrylate was used as the cross-linking agent (7% mol percentage regarding the overall comonomer molar content), and AIBN (1 wt%) was used as a thermal radical initiator. Membrane M2 was prepared following the same procedure described for the preparation of M1; however, 0.25% molar content of mercury(II) acetate was added (the same concentration of (3)), which resulted in a hybrid organic-inorganic material. The thermal polymerisation was performed in 100 μm thick silanised glass moulds in an oxygen-free atmosphere at 65 °C for 5 h. The structure and the physical appearance are depicted in Figure 1.


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

Vallejos S, Estévez P, Ibeas S, García FC, Serna F, García JM - Sensors (Basel) (2012)

Chemical structures of the monomers and the copolymer. The copolymer is shown over a digital picture of the sensory film.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3376624&req=5

f1-sensors-12-02969: Chemical structures of the monomers and the copolymer. The copolymer is shown over a digital picture of the sensory film.
Mentions: Membrane M1 was prepared by the radical polymerisation of a mixture of 1-vinyl-2-pyrrolidone and (3) with a molar ratio of 99.75:0.25. Ethylene glycol dimethacrylate was used as the cross-linking agent (7% mol percentage regarding the overall comonomer molar content), and AIBN (1 wt%) was used as a thermal radical initiator. Membrane M2 was prepared following the same procedure described for the preparation of M1; however, 0.25% molar content of mercury(II) acetate was added (the same concentration of (3)), which resulted in a hybrid organic-inorganic material. The thermal polymerisation was performed in 100 μm thick silanised glass moulds in an oxygen-free atmosphere at 65 °C for 5 h. The structure and the physical appearance are depicted in Figure 1.

Bottom Line: 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.

View Article: PubMed Central - PubMed

Affiliation: Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Burgos, Spain. svallejos@ubu.es

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.

Show MeSH
Related in: MedlinePlus