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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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Synthesis of the monomer N-(4-((1Z)-((Z)-5-(4-(dimethylamino)benzylidene)-3,6-dioxopiperazin-2-ylidene)methyl)phenyl)methacrylamide.
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f9-sensors-12-02969: Synthesis of the monomer N-(4-((1Z)-((Z)-5-(4-(dimethylamino)benzylidene)-3,6-dioxopiperazin-2-ylidene)methyl)phenyl)methacrylamide.

Mentions: The overall synthetic steps for the monomer are shown in Scheme 2.


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)

Synthesis of the monomer N-(4-((1Z)-((Z)-5-(4-(dimethylamino)benzylidene)-3,6-dioxopiperazin-2-ylidene)methyl)phenyl)methacrylamide.
© Copyright Policy
Related In: Results  -  Collection

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

f9-sensors-12-02969: Synthesis of the monomer N-(4-((1Z)-((Z)-5-(4-(dimethylamino)benzylidene)-3,6-dioxopiperazin-2-ylidene)methyl)phenyl)methacrylamide.
Mentions: The overall synthetic steps for the monomer are shown in Scheme 2.

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