Chemical Communications · 2010 · 197 citations · 18 references
Fluorescent MoleculeEngineeringMolecular BiologyPeptide ScienceThiol GroupCoumarin–malonitrile ConjugateBioanalysisBioimagingMolecular ImagingSelective Fluorescence ResponseBiochemistryBioconjugationSingle-molecule DetectionBio-orthogonal ChemistryBiomolecular EngineeringCellular ExpressionNatural SciencesCellular BiochemistryChemical ProbeSmall MoleculesFluorescence Turn-on Probe
A nonfluorescent coumarin-malonitrile conjugate (1) was transformed into a strongly fluorescent molecule through the Michael addition of a thiol group to the α,β-unsaturated malonitrile of 1. The molecular probe has exhibited a highly selective fluorescence response toward biothiols (Cys, Hcy, GSH) with micromolar sensitivity both in vitro and in vivo.
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