Organic Letters · 2002 · 89 citations · 6 references
Natural SciencesBiochemistryBiophysical ChemistryBiosensorsMolecular RecognitionChemical SensorsChiral RecognitionChiral SeparationFluorescence SpectroscopyMolecular Probe DevelopmentMolecular SensorsChiral Fluorescent ProbesChiral Recognition MechanismsEnantiomer DiscriminationEnantioselective DetectionEnantioselectivityFluorescent Molecular SensorsFluorescent ProbesFluorescent Sensors
[structure: see text] Bisbinaphthyl-based macrocycles are found to carry out highly enantioselective fluorescent recognition of alpha-hydroxycarboxylic acids. It is observed that within a certain concentration range, one enantiomer of the chiral acids can increase the fluorescence intensity of the macrocycles by 2-3-fold, while the other enantiomer scarcely enhances the fluorescence. Such unusually high enantioselective responses make these macrocycles very attractive as fluorescent sensors in determining the enantiomeric composition of alpha-hydroxycarboxylic acids.
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Michael T. Blanda, John H. Horner, Martin Newcomb · The Journal of Organic Chemistry · 1989 · 247 citations