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Synthesis of Coumarin Conjugates of Biological Thiols for Fluorescent Detection and Estimation
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2011
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Bioorganic ChemistryEngineeringN-coumarin-3-carbonyl BenzotriazolesChemical DerivativeBiological ThiolsBioanalysisQuantitative Thiol AssaysBioimagingClinical ChemistryMolecular ImagingQuantum YieldsDerivativesBiochemistryBioconjugationPharmacologySingle-molecule DetectionBio-orthogonal ChemistryBiomolecular EngineeringCoumarin ConjugatesChemical ProbeMedicineFluorescent DetectionDrug Analysis
Coumarin-labeled thioesters are efficiently prepared from biological thiols using N-coumarin-3-carbonyl benzotriazoles. Absorption (λabs), fluorescence (λem) wavelength maxima and quantum yields (φ) for the thioesters are measured in buffer solution at physiological pH 7.4. Quantum yields (φ = 0.0318-0.1068) of four of the products are higher than their precursor 7-methoxy-3-(1H-benzotriazol-1-ylcarbonyl)-2H-chromen-2-one (φ = 0.0195), suggesting that derivatives of this type could be suitable for quantitative thiol assays.