New fluorescent sensor based on a calix[4]arene bearing two triazole–coumarin units for copper ions: application for Cu2+ detection in human blood serum

• Published in: Journal of inclusion phenomena and macrocyclic chemistry 2019-04, Vol.93 (3-4), p.245-252
• Main Authors: Hosseinzadeh, Rahman, Domehri, Elham, Tajbakhsh, Mahmood, Bekhradnia, Ahmadreza
• Format: Article
• Language: English
• Subjects: Acetonitrile; Binding; Blood; Chemical analysis; Chemical sensors; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemoreceptors; Copper; Coumarin; Crystallography and Scattering Methods; Fluorescence; Food Science; Ions; Metal ions; NMR; Nuclear magnetic resonance; Organic Chemistry; Original Article; Selectivity; Stoichiometry; Triazoles
• ISSN: 1388-3127; 1573-1111
• DOI: 10.1007/s10847-018-0872-3

A novel fluorescent chemosensor calix[4]arene L , containing two fluorogenic coumarin units at the lower rim has been synthesized via click reaction. The structure of this chemosensor, was characterized by IR, NMR spectra and elemental analysis. Ion-binding properties of L were investigated in acetonitrile with different metal ions and the recognition process was monitored by fluorescence, UV-Vis and 1 H NMR spectral changes. In comparison with other metal ions, chemosensor L showed a specific selectivity toward copper ions‏. The Job plot analysis revealed that the binding between L with Cu 2+ is in 1:1 stoichiometry. The association constant (K a ) for the complex L .Cu 2+ was found to be 1.6 × 10 5  M −1 . The limit of detection of the sensor L was determined to be 5.4 × 10 −7  M. This sensitive and selective chemosensor was successfully applied for the detection of Cu 2+ ions in human blood serum with 90–100% recovery.