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A turn-on fluorescent probe DNBS-CSA is reported here with selective detection of thiols over other amino acids. Probe DNBS-CSA possesses the widely-used thiol-selective 2,4-dinitrobenzenesulfonyl (DNBS) group to react with thiols and release the fluorescent salicylaldehyde azine with aggregation-induced emission (AIE) characteristics. The use of AIE dye prevented the sensor from aggregation-induced fluorescence quenching which is challenging for other thiols sensors. Upon the addition of cysteine (Cys) to DNBS-CSA in aqueous solution (10 mM PBS buffer at pH 7.4 containing 30% DMSO), an intense fluorescence enhancement was observed at 558 nm with a large stokes shift of ∼170 nm. Under the optimal condition, the fluorescence intensity linearly increased with the concentration of Cys in the range of 8–18 μM with a correlation coefficient of R2 = 0.991. The fluorescence enhancement of DNBS-CSA upon addition of Cys on test paper was also observed, enabling DNBS-CSA function as solid materials (such as test papers) for thiols detection. The detection of thiols in serum samples was successfully performed. With good cell permeability, the probe was applied to the imaging of thiols in HEK 293T cells.

A ratiometric fluorescent chemosensor 1 was developed for the detection of Al3+ in aqueous solution based on aggregation-induced emmision (AIE). The chemosensor showed the fluorescence of its aggregated state and Al3+-chelated soluble state in the absence and in the presence of Al3+, respectively, and resulted in a fluorescence ratio (I461/I537) response to Al3+ in neutral aqueous solution at a detection limit as low as 0.29 μmol L−1. The method was also highly selective to Al3+ over other physiological relevant metal ions investigated in this study. Taking advantage of its AIE characteristics, the chemosensor was successfully applied on test papers for simple and rapid detection of Al3+. Moreover, the application of 1 for the imaging of Al3+ in living cells by ratiometric fluorescence changes was also achieved.

In this study, p-carboxyl-N-salicylideneaniline (pCSA) derivatives were simply synthesized by condensing salicylaldehyde and primary amine. With two planar π-conjugated moieties linked by rotatable C–N single bond in the molecular structure, pCSA derivatives were characteristic of aggregation-induced emission enhancement (AIEE) properties, exhibiting strong fluorescence in solid state. Facilely recrystallized from organic solvent, one-dimensional (1D) microrods of pCSA were prepared with green, yellow and orange AIEE colors depending on substituents on salicylaldimine moiety. The obtained 1D microrods could be utilized as potential optical waveguides for propagating and manipulating light in miniaturized devices.

A highly selective and sensitive coumarin-based chemodosimeter 1 for Cu(2+) in water is reported in this work. 1 was designed and facilely synthesized by a one-step reaction with coumarin as a fluorophore and 2-picolinic acid as the binding moiety, which showed very week fluorescence in buffer solution, and its fluorescence was considerably enhanced by the addition of Cu(2+) at room temperature in 5 min. Mechanism study suggested that Cu(2+) promoted the hydrolysis of 1 via the catalytic sensing cycle, generating a highly fluorescent product 7-hydroxycoumarin with fluorescence signal greatly amplified. The probe exhibited remarkably selective fluorescence enhancement to Cu(2+) over other metal ions at 454 nm, with a detection limit of 35 nM Cu(2+). Under optimal condition, 1 was successfully used for the determination of Cu(2+) in fetal equine serum and two water samples.

A ratiometric fluorescent pH probe, 4-carboxylaniline-5-chlorosalicylaldehyde Schiff base (1) was synthesized via a facile reaction and used for pH sensing in live cells. While exhibiting weak fluorescence when dispersed in solution, 1 displayed aggregation-induced emission enhancement (AIEE) characteristics in its aggregate/solid state, as a result of the restriction of free intramolecular rotation of a C–N bond and the non-planar configuration in the aggregate/solid state. The integration of hydroxyl and carboxyl groups provided 1 with a ratiometric fluorescent response to pH based on AIEE and the pH-dependent spectral characteristics of compound 1, with proton dissociation constants pKa1 and pKa2 of 4.8 ± 0.1 and 7.4 ± 0.1, respectively. The probe exhibited a significant fluorescence color change from orange to green with an intensity ratio (I516 nm/ I559 nm) enhanced when the pH increased from 5.0 to 7.0 in aqueous solution. Confocal fluorescence imaging of intracellular pH through ratiometric response was successfully achieved in live HepG2 cells. The results demonstrate that probe 1 is a good candidate for monitoring pH fluctuations in live cells with good selectivity, stability, and excellent membrane permeability.