Dual detection of Hg2+ and Pb2+ by a coumarin-functionalized Schiff base in environmental and biosystems.

Fluorescent chemosensors are often preferred for tracking toxic ions because of their non-destructive measurement and ease of use in environmental real samples and biosystems. Exploring high selectivity, great sensitivity, and biocompatible fluorophores with facile, accessible and dual-responsive features is currently highly demanding. A coumarin-based naphthol hydrazone Schiff base chemosensor, NaChro, is designed and synthesized in a two-step process to detect toxic metal ions with strong emission. Fluorescence spectra analysis demonstrates that the probe binds to Hg2+ and Pb2+ ions with a 1:1 and a 2:1 stoichiometry, respectively, with high sensitivity, short response time and minimal interference from other metal ions. The observed reversible turn-on reaction was attributed to the inhibition of C = N isomerization and excited-state intramolecular proton transfer (ESIPT) processes once the ions were introduced. The practical applications of NaChro are successfully addressed in paper strips, various water samples, HeLa cells and Zebrafish, demonstrating that the probe can detect and track Hg2+ and Pb2+ ions in environmental samples and biosystems.

Strategies for Improving Selectivity and Sensitivity of Schiff Base Fluorescent Chemosensors for Toxic and Heavy Metals.

Toxic cations, including heavy metals, pose significant environmental and health risks, necessitating the development of reliable detection methods. This review investigates the techniques and approaches used to strengthen the sensitivity and selectivity of Schiff base fluorescent chemosensors designed specifically to detect toxic and heavy metal cations. The paper explores a range of strategies, including functional group variations, structural modifications, and the integration of nanomaterials or auxiliary receptors, to amplify the efficiency of these chemosensors. By improving selectivity towards targeted cations and achieving heightened sensitivity and detection limits, consequently, these strategies contribute to the advancement of accurate and efficient detection methods while increasing the range of end-use applications. The findings discussed in this review offer valuable insights into the potential of leveraging Schiff base fluorescent chemosensors for the accurate and reliable detection and monitoring of heavy metal cations in various fields, including environmental monitoring, biomedical research, and industrial safety.

A pyridine modified naphthol hydrazone Schiff base chemosensor for Al3+ via intramolecular charge transfer process.

A pyridine modified naphthol hydrazone Schiff base chemosensor, NaPy, was prepared in a two-step process to detect aluminum ion (Al3+) in different samples. The probe shows a turn-off emission response towards Al3+ at a 1:1 binding stoichiometry via intramolecular charge transfer (ICT) mechanism, as validated by density functional theory (DFT) calculations and a series of spectroscopic measurements. The response time is slightly over one minute with a limit of detection (LOD) value of 0.164 µM, demonstrating the great sensitivity of the probe. It is also found that NaPy exhibits high selectivity towards Al3+ and resists interference from seventeen other cations. Application investigations in paper strips, water samples and HeLa cells suggest that NaPy can be used as an efficient probe for sensing Al3+ in real environmental samples and biosystems.

A naphthol hydrazone Schiff base bearing benzothiadiazole unit for fluorescent detection of Fe3+ in PC3 cells.

Naphthol hydrazone derivatives are recognized as efficient chelating agents for both qualitative and quantitative detection of metal ions. Here we design a naphthol hydrazine-based chemosensor with covalently linking a strong electron-withdrawing benzothiadiazole group to modulate the molecular electronic structure, nominated as NtHzBtd. The fluorescent probe performs excellent selectivity and sensitivity towards Fe3+ with 1:1 binding stoichiometry, while exhibiting a quick response at 55 s with a relatively low limit of detection of 0.036 µM. A series of spectroscopic measurements in tandem with theoretical calculations suggest that the probe undergoes both intramolecular charge transfer (ICT) and chelation enhanced quenching (CHEQ) processes. Successful color rendering of paper strips and bioimaging in PC3 cells demonstrate the promising applicability of NtHzBtd for portable Fe3+ detection in real samples and biosystems.

Turn-off detection of Cr(III) with chelation enhanced fluorescence quenching effect by a naphthyl hydrazone Shiff base chemosensor.

A thiophene substituted naphthyl hydrazone derivative NHT was synthesized using a one-step route for the detection of trivalent chromium (Cr3+). UV-visible absorption and emission spectra, density functional theory calculations as well as 1H NMR titration confirmed that the probe underwent a turn-off response via the chelation enhanced fluorescence quenching effect upon exposure to Cr3+ and the NHT-Cr3+ complex was formed at a 1:1 binding stoichiometry. NHT exhibited a fast response rate of 2.3 min in buffer solution and a relatively low limit of detection of 41 nM. In addition, the Schiff base chemosensor exhibited excellent selectivity with high affinity towards Cr3+ in the presence of other competing cations. Bioimaging of the probe in PC3 cells further demonstrated the potential real life application of the probe in detecting Cr3+.

A simple quinoline-thiophene Schiff base turn-off chemosensor for Hg2+ detection: spectroscopy, sensing properties and applications.

A new Schiff base probe (QT) consisting of 8-aminoquinoline (Q) and thiophene-2-carboxaldehyde (T) moieties has been synthesized. QT undergoes chelation-enhanced fluorescence quenching when exposed to Hg2+ due to coordination by the sulfur and nitrogen atoms of QT thus forming a facile "turn-off" sensor. The formation of the chelation complex was confirmed by UV-visible absorption and emission spectral measurements, 1H NMR titration and density functional theory calculations. These studies revealed that the probe exhibits high selectivity and sensitivity towards Hg2+ in the presence of other common metal ions. A low detection limit of 23.4 nM was determined and a Job plot confirmed a 2:1 stoichiometry between QT and Hg2+. The potential utility of QT as a sensor for Hg2+ ions in human HeLa cells was determined by confocal fluorescence microscopy, and its suitability for use in the field with environmental samples was tested with Whatman filter paper strips.