A highly selective fluorescent probe for hydrogen polysulfides in living cells based on a naphthalene derivative

Liu

ACS Appl. Mater. Interfaces

et al. 2023

Self Cite

The development of probes with sensitive and prompt detection of volatile organic compounds (VOCs) is of great importance for protecting human health and public security. Herein, we successfully prepared a series of bimetallic lanthanide metal–organic framework (Eu/Zr-UiO-66) by incorporating Eu3+ for fluorescence sensing of VOCs (especially styrene and cyclohexanone) using a one-pot method. Based on the multiple fluorescence signal responses of Eu/Zr-UiO-66 toward styrene and cyclohexanone, a ratiometric fluorescence probe using (I 617/I 320) and (I 617/I 330) as output signals was developed to recognize styrene and cyclohexanone, respectively. Benefitting from the multiple fluorescence response, the limits of detection (LODs) of Eu/Zr–UiO-66 (1:9) for styrene and cyclohexanone were 1.5 and 2.5 ppm, respectively. These are among the lowest reported levels for MOF-based sensors, and this is the first known material for fluorescence sensing of cyclohexanone. Fluorescence quenching by styrene was mainly owing to the large electronegativity of styrene and fluorescence resonance energy transfer (FRET). However, FRET was accounted for fluorescence quenching by cyclohexanone. Moreover, Eu/Zr–UiO-66 (1:9) exhibited good anti-interference ability and recycling performance for styrene and cyclohexanone. More importantly, the visual recognition of styrene and EB vapor can be directly realized with the naked eyes using Eu/Zr–UiO-66 (1:9) test strips. This strategy provides a sensitive, selective, and reliable method for the visual sensing of styrene and cyclohexanone.

Section: Introductionmentioning

confidence: 99%

Efficient Eu³⁺-Integrated UiO-66 Probe for Ratiometric Fluorescence Sensing of Styrene and Cyclohexanone

Liu

ACS Appl. Mater. Interfaces

et al. 2023

Self Cite

“…Fluorescent probes possessing the advantages of simple operation, fast detection speed, and noninvasiveness are available for real-time bioimaging. − However, it has been a long-term difficulty to construct reversibly responsive fluorescent probes for monitoring H 2 S n , especially near-infrared (NIR)-excitable ones, which can obviously increase imaging depth and alleviate autofluorescence from biosamples. − At present, fluorescent probes for specifically detecting H 2 S n are mainly based on two strategies. One is dependent on the reducibility of H 2 S n , which enables to result in the transformation of nitrobenzene into aniline to eliminate the fluorescence quenching caused by photoinduced electron transfer (PET). − The other strategy takes advantage of its nucleophilic nature to release fluorophores through substitution-cyclization with 2-fluoro-5-nitrobenzoic ester or phenyl 2-(benzoylthio)benzoate et al, boosting fluorescence through the enhanced intramolecular charge transfer (ICT) effect. − To obtain a reversible probe for tracking H 2 S n level in real time, the recognition reaction should have a proper reaction activity to ensure the high reaction rate and selectivity, and an appropriate dissociation constant to release the captured H 2 S n under the condition of a low concentration of H 2 S n . This leads to a rigorous restriction on the structure of the fluorescent probes.…”

Section: Introductionmentioning

confidence: 99%

In Vivo Monitoring of Hydrogen Polysulfide via a NIR-Excitable Reversible Fluorescent Probe Based on Upconversion Luminescence Resonance Energy Transfer

Duan

et al. 2022

Anal. Chem.

Hydrogen polysulfide (H 2 S n ), derived from hydrogen sulfide (H 2 S), has attracted increasing attention, which is suggested to be the actual signal molecule instead of H 2 S in physiological and pathological processes. Reversible detection of H 2 S n through a NIR-excitable fluorescence probe is an effective means to understand its functions but is quite challenging. Herein, we reported a NIRexcitable ratiometric nanoprobe for the reversible detection of H 2 S n based on luminescence resonance energy transfer principle with upconversion nanoparticles as the energy donor and an organic molecule, SiR1, as the energy acceptor and reversible recognition unit of H 2 S n . The as-prepared nanoprobe exhibited high selectivity and fast response for the reversible detection of H 2 S n , which can monitor the formation and consumption of endogenous H 2 S n in living cells. Because of the reduced autofluorescence by NIR excitation, it was successfully applied for tracking the fluctuation of H 2 S n concentration of mice in physiological and pathological processes including inflammation and liver injury.

“…To explore the sensing mechanism of fluorescent chemical sensors, the quantum chemical computational methods are used, which can provide comprehensive photophysical processes and data. [39][40][41][42] ClO -…”

Section: Introductionmentioning

confidence: 99%

Influence of intramolecular hydrogen bond formation sites on fluorescence mechanism

Zhan¹,

Zhang²,

Jiang³

et al. 2022

Chinese Phys. B

The fluorescence mechanism of HBT-HBZ is investigated in this work. A fluorescent probe is used to detect HClO content in living cells and tap water, and its structure after oxidation by HClO (HBT-ClO) is discussed based on the density functional theory (DFT) and time-dependent density functional theory (TDDFT). At the same time, the influence of the probe conformation and the proton transfer site within the excited state molecule on the fluorescence mechanism are revealed. Combined with infrared vibrational spectra and atoms-in-molecules theory, the strength of intramolecular hydrogen bonds in HBT-HBZ and HBT-ClO and their isomers are demonstrated qualitatively. The relationship between the strength of intramolecular hydrogen bonds and dipole moments is discussed. The potential energy curves demonstrate the feasibility of intramolecular proton transfer. The weak fluorescence phenomenon of HBT-HBZ in solution is quantitatively explained by analyzing the frontier molecular orbital and hole electron caused by charge separation. Moreover, when strong cyan fluorescence occurs in solution, the corresponding molecular structure should be HBT-ClO(T). The influence of the intramolecular hydrogen bond formation site on the molecule as a whole is also investigated by electrostatic potential analysis.