Fluorescent Sensing of a Nerve Agent Simulant with Dual Emission over Wide pH Range in Aqueous Solution

Kim, Young-Sam; Jang, Yoon Jeong; Mulay, Sandip V.; Nguyen, Thuy-Tien T.; Churchill, David G.

doi:10.1002/chem.201700975

Cited by 50 publications

(33 citation statements)

References 49 publications

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“…Synthesis and Characterization of Probes—Synthesis of Probe‐ 2 : 4‐formyl‐3‐hydroxy‐1,8‐naphthalic‐ n ‐butylimide ( M 2 ) was prepared according to the reported method 28. Probe‐ 2 was synthesized following a similar method to the Probe‐ 1 .…”

Section: Methodsmentioning

confidence: 99%

Rapid Response Fluorescence Probe Enabled In Vivo Diagnosis and Assessing Treatment Response of Hypochlorous Acid‐Mediated Rheumatoid Arthritis

et al. 2018

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Diagnosis and early assessment of the treatment response of rheumatoid arthritis (RA) necessitates a reliable bioanalytical method for rapid, sensitive, and specific detection of the hypochlorous acid (HOCl) biomarker in inflammatory diseases. Herein, two fluorescence probes, Probe‐1 and Probe‐2 are developed for quantitative monitoring and visualization of inflammatory response–related HOCl levels in vitro and in vivo. In the presence of HOCl, fluorescence “OFF–ON” response is obtained for both the probes as a result of specific HOCl‐triggered C=N bond cleavage reaction. Probe‐1 and Probe‐2 feature rapid response (<4 s), a high degree of sensitivity and selectivity toward HOCl, which allow them to be used for quantification of HOCl in a simulated physiological condition. Using Probe‐2 as the probe, fluorescence imaging and flow cytometry analysis of HOCl levels in lysosome of inflammatory mimic cells, visualization of HOCl generation in endotoxin‐induced inflammation of adult zebrafish and RA of mice are possible. Probe‐2 exhibits high effectiveness for early assessment of the treatment response of HOCl‐mediated RA in mice with an antiarthritic drug, methotrexate (MTX). The results demonstrate that Probe‐2 is a powerful tool for future studies on diagnosis and monitoring treatment efficiency in a broad range of inflammatory diseases, including RA.

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Section: Methodsmentioning

confidence: 99%

Rapid Response Fluorescence Probe Enabled In Vivo Diagnosis and Assessing Treatment Response of Hypochlorous Acid‐Mediated Rheumatoid Arthritis

et al. 2018

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“…In this regard, 1,8‐naphthalimide derivatives are a type of luminophore compounds which possess excellent optical properties, good chemical stability and easy modification. Because of their high fluorescence intensity and photostability, 1,8‐naphthalimide derivatives have been applied in a number of areas including light emitting diodes, medicine, cellular imaging, fluorescent sensor, colorimetric sensor …”

Section: Methodsmentioning

confidence: 99%

A Naphthalimide‐Based Fluorescent Turn‐On Sensor for the Selective Detection of Diethyl Chlorophosphate

Zhang

Cao

et al. 2018

ChemistrySelect

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A naphthalimide derivative, named 4-(2-aminophenoxy)-N-(2ethylhexyl)-naphthalimide (AEN), was synthesized and characterized by NMR and ESI-MS. The photophysical behaviors of AEN toward diethyl chlorophosphate (DCP) were investigated by fluorescence spectrometry. Moreover, the detection mechanism of AEN for DCP was evaluated by 1 H, 31 P NMR and ESI-MS spectroscopy. These results show that the fluorescence intensity of AEN significantly increased with the augment of DCP concentration. No obvious interference with the DCP detection was observed in the presence of other common solvents (e. g. tetrahydrofuran, dimethyl sulfoxide, n-hexane, N,N-dimethylformamide, and isopropanol), phosphorus-containing reagents (e. g. dimethyl methylphosphonate, and triethyl phosphate), brominated compounds (1-bromobutane) and chlorinated compounds (e. g. 1,2-dichloroethane, chlorobenzene, carbon tetrachloride), indicating that AEN possesses satisfactory selectivity and sensitivity for the detection of DCP.

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“…By contrast, oximes (CNOH) have been reported to react with sarin, soman, and DFP an order of magnitude faster than phenols in aqueous solutions, possibly owing to the so‐called α‐effect, but they require basic solutions . A variety of fluorescent materials based on the oxime nucleophiles have been developed for solution‐based detection, but not translated to film‐based vapor detection. For example, a fluorescent polymer containing an oxime moiety exhibited fluorescence “turn on” against DCP in solution and fluorescence “turn off” in the solid state against DCP vapor, the reason for which is unclear …”

Section: Solid‐state Fluorescence Sensing Of Nerve Agent and Simulantmentioning

confidence: 99%

Challenges in Fluorescence Detection of Chemical Warfare Agent Vapors Using Solid‐State Films

et al. 2019

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Organophosphorus (OP)‐based nerve agents are extremely toxic and potent acetylcholinesterase inhibitors and recent attacks involving nerve agents highlight the need for fast detection and intervention. Fluorescence‐based detection, where the sensing material undergoes a chemical reaction with the agent causing a measurable change in the luminescence, is one method for sensing and identifying nerve agents. Most studies use the simulants diethylchlorophosphate and di‐iso‐propylfluorophosphate to evaluate the performance of sensors due to their reduced toxicity relative to OP nerve agents. While detection of nerve agent simulants in solution is relatively widely reported, there are fewer reports on vapor detection using solid‐state sensors. Herein, progress in organic semiconductor sensing materials developed for solid‐state detection of OP‐based nerve agent vapors is reviewed. The effect of acid impurities arising from the hydrolysis of simulants and nerve agents on the efficacy and selectivity of the reported sensing materials is also discussed. Indeed, in some cases it is unclear whether it is the simulant that is detected or the acid hydrolysis products. Finally, it is highlighted that while analyte diffusion into the sensing film is critical in the design of fast, responsive sensing systems, it is an area that is currently not well studied.

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Fluorescent Sensing of a Nerve Agent Simulant with Dual Emission over Wide pH Range in Aqueous Solution

Cited by 50 publications

References 49 publications

Rapid Response Fluorescence Probe Enabled In Vivo Diagnosis and Assessing Treatment Response of Hypochlorous Acid‐Mediated Rheumatoid Arthritis

Rapid Response Fluorescence Probe Enabled In Vivo Diagnosis and Assessing Treatment Response of Hypochlorous Acid‐Mediated Rheumatoid Arthritis

A Naphthalimide‐Based Fluorescent Turn‐On Sensor for the Selective Detection of Diethyl Chlorophosphate

Challenges in Fluorescence Detection of Chemical Warfare Agent Vapors Using Solid‐State Films

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