A Fluorogenic and Chromogenic Probe Distinguishes Fluoride Anions and Thiols: Implications for Discrimination of Fluoride-Containing G Series and Sulfur-Containing V Series Nerve Agents

Wu, Wei-hui; Wang, Xin; Liang, Zong; Li, Dan; Xiao, Yanhua; Sui, Shaohui; Li, Jian; Li, Meng; Chen, Gao-yun; Luo, Teng; Liu, Min; Wang, Xinming; Jiang, Zhigang

doi:10.1007/s10895-020-02644-6

Cited by 3 publications

(4 citation statements)

References 27 publications

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“…The product in each step of organic synthesis was separated by silica gel Column chromatography. 1 H NMR and 13 C NMR were measured on a conventional NMR spectrometer (JEOL JNM-ECS 400 MHz). ESI-MS measurements were performed by an Angilent 6460 mass spectrometer.…”

Section: General Methodsmentioning

confidence: 99%

“…In recent years, increasing terrorist activities involving nerve agents have been earning wide concerns from the public and society. Motivated by the urgent requirement of early warning in a nerve agent terrorist attack, researchers have been dedicated to the development of sensitive and convenient techniques for nerve agent detection [7][8][9][10][11][12][13]. Many different kinds of methods have been developed for nerve agent detection including mass spectrometry, infrared spectroscopy, capillary electrophoresis, etc.…”

Section: Introductionmentioning

confidence: 99%

“…), 1.04-1.11 (t, 12H);13 C-NMR (400 MHz, DMSO-d6): δ 165.64, 154.15, 153.91, 151.85, 148.27, 142.05, 133.90, 132.93, 131.83, 129.42, 129.10, 128.92, 128.24, 127.71, 126.89, 126.67, 124.95, 123.67, 109.19, 108.15, 107.27, 105.87, 98.22, 97.25, 68.14, 59.45, 44.46, 44.05, 12.87 ppm; ESI-MS (C35H37N3O3): calculated (M + H) + : 548.28, found: 548.44.…”

mentioning

confidence: 99%

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A Rhodamine-Based Probe for Detection of Nerve Agents Simulants

Zong¹,

Zhang

Li³

et al. 2021

Advances in Transdisciplinary Engineering

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In this paper, a rhodamine-based fluorescent and chromogenic probe, N-(Rhodamine B)-lactam-2-aminobenzyl alcohol (RB-AB), was designed to detect nerve agent simulants. We firstly synthesized RB-AB probe by using rhodamine B and 2-aminobenzyl alcohol as main materials. Secondly, the RB-AB probe was applied to evaluate its ability to detect two nerve agent simulants, diethyl chloride phosphate (DCP) and methyl ethyl chloride phosphate (MECP). It was assumed that RB-AB could react with the nerve agent simulants through the benzyl alcohol group and then undergoes structural changes. As a result, the RB-AB detection solution shows fluorescent and color changes during detecting process. The maximum intensity of fluorescence emission increases with the addition of DCP or MECP in a dose-dependent manner. The LOD (limit of detection) of the probe is about 20 ppm for DCP. Moreover, a significant pink color change can be observed in the RB-AB system within a few seconds when detecting DCP or MECP. In conclusion, a rhodamine-based molecule as a fluorescent and chromogenic probe was developed for detecting nerve agent simulants. The RB-AB probe solutions can give rapid and off-on type optical changes including color and fluorescence when reacting with DCP or MECP. We anticipate that RB-AB probe can be used as a helpful tool for visual and fluorescent detection of nerve agents when meeting with terrorist attacks involving with these agents so that effective measures could be promptly taken to cope with the crises.

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Section: General Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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A Rhodamine-Based Probe for Detection of Nerve Agents Simulants

Zong¹,

Zhang

Li³

et al. 2021

Advances in Transdisciplinary Engineering

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“…1 Nerve agents consist mainly of some organophosphate compounds commonly known as organophosphorus (OP) nerve agents, such as sarin, soman, tabun and VX. 2,3 Though these agents have been strictly prohibited by the Chemical Weapons Convention which came into force on 29 April 1997, they were still used in the Syrian civil war and the assassination of Kim Jong-Nam in Malaysia. 4,5 In particular, potential exposure to nerve agents due to terrorist activity has become a serious threat to civilian populations since the Tokyo subway sarin attack occurred in 1995, in which more than 5500 civilians were exposed and 12 died.…”

Section: Introductionmentioning

confidence: 99%

A salicylaldoximate-based AIE probe for the detection of the nerve agent simulant DCP

Li¹,

Liang²,

Li³

et al. 2023

J. Mater. Chem. C

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I Bind It That Way – Bioorthogonal Unmasking of Pro‐Fluorescent Quinone Methides

Kern,

Lövei,

Kele

et al. 2024

Eur J Org Chem

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Proof‐of‐concept studies for the bioorthogonally controlled generation of pro‐fluorescent quinone‐methides are presented here. The novel concept relies on a click‐to‐release tetrazine unit that chemically cages a pro‐fluorescent quinone methide precursor. On a synthetically readily accessible model compound we demonstrate that IEDDA reaction of the tetrazine with a TCO leads to the liberation of a pro‐fluorescent quinone methide, which is readily captured by nearby nucleophiles to form a fluorescent scaffold. Unlike in previous approaches to access bioorthogonally activatable fluorogenic probes, where the tetrazine unit acted as a quencher of fluorescence, the role of the tetrazine is redefined here. Such repurposed role of tetrazines is foreseen to address the limitations of tetrazine‐quenched red / NIR excitable fluorogenic probes.

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A Fluorogenic and Chromogenic Probe Distinguishes Fluoride Anions and Thiols: Implications for Discrimination of Fluoride-Containing G Series and Sulfur-Containing V Series Nerve Agents

Cited by 3 publications

References 27 publications

A Rhodamine-Based Probe for Detection of Nerve Agents Simulants

A Rhodamine-Based Probe for Detection of Nerve Agents Simulants

A salicylaldoximate-based AIE probe for the detection of the nerve agent simulant DCP

I Bind It That Way – Bioorthogonal Unmasking of Pro‐Fluorescent Quinone Methides

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