A salicylaldehyde benzoyl hydrazone based near-infrared probe for copper(<scp>ii</scp>) and its bioimaging applications

Zhao, Jie; Wang, Yueyuan; Chen, Wenling; Hao, Guangshu; Sun, Jianyuan; Shi, Qing; Tian, Fang; Ma, Run-Tian

doi:10.1039/d1ra08616b

Cited by 18 publications

(6 citation statements)

References 48 publications

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“…It is well known that hydrazone and its derivatives could be used as a probe for the detection of Ag + , Co 2+ , Cu 2+ , and other metal ions. [46,47] In the experiment, the typical metal ions such as Ag + , Al 3+ , Cd 2+ , Ca 2+ , Ce 2+ , Co 2+ , Cr 2+ , Cu 2+ , Fe 2+ , Fe 3+ , Hg 2+ , K + , Mg 2+ , Mn 2+ , Na + , Pb 2+, and Zn 2+ were selected and mixed with PAHZ-OG solution of DMSO, and then the fluorescence spectra were recorded. As shown in Figure 5a, the introduction of most metal ions into the PAHZ-OG solution resulted in a slight decrease in its fluorescence intensity.…”

Section: Specific Detection Of Pahz-og Tozn 2+ Ionsmentioning

confidence: 99%

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Guo,

Huang,

Lin

et al. 2023

Macro Chemistry & Physics

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The trace element Zn2+ plays an important role in the human body, but it is challenging to realize its qualitative and quantitative detection. Herein, inspired by the specific detection of the commercial dithizone to Zn2+, a series of polyacylhydrazones with polymerization‐induced emission (PIE) properties were successfully prepared and applied to the specific recognition and detection of Zn2+. It was found that all selected monomers did not emit fluorescence. In contrast, the as‐prepared polyacylhydrazone could emit strong fluorescence at 455 nm, due to the intramolecular aggregation of acylhydrazone groups along the macromolecular chains, indicating a significant PIE effect. As we expected, the polyacylhydrazone could specifically recognize and detect Zn2+ ions from 17 metal ions by the significantly enhanced fluorescence with a lower limit of detection (LOD) of 66 nM. Additionally, the complexation ratio of 2:1 between the repeating units in polyacylhydrazone and Zn2+, the coordination of Zn2+ with N and O atoms on acylhydrazone groups, and the fluorescence enhancement induced via intramolecular proton transfer were confirmed by 1H NMR and FT‐IR measurements. In conclusion, the successful preparation of PIE‐active polyacylhydrazones and the specific detection of Zn2+ ions provide a useful reference for the molecular design of new functional materials on the base of the traditional detection methods.This article is protected by copyright. All rights reserved

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Section: Specific Detection Of Pahz-og Tozn 2+ Ionsmentioning

confidence: 99%

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Guo,

Huang,

Lin

et al. 2023

Macro Chemistry & Physics

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“…Fluorescent probes have attracted much attention because of their high sensitivity, good selectivity, fast response time, simple operation, and good biological imaging performance. In recent years, many small molecular uorescent probes for detecting Cu ions have been developed [14][15][16][17][18][19][20][21] . However, most of them have shortcomings such as complex synthesis, low selectivity, and slow response time.…”

Section: Introductionmentioning

confidence: 99%

Two Novel coumarin-based fluorescent probes for the detection of Cu2+ and biological applications

Zhang

Huang

Wang

et al. 2023

Preprint

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Large accumulations of copper (Cu) ions in the human body may cause damage, including organ and brain damage. In recent years, studies have proven that a large accumulation of Cu ions can lead to Parkinson's disease and Alzheimer's disease, therefore it is great important to develop novel strategies for detecting trace Cu in environmental and biological samples. In this work, we designed two new coumarin-based colorimetric and fluorescent probes HQ1 and HQ2. These two probes could selectively respond to Cu2+ with obvious color and fluorescence changes, and the presence of other metal ions had no effect on these changes. The two probes also exhibited high sensitivity for Cu2+, with a detection limit as low as 1.81×10-8 M/ 1.57×10-8 M. Notably, the two probes showed potential practical applications and were successfully used for detecting Cu2+ in a test strip, A549 cells and living zebrafish larvae.

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“…In recent years, many small molecular fluorescent probes for detecting Cu ions have been developed. [14][15][16][17][18][19][20][21] However, most of them have shortcomings such as complex synthesis, low selectivity, and slow response time. It is well known that the key element of probe design is the ability of an excellently chosen fluorophore to combine with the detection group for specific recognition.…”

Section: Introductionmentioning

confidence: 99%

Two novel coumarin-based fluorescent probes for the detection of Cu²⁺ and biological applications

Zhang,

Huang,

Wang

et al. 2023

Journal of Chemical Research

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Large accumulations of copper (Cu) ions in the human body may cause damage, including organ and brain damage. In recent years, studies have proven that a large accumulation of Cu ions can lead to Parkinson’s disease and Alzheimer’s disease; therefore, it is great important to develop novel strategies for detecting trace Cu in environmental and biological samples. In this work, we designed two new coumarin-based colorimetric and fluorescent probes, HQ1 and HQ2. These two probes could selectively respond to Cu2+ with obvious color and fluorescence changes, and the presence of other metal ions had no effect on these changes. The two probes also exhibited high sensitivity for Cu2+, with a detection limit as low as 1.81 × 10–8 M/1.57 × 10–8 M. Notably, the two probes showed potential practical applications and were successfully used for detecting Cu2+ in a test strip, A549 cells, and living zebrafish larvae.

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A salicylaldehyde benzoyl hydrazone based near-infrared probe for copper(ii) and its bioimaging applications

Abstract: A near infrared fluorescent probe utilizing the salicylaldehyde benzoyl hydrazone group as the Cu2+ receptor was developed and used to selectively and sensitively monitor Cu2+ in living systems.

Cited by 18 publications

References 48 publications

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Two Novel coumarin-based fluorescent probes for the detection of Cu2+ and biological applications

Two novel coumarin-based fluorescent probes for the detection of Cu²⁺ and biological applications

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A salicylaldehyde benzoyl hydrazone based near-infrared probe for copper(ii) and its bioimaging applications

Abstract: A near infrared fluorescent probe utilizing the salicylaldehyde benzoyl hydrazone group as the Cu2+ receptor was developed and used to selectively and sensitively monitor Cu2+ in living systems.

Cited by 18 publications

References 48 publications

Preparation and Specific Detection of Zn2+ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Preparation and Specific Detection of Zn2+ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Two Novel coumarin-based fluorescent probes for the detection of Cu2+ and biological applications

Two novel coumarin-based fluorescent probes for the detection of Cu2+ and biological applications

Contact Info

Product

Resources

About

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Preparation and Specific Detection of Zn²⁺ Ions of Polyacylhydrazones with Polymerization‐Induced Emission

Two novel coumarin-based fluorescent probes for the detection of Cu²⁺ and biological applications