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SENSORS AND ACTUATORS B-CHEMICAL · 2017 · IF 5.401

Poly(ionic liquid) as an efficient carrier of hydrophobic small-molecule probes for ion detections in pure aqueous environments

Ce-Ce Hu,Qiang Gao,Li-Li Chang,Dan Luo,Bo Han,Kai-Sheng Xia,Cheng-Gang Zhou

Expanding the availability of hydrophobic small-molecule probes in pure aqueous environments is an important issue likely to significantly impact their application prospects in sensing detections. The present work demonstrates for the first time that poly(ionic liquid) (PIL) can serve as a superior carrier, which not only enables hydrophobic small-molecule probes to readily disperse in pure water and but helps maximize their sensing performances. As a proof-of-concept, a hydrophobic rhodamine derivative carried by PIL, P(RhBHSA-co-META), was designed and applied for the colorimetric determination of Cu 2+ and further for CN − in fully aqueous solutions. Due to the positively charged nature of polymeric backbone, the P(RhBHSA-co-META) was highly water-soluble and could avoid non-specific bonding. Moreover, the strong inter- and intra-chain electrostatic repulsions made the P(RhBHSA-co-META) possible to be fully free and highly stretched in water, facilitating the accessibility of receptor binding sites. Excellent sensing performance of P(RhBHSA-co-META) toward Cu 2+ was achieved in terms of high sensitivity, ultrafast color/absorption response, and excellent anti-disturbance ability. Furthermore, the pre-formed P(RhBHSA-co-META)–Cu 2+ complex was also verified to be highly efficient for colorimetric determination of CN − , exhibiting high sensitivity and selectivity. This study provides a simple, effective, and extendable approach for designing water-soluble chemosensors for ion detections and other sensing applications.

研究领域: 分析化学 · 材料科学 · 环境科学
✓ 已验证 DOI 高影响因子
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DYES AND PIGMENTS · 2021 · IF 4.889

A novel fluorescent sensor based on triphenylamine with AIE properties for the highly sensitive detection of CN−

Bin Zuo,Lian Liu,Xicheng Feng,Denghui Li,Wanfang Li,Mingxian Huang,Qinyue Deng

In this study, a novel fluorescent sensor 1 built on triphenylamine was designed for the extremely sensitive detection of trace cyanide anions. The UV absorbance and fluorescence emission intensity of sensor 1 with aggregation-induced emission (AIE) properties vary with water fraction ( f w ). In the 1% DMSO aqueous solution, sensor 1 exhibits the optimal aggregation state and fluorescence intensity , and has high selectivity and sensitivity for cyanide ions (CN − ). From formula 3δ/S, it is clear that sensor 1 has an extremely low limit of detection (LOD) for CN − (LOD = 2.95 × 10 −8  mol/L). Excellent anti-interference performance and broad pH response scope (1.0–9.0) are also advantages of sensor 1. Fluorescence spectroscopy , 1 H NMR, 13 C NMR spectroscopy, HRMS, Job's plot analysis and density functional theory calculations have been employed to elucidate the sensing mechanism between TPEB and CN − . Through colorimetry and fluorescence approach, the sensor 1 test strip can easily detect CN − . Therefore, the novel sensor 1 provides a broad application prospect for detecting toxic environmental pollutants.

研究领域: 分析化学 · 环境科学
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JOURNAL OF HAZARDOUS MATERIALS · 2017 · IF 6.065

A novel “turn-on” fluorescent probe based on triphenylimidazole-hemicyanine dyad for colorimetric detection of CN− in 100% aqueous solution

Shuzhi Liu,Min Yang,Yijiang Liu,Hongbiao Chen,Huaming Li

A new colorimetric fluorescent probe (MCy) for CN − is designed and synthesized based on triphenylimidazole-hemicyanine dyad. The probe shows high selectivity towards CN − in 100% aqueous solution even in the presence of other competitive anions such as F − , Cl − , AcO − , NO 2 − , H 2 PO 4 − , I − , SCN − , SO 4 2− , NO 3 − , HCO 3 − , Br − and S 2− . Upon nucleophilic addition of CN − to the indolium group, the probe displays large blue-shift in UV–vis spectrum and remarkable “turn-on” fluorescence owing to the disruption of intramolecular charge transfer. Meanwhile, the probe also undergoes a naked-eye discernible color change from orange to light pink in the sunlight as well as an obvious fluorescence color change from non-emissive to bright blue under a UV lamp. The detection limit of CN − in aqueous solution can be as low as 20.6   nM, which is much lower than the permissible level of CN − in drinking water according to the WHO. In addition, the probe has been successfully used to determine CN − in real water samples as well as to fabricate test paper kit for CN − detection.

研究领域: 分析化学 · 环境科学
✓ 已验证 DOI PubMed 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2021 · IF 4.098

Controllable and reversible sensing cyanide ion using dual-functional Cu(II)-based ensemble

Jun Wang,Jinjun He,Jinsheng Zhang,Zhiming Chen,Jinfu Liang,Lin Chen

In this work, a dual-functional Cu 2+ -based ensemble (2 S ·Cu 2+ ) was well designed and characterized. Then, the successional and discriminating sensing for CN − over other competitive species (H 2 PO 4 − and biothiols) was achieved based on the disaggregation of 2 S ·Cu 2+ ensemble and the deprotonation of imidazole NH of regenerated sensor S in aqueous solution, respectively. The visual sensing mechanism could be clearly demonstrated by 1 H NMR, HRMS and energy changes between the HOMO−LUMO band gaps. Furthermore, the reversibility and reusability of S and 2 S ·Cu 2+ upon alternating addition of CN − /H + and CN − /Cu 2+ were studied. Interestingly, the sequential sensing for biothiols (cysteine, glutathione and homocysteine) and CN − was also realized through spectroscopic methodology and test paper strips. This work may provide a feasible strategy to discriminate CN − over H 2 PO 4 − and biothiols with high selectivity and sensitivity through Cu 2+ -based ensembles.

CAS / MDL: 10442-39-4
研究领域: 分析化学 · 环境科学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2021 · IF 4.098

A novel Near-Infrared fluorescent probe for Zn2+ and CN– double detection based on dicyanoisfluorone derivatives with highly sensitive and selective, and its application in Bioimaging

Liangqiang Wu,Yan Liu,Xiaodong Wu,Yapeng Li,Jianshi Du,Shaolong Qi,Qingbiao Yang,Hai Xu,Yaoxian Li

We have successfully synthesized NIRF as a near-infrared fluorescence probe for relay recognition of zinc and cyanide ions. The probe possesses well selectivity and anti-interference ability over common ions towards Zn 2+ and CN – . The results showed that Zn 2+ and the probe formed [NIRF-Zn 2+ ] complex after added Zn 2+ into the probe NIRF solution, which emited red fluorescence. The probe can be used for quantitative detection of Zn 2+ with a detection limit of 4.61 × 10 −8  M. It was determined that the binding stoichiometry between the NIRF and Zn 2+ was 1:1 according to the job , s curve. Subsequently, CN – was added to the NIRF-Zn 2+ solution, CN – combined with Zn 2+ to generate [Zn(CN – ) x ] 1-x due to the stronger binding ability between zinc ion and cyanogen, which lead to the red fluorescence disappeared. The quantitative detection of CN – was realized with a detection limit of 7.9 × 10 *7  M. In addition, the probe has excellent specificity and selectivity for Zn 2+ and CN – . And the probe can be stable in a wide range of pH. Through biological experiments, we found that it can complete cell imaging in macrophages and imaging of living mice, which has application prospects in Bioimaging. In addition, the probe NIRF has good applicability for Zn 2+ and CN – detection in actual samples.

研究领域: 分析化学 · 生物医学 · 材料科学
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MATERIALS CHEMISTRY AND PHYSICS · 2015 · IF 2.259

Coumarin amide derivatives as fluorescence chemosensors for cyanide anions

Qianqian Wu,Zhiqiang Liu,Duxia Cao,Ruifang Guan,Kangnan Wang,Yanyan Shan,Yongxiao Xu,Lin Ma

Four coumarin amide derivatives with 4-methyl coumarin or pyrene as terminal group have been synthesized. Their photophysical properties and recognition properties for cyanide anions have been examined. The results indicate that the compounds can recognize cyanide anions with obvious absorption and fluorescence spectra change, at the same time, obvious color and fluorescence change can be observed by naked eye. The in situ hydrogen nuclear magnetic resonance spectra and photophysical properties change confirm that Michael additions between the chemosensors and cyanide anions take place at the 4-position of coumarin.

CAS / MDL: 26093-31-2
研究领域: 分析化学 · 光物理化学
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MATERIALS CHEMISTRY AND PHYSICS · 2016 · IF 2.101

Two indole chalcone derivatives as chemosensor for cyanide anions

Yanyan Shan,Qianqian Wu,Ning Sun,Yunhui Sun,Duxia Cao,Zhiqiang Liu,Ruifang Guan,Yongxiao Xu,Xueying Yu

Two bromine substituted indole chalcone derivatives were synthesized via typical condensation reaction between 2-(hydroxyl)-4-bromine acetophenone and 3-indolealdehyde ( 1 ) or N-ethyl-3-indolealdehyde ( 2 ) in good yields. Their recognition properties for cyanide anions were investigated. The results indicate that the compounds exhibit quick and obvious color and fluorescence turn-on changes to cyanide anions with color changes from yellow to red ( 1 ) or from light yellow to deep yellow ( 2 ). Mechanism studies suggest that hydrogen bonding reaction between cyanide anions and N H moiety of compound 1 occurs, which leads to the red shift of absorption spectra and the deepening of color. To compound 2 , bonding mechanism is typical Michael reaction mechanism.

研究领域: 有机化学 · 分析化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY · 2012 · IF 2.421

Chalcone derivatives as fluorescence turn-on chemosensors for cyanide anions

Yunhui Sun,Huihui Chen,Duxia Cao,Zhiqiang Liu,Hongyu Chen,Yunlong Deng,Qi Fang

Three o -hydroxy chalcone derivatives 1–3 with carbazolyl ( 1 ), pyrene ( 2 ) and 4-nitrobenzene ( 3 ) as terminal group have been synthesized. Their crystal structures, photophysical properties in CH 3 CN and recognition properties for cyanide anions have also been examined. The research indicates that the stronger electroaffinity of the chalcone derivative's β-unit is beneficial to Michael reaction and can improve the response rate of the compound to cyanide anions. These compounds are found to be able to recognize cyanide anions with fluorescence turn-on response. Especially, compound 3 with strong electron accepting group exhibits remarkable response to cyanide anions in CH 3 CN H 2 O (1:1, v/v) solution with a ca. 40-fold intensity enhancement.

研究领域: 有机化学 · 分析化学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2021 · IF 4.098

Benzoindoxazine derivatives containing carbazole for detection of CN− and its application in plant seed extracts and cell imaging

Wei Pan,Guo-Guo Chen,Zhen-You Zhang,Xiao-Qun Cao,Shi-Li Shen,Xian-Hong Pang,Yan Zhu

Cyanide (CN − ) is a highly toxic compound that exists in many substances and is harmful to the environment and human health. Therefore, it is of great significance to develop excellent CN − ion probes, especially solvent-induced on–off fluorescent probes. Based on the condensation reaction of indolo[2,1-b][1,3]oxazine molecules with aldehydes, probes ( E )-13a-(2-(9-ethyl-9 H -carbazol-3-yl)vinyl)-14,14-dimethyl-10-nitro-13a,14-dihydro-8 H -benzo[e]benzo[5,6][1,3]oxazino[3,2-a]indole (NCO) and ( E )-13a-(2-(9-benzyl-9 H -carbazol-3-yl)vinyl)-14,14-dimethyl-10-nitro-13a,14-dihydro-8 H -benzo[e]benzo[5,6][1,3]oxazino[3,2-a]indole (NBO) were synthesized to detect CN − . Compared with other cyanogen ion probes, NCO and NBO have special carbazole ring structures and large conjugate systems. When CN − is added to the probe-detection solution, color changes that are visible to the naked eye can occur. The UV–vis spectrum test using differential spectroscopy shows that the probe (i) has excellent solvent-induced switching characteristics and stability (CH 3 OH–H 2 O) and (ii) high selectivity, anti-interference ability, and sensitivity for the detection of CN − . The fluorescence limit of detections (LODs) are 1.05 µM for NCO and 1.34 µM for NBO. The UV LODs are 0.83 µM for NCO and 0.87 µM for NBO. Fluorescence spectroscopy shows that the probe has remarkable fluorescence properties. Fluorescence titration experiments, liver cancer cell (Hep G2) imaging, and cytotoxicity experiments all show that the probes have high biocompatibility, low toxicity, high cell permeability, and high sensitivity for the detection of CN − in cells. In addition, NCO and NBO have been successfully used for the detection of cyanogenic glycosides in the seeds of ginkgo, crabapple, apple, and cherry. Test strips were fabricated to detect CN − . After adding CN − , the color of the test strip changed significantly—from brown to light yellow; thus, the test strips have a high application value in the fields of drug quality control, drug safety testing, and pharmacological research.

研究领域: 分析化学 · 生物医学 · 环境科学
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RSC Advances · 2013 ·Vol. 4 ·期 8 ·3701-3705 · IF 2.562

“Turn-on” fluorescent detection of cyanide based on polyamine-functionalized carbon quantum dots

Yongqiang Dong,Ruixue Wang,Wanrong Tian,Yuwu Chi,Guonan Chen

A simple, sensitive, rapid fluorescence (FL) sensor has been developed to detect cyanide ions (CN−) based on the branched polyethylenimine-capped carbon quantum dots (BPEI-GQDs). The amino groups at the surfaces of BPEI-GQDs can selectively and sensitively capture copper ions (Cu2+) to form absorbent cupric amine, which can quench the FL of BPEI-GQDs through an inner filter effect. CN− can combine strongly with Cu2+ to [Cu(CN)x]n− species, preventing Cu2+ from being captured by the amino groups of BPEI-GQDs. As a result, Cu2+ can't quench the FL of BPEI-GQDs anymore in the presence of CN−. In other words, CN− can “turn on” the FL signal of BPEI-GQDs/Cu2+ system, producing a “recovered” FL signal. After optimizing experimental conditions, we demonstrated that this easy methodology could offer a sensitive, selective, simple and rapid method for detection of CN− with a detection limit of 0.65 μM (S/N = 3) and a linear response range of 2 to 200 μM.

研究领域: 分析化学 · 纳米生物技术 · 环境毒理学 · 分子传感 · 食品安全
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