Coumarin based yellow emissive AIEE active probe: A colorimetric sensor for Cu2+ and fluorescent sensor for picric acid

Soufeena, P.P.; Nibila, T.A.; Aravindakshan, K. K.

doi:10.1016/j.saa.2019.117201

Cited by 40 publications

(12 citation statements)

References 68 publications

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“…Luminophores based on hydrazide Schiff Base shows strong fluorescence in solid state [38,39] . Enhancement of emission intensity in solid state may be attributed to the Restricted Intramolecular Rotation (RIR) inhibiting the non radiative decay through rotation around C=N [40] . The probe, H 2 L , in solid state shows strong emission at 540 nm with a shoulder at 570 nm upon excitation on 430 nm (Figure 4).…”

Section: Resultsmentioning

confidence: 99%

“…[38,39] Enhancement of emission intensity in solid state may be attributed to the Restricted Intramolecular Rotation (RIR) inhibiting the non radiative decay through rotation around C=N. [40] The probe, H 2 L, in solid state shows strong emission at 540 nm with a shoulder at 570 nm upon excitation on 430 nm (Figure 4). H 2 L may exist in keto and enol form which may exhibit emission at two different wavelengths; 540 and 570 nm respectively.…”

Section: Sensing Of Cu 2 +mentioning

confidence: 99%

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A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

et al. 2020

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1,1′‐((1E,1′E)‐((2E,2′E)(((phenylazanediyl)bis(4,1‐phenylene))bis‐(methanylylidene))bis‐ (hydrazine‐2,1‐diylidene))bis(methanylylidene))bis(naphthalen‐2‐ol), H2L shows high fluorescence emission (λem, 550 nm; λabs, 420 nm) which is selectively quenched by Cu2+ in presence of many other biologically important ions. The limit of detection (LOD), 7.3 nM is much lower than WHO recommended maximum permissible limit (20 μM) of Cu2+consumption in human body. The binding fashion of the probe to Cu2+ ion is 1 : 2 mole ratio and has been confirmed by Job's plot and ESI‐MS spectral data. The binding constant for Cu2+ is 4.93×1010 M−2 which also indicates sufficient stability and 1 : 2 complexation. On addition of cysteine to L‐Cu2+ensemble,the emission intensity (550 nm) enhances which accounts the release of Cu2+ from the non‐emissive complex and restores the total fluorogenic efficiency of probe, H2L (LOD (Cysteine), 36 nM). Thus, ON‐OFF‐ON mechanism of H2L has been utilized for selective and specific detection of Cu2+ and Cysteine over several other amino acids. In addition to this, the probe is treated on WI‐38 cell line to check cytotoxicity. This chemosensor, H2L has been successfully applied to examine intracellular trace quantity of Cu2+ and Cysteine concentration in Hep G2 Cell lines.

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Section: Resultsmentioning

confidence: 99%

Section: Sensing Of Cu 2 +mentioning

confidence: 99%

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

et al. 2020

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“…As evident in Figure 11a, the intense emission band exhibited by probe is almost completely quenched instantaneously after addition of PA only while other NACs have produced feeble quenching effect. The selective response of PHQ towards NACs has been further analyzed by evaluating fluorescence quenching efficiency using the equation η = I 0 -I/I 0 x 100%, [44] where,I 0 and I represent fluorescence intensity before and after addition of quencher (here, NACs) into PHQ hydrosol as represented by bar diagram in Figure 11b, which reflects more than 84% quenching of emission intensity (at 465 nm) of probe by PA aqueous solution while other NACs led to maximum quenching value of 28% establishing superior selectivity of PHQ for PA in semi-aqueous medium.…”

Section: Fluorogenic Sensing Studies Of Phq With Pamentioning

confidence: 99%

Mechanistic Insight into Selective Sensing of Hazardous Hg²⁺ and Explosive Picric Acid by Using a Pyrene‐Azine‐Hydroxyquinoline Framework in Differential Media

Mondal

Biswas

et al. 2020

ChemistrySelect

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A pyrene-hydroxyquinoline tethered ingeniously designed and developed azine based Schiff base luminophoric system, 2-((Z)-((E)-(pyren-1-ylmethylene)hydrazono)methyl)quinolin-8-ol (PHQ) has been explored as a selective 'TURN ON' chromofluorogenic sensor for hazardous Hg 2 + ions in ethanol/H 2 O (9 : 1,v/v) medium with detection limit of 0.22 μM and binding constant of 1.09 x 10 3 M À 1. The detail scrutiny of mechanism of interaction between PHQ and Hg 2 + is rationalized through various techniques like 1 H NMR titration, FT-IR, mass spectral analysis, theoretical computations, Job's plot, dynamic light scattering (DLS), transmission electron microscopy (TEM), time resolved excited state decay dynamics and fluorescence reversibility studies, which concretely declare a synergistic effect of supramolecular aggregation induced enhanced emission and deactivation of photo-induced electron transfer (PET) processes. On the other hand, a 'TURN OFF' luminescence feature of highly fluorescent PHQ hydrosol is utilized for the selective screening of powerful explosive picric acid (PA) in aqueous medium and mechanism is deciphered by means of steady state, time-resolved emission as well as computational studies which altogether reflect a combined effect of PET and ground state complexation between probe and PA. The commendable detection limit of 55 nM and Stern-Volmer quenching constant of 1.48 x 10 4 M À 1 with high quenching efficiency of 84% increases the pertinency of the nano-probe.

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“…There are two main reasons for AIEE phenomenon, namely restriction of intramolecular rotations (RIR) and restriction of intramolecular vibrations (RIV) [ 15 , 16 ]. Since the first report of AIEE molecules, these molecules have been widely studied and applied as chemical probes, bioprobes, and stimulus response probes, which provided a new way for organic luminescent materials to be applied in solid devices and high concentration conditions [ 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Flavanone-Based Fluorophores with Aggregation-Induced Emission Enhancement Characteristics for Mitochondria-Imaging and Zebrafish-Imaging

Liu

Luo

et al. 2020

Molecules

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Fluorophores with aggregation-induced emission enhancement (AIEE) characteristics applied in bioimaging have attracted more and more attention in recent years. In this work, a series of flavanone compounds with AIEE characteristics was developed and applied to fluorescence imaging of mitochondria and zebrafish. The compounds were readily prepared by the thermal dehydration of chalcone that was obtained by the reaction of o-hydroxyacetophenone and benzaldehyde. Two of these compounds showed significant AIEE characteristics by fluorescence performance experiments, including optical spectra, fluorescence spectra, fluorescence quantum yield (φF), fluorescence lifetime, and scanning electron microscopy (SEM). Compared with traditional organic fluorescent dyes, these compounds have high fluorescence emission and high fluorescence quantum yield in solid or aggregated state, which overcomes the shortcoming of aggregation-caused quenching (ACQ). More importantly, the two compounds exhibited low cytotoxicity and good cytocompatibility in A549 lung cells at the experimental concentration range and they specifically targeted mitochondria, which make it of great potential use in mitochondria labeling. In addition, they were embryonic membrane permeable and had different affinities for different tissues and organs of zebrafish, but mainly distributed in the digestive system, providing a basis for the application of such compounds in bioimaging. These AIEE compounds with superior properties could be of great potential use in mitochondria imaging and other in vivo studies.

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Coumarin based yellow emissive AIEE active probe: A colorimetric sensor for Cu2+ and fluorescent sensor for picric acid

Cited by 40 publications

References 68 publications

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

Mechanistic Insight into Selective Sensing of Hazardous Hg²⁺ and Explosive Picric Acid by Using a Pyrene‐Azine‐Hydroxyquinoline Framework in Differential Media

Flavanone-Based Fluorophores with Aggregation-Induced Emission Enhancement Characteristics for Mitochondria-Imaging and Zebrafish-Imaging

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Coumarin based yellow emissive AIEE active probe: A colorimetric sensor for Cu2+ and fluorescent sensor for picric acid

Cited by 40 publications

References 68 publications

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu2+ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu2+ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

Mechanistic Insight into Selective Sensing of Hazardous Hg2+ and Explosive Picric Acid by Using a Pyrene‐Azine‐Hydroxyquinoline Framework in Differential Media

Flavanone-Based Fluorophores with Aggregation-Induced Emission Enhancement Characteristics for Mitochondria-Imaging and Zebrafish-Imaging

Contact Info

Product

Resources

About

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

A Fluorogenic Triphenyl‐Amine‐Naphthyl‐Hydrazide Probe Selective for Cu²⁺ and Cysteine Detection via an ON‐OFF‐ON Logic path with Real Applications

Mechanistic Insight into Selective Sensing of Hazardous Hg²⁺ and Explosive Picric Acid by Using a Pyrene‐Azine‐Hydroxyquinoline Framework in Differential Media