Fluorescent sensing (Cu2+ and pH) and visualization of latent fingerprints using an AIE-active naphthaldehyde-pyridoxal conjugated Schiff base

Bhardwaj, Vinita; Kumar, Santosh; Sahoo, Suban K.

doi:10.1016/j.microc.2022.107404

Cited by 54 publications

(11 citation statements)

References 48 publications

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“…The receptor L (50 μM) in DMSO showed a yellow emission at 540 nm with a shoulder band at 582 nm. The two emission bands from L supported the presence of both enol and keto forms of L at the excited state because of the excited state intramolecular proton transfer (ESIPT) process [31,32] . The yellow emission of L was maintained with the increase in the f buffer from 10 to 40 % in DMSO ( Figure 1 a ).…”

Section: Resultsmentioning

confidence: 79%

“…The selectivity of AIEgen L towards Cu 2+ can also be visually detected from the quenching of the red‐emitting fluorescent color. It is expected that the formation of L‐Cu 2+ complex quenched the fluorescence of L at 608 nm due to the electron transfer from the excited AIEgen L to the paramagnetic Cu 2+ [32,34] . In addition, the ESIPT process may be supressed due to the chelation‐enhanced fluorescence quenching (CHEQ) effect.…”

Section: Resultsmentioning

confidence: 99%

“…The two emission bands from L supported the presence of both enol and keto forms of L at the excited state because of the excited state intramolecular proton transfer (ESIPT) process. [31,32] The yellow emission of L was maintained with the increase in the f buffer from 10 to 40 % in DMSO (Figure 1a). An astounding change from f buffer 50 to 70 % was observed, where the emission intensity declined at 540 nm with the fluorescence enhancement at 582 nm.…”

Section: Aie Behaviour Of Lmentioning

confidence: 95%

“…It is expected that the formation of L-Cu 2 + complex quenched the fluorescence of L at 608 nm due to the electron transfer from the excited AIEgen L to the paramagnetic Cu 2 + . [32,34] In addition, the ESIPT process may be supressed due to the chelation-enhanced fluorescence quenching (CHEQ) effect. Subsequenly, the compititive experiments were conducted to examine the interference of other metal ions.…”

Section: Sensing Of Cu 2 +mentioning

confidence: 99%

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Probing Biothiols Using a Red‐Emitting Pyridoxal Derivative by Adopting Copper(II) Displacement Approach and Cell Imaging

Bhardwaj

Patel

Majeed

et al. 2022

Chemistry & Biodiversity

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An aggregation-induced emission (AIE) active Schiff base L was obtained by reacting pyridoxal and 2hydroxy-1-naphthaldehyde with p-phenylenediamine in two simple steps. The colorimetric, UV/VIS and fluorescence studies of L revealed that the yellow emissive L (λ em = 540 nm, λ ex = 450 nm) in pure DMSO turned to a red-emissive L, when the poor solvent fraction (HEPES buffer, 10 mM, pH 7.4) was increased above 50 % in DMSO. The SEM and DLS results indicated the formation of self-aggregates of L that restricted the intramolecular motion and promoted the excited state intramolecular proton transfer (ESIPT) process. The cations sensing ability of the AIEgen L was explored in HEPES buffer (5 % DMSO, 10 mM, pH 7.4), where Cu 2 + selectively quenched the fluorescence at 608 nm due to the chelation-enhanced fluorescence quenching (CHEQ) effect with an estimated sensitivity limit of 0.9 μM. Subsequently, the in situ formed AIEgen L-Cu 2 + complex was applied for the cascade detection of glutathione (GSH), cysteine (Cys) and homocysteine (Hcy). The decomplexation of Cu 2 + from the AIEgen L-Cu 2 + by GSH, Cys and Hcy restored the quenched fluorescence emission of AIEgen L at 608 nm. With this Cu 2 + displacement approach, the concentration of Cys, Hcy and GSH can be detected down to 2.8 μM, 3.12 μM and 2.0 μM, respectively. The practical utility of AIEgen L and AIEgen L-Cu 2 + was examined by monitoring the selective analytes in real environmental and biological samples, and also applied successfully for the cell imaging applications.

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Section: Resultsmentioning

confidence: 79%

Section: Resultsmentioning

confidence: 99%

Section: Aie Behaviour Of Lmentioning

confidence: 95%

Section: Sensing Of Cu 2 +mentioning

confidence: 99%

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Probing Biothiols Using a Red‐Emitting Pyridoxal Derivative by Adopting Copper(II) Displacement Approach and Cell Imaging

Bhardwaj

Patel

Majeed

et al. 2022

Chemistry & Biodiversity

Self Cite

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“…Although copper is an essential element of biological systems and is considered one of the important nutrients for plants and animals, at higher concentrations copper has toxic effects on organisms and is associated with several diseases, such as Alzheimer’s, Parkinson’s, Menkes, and Wilson’s disease. Because of the paramagnetic nature of Cu 2+ , most of the Cu 2+ -sensitive AIE Schiff base probes belong to the TURN-OFF type. − …”

Section: Detection Of Cationsmentioning

confidence: 99%

Schiff Base Aggregation-Induced Emission Luminogens for Sensing Applications: A Review

et al. 2022

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Fluorescence sensing can not only identify a target substrate qualitatively but also achieve the purpose of quantitative detection through the change of the fluorescence signal. It has the advantages of immense sensitivity, rapid response, and excellent selectivity. The proposed aggregation-induced emission (AIE) concept solves the problem of the fluorescence of traditional fluorescent molecules becoming weak or quenched in high concentration or aggregated state conditions. Schiff base fluorescent probes have the advantages of simple synthesis, low toxicity, and easy design. They are often used for the detection of various substances. In this review we cover late developments in Schiff base compounds with AIE characteristics working as fluorescence sensors.

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3‐Hydroxy‐2‐naphthohydrazide: A Commercially Available Compound for Fluorescence Sensing of Ortho‐Vanillin and Vanillin

Patel,

Bhardwaj,

Jali

et al. 2024

Luminescence

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Vanillin and ortho‐vanillin are the most important flavoring additives used in the food industry at a large scale. Herein, the aggregation‐induced emission (AIE) behavior of commercially available 3‐hydroxy‐2‐naphthohydrazide (3HN) was explored and applied for the detection of vanillin and ortho‐vanillin. The weakly fluorescent 3HN in DMSO showed fluorescence enhancement at 500 nm with the increase in HEPES or PBS buffer (pH 7.4) fractions in DMSO. The 3HN in DMSO containing 30% HEPES buffer is used as Probe 1 for the selective detection of ortho‐vanillin. Probe 1 showed a new fluorescence emission at 415 nm for ortho‐vanillin without altering the probe emission at 500 nm. With high specificity, Probe 1 can detect ortho‐vanillin down to 0.3 μM. In contrast, 3HN in DMSO containing 20% PBS buffer is used as Probe 2 for the selective turn‐off detection of vanillin. The green fluorescence emission of Probe 2 at 500 nm is selectively quenched by vanillin with a detection limit of 0.8 μM. Finally, the analytical novelty of the developed probes was examined by quantifying ortho‐vanillin and vanillin in spiked food samples with good recovery percentages.

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Fluorescent sensing (Cu2+ and pH) and visualization of latent fingerprints using an AIE-active naphthaldehyde-pyridoxal conjugated Schiff base

Cited by 54 publications

References 48 publications

Probing Biothiols Using a Red‐Emitting Pyridoxal Derivative by Adopting Copper(II) Displacement Approach and Cell Imaging

Probing Biothiols Using a Red‐Emitting Pyridoxal Derivative by Adopting Copper(II) Displacement Approach and Cell Imaging

Schiff Base Aggregation-Induced Emission Luminogens for Sensing Applications: A Review

3‐Hydroxy‐2‐naphthohydrazide: A Commercially Available Compound for Fluorescence Sensing of Ortho‐Vanillin and Vanillin

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