Fluorescence response of a thiazolidine carboxylic acid derivative for the selective and nanomolar detection of Zn(<scp>ii</scp>) ions: quantum chemical calculations and application in real samples

Balakrishnan, Chithiraivel; Theetharappan, M.; Natarajan, Satheesh; Thalamuthu, S.; Neelakantan, M.A.

doi:10.1039/c5ra21277d

Cited by 12 publications

(3 citation statements)

References 75 publications

(21 reference statements)

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“…The interaction of metal ions with oxygen atoms in the benzene ring and nitrogen atom in the thiazolidine group changes their electron‐withdrawing properties. The possible reasons may be the formation of deprotonated Sen‐1 and also prevention of photo‐induced electron transfer processing by the addition of Zn 2+ ions …”

Section: Resultsmentioning

confidence: 99%

“…The possible reasons may be the formation of deprotonated Sen-1 and also prevention of photo-induced electron transfer processing by the addition of Zn 2+ ions. [48][49][50] The fluorescence quantum yield (Φ F ) of Sen-1 after saturation with Zn 2+ ions was determined at room temperature by the comparative method in water (Supporting Information Figure S14). The Φ F value of Sen-1 + Zn was found to be 0.52 (Supporting Information Table S1).…”

Section: The Effect Of Metal Ions On Fluorescence Propertiesmentioning

confidence: 99%

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Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative

Bilgiçli

Günsel

et al. 2020

Applied Organom Chemis

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In this study, simple on–off fluorescent/UV–visible (UV–Vis) probes were easily prepared using 2‐(2‐hydroxyphenyl)thiazolidine‐4‐carboxylic acid (Sen‐1) and/or 2‐(2‐hydroxy‐5‐nitrophenyl)thiazolidine‐4‐carboxylic acid (Sen‐2) for fast detection of Zn2+ ions. Their sensing properties towards common metal ions were investigated using UV–Vis and fluorescence spectroscopies. Sen‐1 and Sen‐2 displayed a significant change with the addition of Zn2+ ions in the UV–Vis spectra. The addition of Zn2+ ions induced a 104 nm bathochromic shift for Sen‐1. The binding ratio towards Zn2+ metal ions was determined to be 1:1 by using Job plot analysis and fluorescence spectroscopy. The association constant and free energy (ΔG) of Sen‐1 and Sen‐2 towards Zn2+ ions were calculated by the Benesi–Hildebrand equation. The limit of detection of Sen‐1 towards Zn2+ ions is 3.73 × 10−8 M, which is about 1/100 of the value recommended by the World Health Organization for drinking water. Sen‐1 was successfully applied to detect Zn2+ ions in water samples and the fluorescence test strip was prepared for visual detection of Zn2+ ions. Finally, the quantum chemical parameters of Sen‐1 and Sen‐2, such as highest occupied molecular orbital, lowest unoccupied molecular orbital, and chemical hardness, were investigated by the Becke, three‐parameter, Lee–Yang–Parr, Hartree–Fock, and M062x methods.

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Section: Resultsmentioning

confidence: 99%

Section: The Effect Of Metal Ions On Fluorescence Propertiesmentioning

confidence: 99%

Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative

Bilgiçli

Günsel

et al. 2020

Applied Organom Chemis

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“…These efforts have targeted potential applications in the fields of chemistry, biology, and engineering [4,7]. Similarly, the optical properties of thiazolidine rings have received attention due to their electronic characteristics [8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

Griebeler,

Bach,

Silva

et al. 2023

Compounds

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This study presents a comprehensive analysis of the synthesis and photophysical properties of thiazolidine-functionalized chiral ionic liquids (CILs) derived from L-cysteine. The synthesis involves a four-step route, encompassing N-protection, coupling reactions with bromoalcohols, and ionic liquid formation. The optical properties of the compounds were evaluated using UV–Vis absorption and fluorescence emission spectroscopies, revealing distinct behavior for different heterocycles and counter-ions. Notably, the investigation reveals that thiazolidine-based CILs exhibit unconventional intrinsic luminescence characteristics. Building upon these photophysical properties, an interaction study was conducted between copper (II) and the CILs. The findings exhibit a robust linear relationship between the optical response and the concentration of the metal ion. Through the calculation of the Stern–Volmer quenching constant, it was determined that the 1:1 binding model is applicable. This research underscores the potential of UV–Vis absorption spectroscopy as a highly sensitive method for detecting metal ions. By elucidating the synthesis, photophysical behavior, and metal ion interaction of thiazolidine-based CILs, this study contributes valuable insights into the field of functionalized ionic liquids and their potential applications in various areas.

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Coumarin Derived “Turn on” Fluorescent Sensor for Selective Detection of Cadmium (II) Ion: Spectroscopic Studies and Validation of Sensing Mechanism by DFT Calculations

et al. 2019

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Fluorescence response of a thiazolidine carboxylic acid derivative for the selective and nanomolar detection of Zn(ii) ions: quantum chemical calculations and application in real samples

Abstract: A turn-on fluorescent sensor (L) for Zn2+detection in nano molar scale was synthesized and characterized. L shows fluorescence withKlebsiella pneumoniaandE. coli. L was utilized to detect Zn2+ions and bacteria in environmental water samples.

Cited by 12 publications

References 75 publications

Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative

Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative

Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

Coumarin Derived “Turn on” Fluorescent Sensor for Selective Detection of Cadmium (II) Ion: Spectroscopic Studies and Validation of Sensing Mechanism by DFT Calculations

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Fluorescence response of a thiazolidine carboxylic acid derivative for the selective and nanomolar detection of Zn(ii) ions: quantum chemical calculations and application in real samples

Abstract: A turn-on fluorescent sensor (L) for Zn2+detection in nano molar scale was synthesized and characterized. L shows fluorescence withKlebsiella pneumoniaandE. coli. L was utilized to detect Zn2+ions and bacteria in environmental water samples.

Cited by 12 publications

References 75 publications

Turn‐on fluorescent probe for Zn2+ ions based on thiazolidine derivative

Turn‐on fluorescent probe for Zn2+ ions based on thiazolidine derivative

Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

Coumarin Derived “Turn on” Fluorescent Sensor for Selective Detection of Cadmium (II) Ion: Spectroscopic Studies and Validation of Sensing Mechanism by DFT Calculations

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Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative

Turn‐on fluorescent probe for Zn²⁺ ions based on thiazolidine derivative