Novel phenylalanine derivative-based turn-off fluorescent chemosensor for selective Cu2+ detection in physiological pH

Nagarajan, Rajendran; Ryoo, H.M.; Vanjare, Balasaheb D.; Choi, Nam Gyu; Lee, Ki Hwan

doi:10.1016/j.jphotochem.2021.113435

Cited by 27 publications

(5 citation statements)

References 26 publications

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“… 64 This consistent quenching is attributed to complexation, which hinders the electron-releasing capacity of CNS, resulting in a quenching behavior. 65 − 67 Hence, the mechanism behind the quenching in the presence of Cu 2+ ions is CHEQ i.e., chelation-enhanced quenching as depicted in Scheme 2 . The Irving–Williams rules further emphasize the strong complexation ability of Cu 2+ ions compared with other divalent first-row transition-metal ions.…”

Section: Resultsmentioning

confidence: 99%

Microwave-Assisted Synthesis of Functionalized Carbon Nanospheres Using Banana Peels: pH-Dependent Synthesis, Characterization, and Selective Sensing Applications

Chopra,

Parkesh

2024

ACS Omega

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This work presents a microwave-based green synthesis method for producing carbon nanospheres (CNSs) and investigates the impact of presynthesis pH on their size and assembly. The resulting CNSs are monodispersed, averaging 35 nm in size, and exhibit notable characteristics including high water solubility, photostability, and a narrow size distribution, achieved within a synthesis time of 15 min. The synthesized CNS features functional groups such as −OH, −COOH, –NH, −C–O–C, C–H, and −CH. This diversity empowers the CNS for various applications including sensing. The CNS exhibits a distinct UV peak at 282 nm and emits intense fluorescence at 430 nm upon excitation at 350 nm. These functionalized CNSs enable selective and specific sensing of Cu2+ ions and the amino acid tryptophan (Trp) in aqueous solutions. In the presence of Cu2+ ions, static-based quenching of CNS fluorescence was observed due to the chelation-enhanced quenching (CHEQ) effect. Notably, Cu2+ ions induce a substantial change in UV spectra alongside a red-shift in the peak position. The limits of detection and quantification for Cu2+ ions with CNS are determined as 0.73 and 2.45 μg/mL, respectively. Additionally, on interaction with tryptophan, the UV spectra of CNS display a marked increase in the peak at 282 nm, accompanied by a red-shift phenomenon. The limits of detection and quantification for l-tryptophan are 4.510 × 10–3 and 1.50 × 10–2 μg/mL, respectively, indicating its significant potential for biological applications. Furthermore, the practical applicability of CNSs is demonstrated by their successful implementation in analyzing real water samples and filter paper-based examination, showcasing their effectiveness for on-site sensing.

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Section: Resultsmentioning

confidence: 99%

Microwave-Assisted Synthesis of Functionalized Carbon Nanospheres Using Banana Peels: pH-Dependent Synthesis, Characterization, and Selective Sensing Applications

Chopra,

Parkesh

2024

ACS Omega

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“…The interference of other metal ions during the sensing of Fe 2+ using receptor1 was investigated by including 100 equivalents of each metal salt (0.01 mmol) (M = Ag + , Al 3+ , Ba 2+ , Bi 3+ , Ca 2+ , Cd 2+ , Co 2+ , Cr 3+ ,Cu 2+ , Fe 3+ , Hg 2+ , K + , Li + ,Mg 2+ , Mn 2+ , Na + , Ni 2+ , Pb 2+ , Sr 2+ , Zr 2+ , and Zn 2+ ) (Nagarajan et al 2021 ) dissolving in buffer solution. At the excited wavelength (λ ex ) 275 nm, the fluorescence intensity was measured.…”

Section: Methodsmentioning

confidence: 99%

An efficient 2-aminothiazolesalicylaldehyde fluorescent chemosensor for Fe2+ ion detection and a potential inhibitor of NUDT5 signaling hormone for breast cancer cell and molecular keypad lock application

Basha¹,

David

Nandhakumar

et al. 2022

Chem. Pap.

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A novel thiazole phenol conjugate, 2-aminothiazolesalicylaldehyde (receptor1) was designed and synthesized for the first time through a single step process via Schiff base condensation reaction. The formation of receptor1 was confirmed by FTIR, 13 C NMR, and 1 H NMR. The IR spectra confirmed the presence of the aldimine formation. It is further supported by the proton NMR, showing the disappearance of aldehyde peaks and the formation of a new imine peak. This is further corroborated by the 13 C NMR. The receptor1 complexing with various metal ions were studied through fluorescence spectroscopy showed its selectivity toward Fe 2+ ion following a reverse photoinduced electron transfer (PET) process compared to all other potentially competing ions. The receptor1 was applied as a sensor to sense Fe 2+ ion in water samples. The detection limit for Fe 2+ ion in drinking water was substantially lower (0.003 µM) than the EPA (environmental protection agency) recommendation (5.37 M). The capability of receptor1 in recovering Fe 2+ ion in bore water, tap water, and drinking water was up to 99.5%. The receptor1 was also used as a chelating ligand (receptor1) in molecular docking and it was assessed as a potential inhibitor of NUDT5, a silence hormone signaling for breast cancer. The test compound (PDB: 5NWH) showed good affinity toward the target receptor1 with the binding energy of – 5.23 kcal mol −1 . Furthermore, the receptor1 showed excellent reversibility property on adding EDTA solution. Due to the marvelous reversible property, a molecular-scale sequential information processing circuit is designed for the multi-task behavior such as ‘Writing-Reading-Erasing-Reading’ in the form of binary logic gate. The consecutive addition of Fe 2+ ion and EDTA solution to receptor1 paves a way for the construction of INHIBIT logic gate. Additionally, the receptor1 showed the mimicking behavior of molecular keypad lock. Supplementary Information The online version contains supplementary material available at 10.1007/s11696-022-02373-z.

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“…Competitive studies with other metal ions showed a selective quenching towards Cu 2+ ions within aqueous organic media with physiological pH with a LOD value of 3.0 μM. Further water analysis studies indicated the usefulness of this compound being capable of recovering 99.92% of the Cu 2+ ions in spiked tap and drinking water samples [25].…”

Section: Introductionmentioning

confidence: 92%

“…On the other hand, Cu 2+ is abundant in the body and plays a crucial role in diverse biological processes and cellular functioning. Abnormal concentration of Cu 2+ may lead to the disruption of metabolic processes and neurodegenerative diseases such as Alzheimer's and Wilson diseases [14,17,25]. The U.S. Environmental Protection Agency has set admissible levels of Hg 2+ and Cu 2+ in drinking water to be 10 nM and 20 μM, respectively.…”

Section: Introductionmentioning

confidence: 99%

Development of Fluorochromic Polymer Doped Materials as Platforms for Temperature Sensing Using Three Dansyl Derivatives Bearing a Sulfur Bridge

Lodeiro¹,

Duarte²,

Dobrikov

et al. 2023

Preprint

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Novel phenylalanine derivative-based turn-off fluorescent chemosensor for selective Cu2+ detection in physiological pH

Cited by 27 publications

References 26 publications

Microwave-Assisted Synthesis of Functionalized Carbon Nanospheres Using Banana Peels: pH-Dependent Synthesis, Characterization, and Selective Sensing Applications

Microwave-Assisted Synthesis of Functionalized Carbon Nanospheres Using Banana Peels: pH-Dependent Synthesis, Characterization, and Selective Sensing Applications

An efficient 2-aminothiazolesalicylaldehyde fluorescent chemosensor for Fe2+ ion detection and a potential inhibitor of NUDT5 signaling hormone for breast cancer cell and molecular keypad lock application

Development of Fluorochromic Polymer Doped Materials as Platforms for Temperature Sensing Using Three Dansyl Derivatives Bearing a Sulfur Bridge

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