Selective fluorescent recognition of Zn2+ by using chiral binaphthol-pyrene probes

Shirbhate, Mukesh E.; Jeong, Yerin; Ko, Gyeongju; Baek, Gain; Kim, Gyoungmi; Kwon, Yong Uk; Kim, Kwan Mook; Yoon, Juyoung

doi:10.1016/j.dyepig.2019.03.063

Cited by 33 publications

(14 citation statements)

References 36 publications

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“…The spectrum obtained is shown in Figure 3. The results show that the addition of coexisting metal ions only slightly reduces the fluorescence intensity of L ‐Mg 2+ , and the presence of these metal ions will not affect the recognition of Mg 2+ by probe H 2 L [22] …”

Section: Resultsmentioning

confidence: 91%

“…The spectrum obtained is shown in Figure 3. The results show that the addition of coexisting metal ions only slightly reduces the fluorescence intensity of L-Mg 2 + , and the presence of these metal ions will not affect the recognition of Mg 2 + by probe H 2 L. [22] Scheme 1. Synthesis route of probe H 2 L. To study the sensitivity of probe H 2 L for Mg 2 + recognition, the relationship between Mg 2 + concentration and fluorescence intensity was studied.…”

Section: The Effect Of Coexisting Metal Ions On the Recognition Of Mg 2 + By Probe H 2 Lmentioning

confidence: 94%

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Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe

et al. 2021

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A Schiff base fluorescent probe compound H2L (N′‐(4‐bromo‐2‐hydroxy‐benzylidene)‐3‐hydroxy‐2naphthohydrazide) was synthesized using 3‐hydroxy‐2‐naphthoic acid hydrazide as raw material. The structure of H2L was characterized by NMR, IR, MS, and XRD methods. The fluorescence performance of H2L was studied by UV and FS. The results show that in 1 : 4 water system /DMSO solution (water system: 20 % triethanolamine:0.1 mol/L L‐cysteamine acid=1 : 1), H2L can be used to quickly identify Mg2+ with an obvious fluorescence enhancement and redshift. A color change “light green→bright yellow” can be clearly observed with the naked eye. The Mg2+ concentration shows a good linear relationship in the range of 0–1.0×10−5 mol/L, with a detection limit of 1.77×10−7 mol/L with good stability and reversibility. The response mechanism was explored through Job's curve, NMR titration and MS, which showed that Mg2+ can form a 1 : 1 complex with H2L. A gel (SAL) was prepared by doping H2L into sodium alginate (SA). SAL was found to show good adsorption properties for Mg2+ and can be easily distinguished by the naked eye under ultraviolet light. The microscopic morphology and composition of SAL before and after Mg2+ adsorption were analyzed by SEM‐EDS. H2L can be used for the qualitative detection of Mg2+ in actual water samples without being affected by other common metal ions, and has potential application value in the field of environmental detection.

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Section: Resultsmentioning

confidence: 91%

Section: The Effect Of Coexisting Metal Ions On the Recognition Of Mg 2 + By Probe H 2 Lmentioning

confidence: 94%

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe

et al. 2021

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“…Thus, the development of fluorescence sensors to monitor the concentration of Zn 2+ has drawn much attention of scientists. 38 , 39 …”

Section: Introductionmentioning

confidence: 99%

ESIPT-Active 8-Hydroxyquinoline-Based Fluorescence Sensor for Zn(II) Detection and Aggregation-Induced Emission of the Zn(II) Complex

Wang

Cao

et al. 2022

ACS Omega

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A D−π–A type quinoline derivative, 2-(((4-(1, 2, 2-triphenylvinyl)phenyl)imino)methyl)quinolin-8-ol ( HL ), was synthesized and structurally characterized. The five-membered ring formed by the O–H···N hydrogen bond in HL contributed to the excited-state intramolecular proton transfer (ESIPT) behavior of HL , which was further verified by theoretical computations. Upon coordination with Zn 2+ , the hydroxyl proton in HL was removed, resulting in the inhibition of ESIPT. In the meanwhile, the formed Zn 2 L 4 complex displayed aggregation-induced emission (AIE) character in THF/H 2 O mixtures, which is conducive to the fluorescence enhancement in aqueous media. Structure analysis suggested that the origin of the AIE characteristic was attributed to restriction of intramolecular rotations along with the formation of J -aggregates. Based on ESIPT coupled with AIE, HL could recognize Zn(II) in aqueous media via an orange fluorescence turn-on mode. Benefitting from the AIE property, chemosensor HL was successfully applied to fabricate test strips for rapid sensing of Zn(II) ions.

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“…To avoid such drawbacks, and using the special advantages of fluorescence criteria such as its easy performance, high sensitivity, genuine selectivity, fast, simple and real time response, 17,18 various fluorescent probes have been developed for recognition of Zn 2+ ions. [19][20][21][22][23][24][25] Furthermore, for improving either the sensitivity and/or selectivity of Zn 2+ sensing, Schiff bases as chemosensors have great attention. [26][27][28][29][30][31][32][33] As an extension of our previous works [34][35][36][37] using Schiff bases as chemosensors, in the present work, we present a highly selective and sensitive novel fluorescence probe (E)-1-((thiazol-2-ylimino)methyl)naphthalen-2-ol (TYMN) which can detect Zn 2+ via a fluorescence enhancement.…”

Section: Introductionmentioning

confidence: 99%

A Simple Fluorescent Chemosensor for Detection of Zinc Ions in Some Real Samples and Intracellular Imaging in Living Cells

Aziz

Aboelhasan

Sayed

2020

J. Braz. Chem. Soc.

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A new designed fluorescent chemosensor TYMN ((E)-1-((thiazol-2-ylimino)methyl) naphthalen-2-ol) for highly sensitive and selective tracing of trace amount of Zn 2+ ions in some real samples was synthesized and characterized. The sensor TYMN can detect Zn 2+ ions via fluorescence enhancement with a high selectivity over a wide range of metal ions, especially Cd 2+. The sensor showed large fluorescence enhancement upon complexation with Zn 2+ and simultaneous color change from yellow to orange. The limit of detection was analyzed to be 0.0311 μM with a linear dynamic range 0.1-1.0 μM. The sensor could work in a pH span of 5.0-8.0. Based on the physicochemical and analytical methods like electrospray ionization (ESI)-mass, Job plot, 1 H nuclear magnetic resonance (NMR) and theoretical calculations, the detection mechanism for Zn 2+ was explained based on restriction of internal charge transfer (ICT) mechanism. TYMN sensor was potentially utilized for Zn 2+ ions concentration evaluation in some real samples. Fluorescence microscopy experiments revealed that probe TYMN may have application as a fluorophore to detect the Zn 2+ in living cells.

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Selective fluorescent recognition of Zn2+ by using chiral binaphthol-pyrene probes

Cited by 33 publications

References 36 publications

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe

ESIPT-Active 8-Hydroxyquinoline-Based Fluorescence Sensor for Zn(II) Detection and Aggregation-Induced Emission of the Zn(II) Complex

A Simple Fluorescent Chemosensor for Detection of Zinc Ions in Some Real Samples and Intracellular Imaging in Living Cells

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Selective fluorescent recognition of Zn2+ by using chiral binaphthol-pyrene probes

Cited by 33 publications

References 36 publications

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg2+ Probe

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg2+ Probe

ESIPT-Active 8-Hydroxyquinoline-Based Fluorescence Sensor for Zn(II) Detection and Aggregation-Induced Emission of the Zn(II) Complex

A Simple Fluorescent Chemosensor for Detection of Zinc Ions in Some Real Samples and Intracellular Imaging in Living Cells

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Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe

Study of the Synthesis and Application of a Fluorescence‐Enhanced Mg²⁺ Probe