Pyrimidine-based fluorescent zinc sensor: Photo-physical characteristics, quantum chemical interpretation and application in real samples

Mati, Soumya Sundar; Chall, Sayantani; Konar, Saugata; Rakshit, Soumyadipta; Bhattacharya, Sumanta

doi:10.1016/j.snb.2014.04.058

Cited by 53 publications

(19 citation statements)

References 54 publications

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“…Disorders in Zn 2+ metabolism have been connected to several neurological diseases, including Alzheimer's disease (AD) [4,5], cerebral ischemia [6], and epilepsy [7]. Therefore, the development of techniques for Zn 2+ detection in biological processes has been an important research topic [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

Lin

Chu

Venkatesan

et al. 2015

Sensors and Actuators B: Chemical

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Section: Introductionmentioning

confidence: 99%

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

Lin

Chu

Venkatesan

et al. 2015

Sensors and Actuators B: Chemical

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“…Herein we report, a diformyl thioether based fluorescent chemosensor, H 2 ‐SAP , prepared by simple Schiff base condensation procedure ( Scheme S1 ) which displays selective fluorescence sensitivity towards Zn 2+ by chelation enhancement fluorescence effect (CHEF) process in presence of large number of ions and could identify Zn 2+ in nM level, much lower than so far reported results . The composition of the complex formed between Zn 2+ and H 2 ‐SAP has been supported by spectroscopic data (Mass, Job's plot) and single crystal X‐ray crystallography.…”

Section: Introductionmentioning

confidence: 70%

“…Chemical sensing via fluorescence signal recognition has been first established during 1980s . Since then researchers are engaged to design various types of fluorogenic sensors to detect Zn 2+ in different environment including intracellular measurements, Fluorogenic motifs like naphthyl, Diformyl derivative, terpyridyl, quinoline,, imidazoylpyridyl,, bipyridyl,, pyrenyl derivatives, terphenyl‐based motif, pyrimidinyl attached Schiff‐base, pyrazolyl,, BINOL, rhodamine,, catechol appended Schiff base, coumarinyl Schiff base, thiazolyl derivative etc. have successfully been used.…”

Section: Introductionmentioning

confidence: 99%

A Phenyl Thioether‐Based Probe: Zn²⁺ Ion Sensor, Structure Determination and Live Cell Imaging^†

et al. 2019

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3,3′‐((1Z,1′Z)‐(((Propane‐1,3‐diylbis(sulfanediyl))bis(2,1‐phenylene))bis(azanyyldiene))bis(methanylylidene))bis(2‐hydroxy‐5‐methylbenzaldehyde) (H2‐SAP), characterized by different spectroscopic data, exhibits yellow emission (λem, 560 nm) when binds with Zn2+ in H2O‐MeOH (1:9 v/v, HEPES buffer, pH 7.4) in a mixture of seventeen biologically important other metal ions. The limit of detection (LOD) is 9.0 nM which is far below the World Health Organization (WHO) recommended data. The composition of the complex, 1:1 Zn2+:SAP2−, is supported by Job's plot, ESI‐MS and single crystal X‐Ray crystallographic structure. Intracellular Zn2+ ion is detected in Vero Cells (African Green Monkey Kidney) by using the probe, H2‐SAP, in the cell lines under fluorescence microscope. The probe has successfully been applied to recover Zn2+ in surface water.

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“…Several expensive theoretical approaches based on wave function have also been used to accurately study the excited states of fluorescent probes. A relatively inexpensive ab initio method for excited‐state calculations is configuration interaction with single excitation (CIS), which was a good choice at a time when excited‐state optimization could not be performed by TDDFT . Recently, higher level methods have also been applied to obtain VTEs, in order to confirm the results of TDDFT calculations, such as the multi‐configuration second‐order perturbation theory, the internally contracted multi‐reference second‐order perturbation theory, and the second‐order approximate coupled cluster singles and doubles model (CC2) .…”

Section: Methodsmentioning

confidence: 99%

The sensing mechanism studies of the fluorescent probes with electronically excited state calculations

Han

2017

WIREs Comput Mol Sci

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Recent research has indicated that fluorescent probes have tremendous potential for the selective detection of chemical and biological species. Over the past decade, researchers have proposed a series of fluorescence‐based sensing mechanisms of such probes by the calculation of their electronic excited states. Investigations of sensing mechanisms have been based on deep insights into the interactions between probe molecules and their target species, as well as their fluorescence properties. Advances in calculation methods, modeling software, and computational power have enabled researchers to use excited‐state theoretical calculations to reproduce experimental fluorescence phenomena and then provide molecular‐level explanations thereof. In this advanced review, we describe the evolution of theoretical studies on excited‐state sensing mechanisms for fluorescent probes that respond to target species. Focusing on calculation methods that facilitate investigation of the photophysical properties and excited‐state dynamics of probes, we emphasize sensing mechanisms mainly reported by our group. Most of these studies have been supported by theoretical predictions based on time‐dependent density functional theory. For this most popular excited‐state calculation method, vertical excitation energy, excited‐state geometrical optimization and a scan of the excited‐state potential energy surface should be noted in the calculation of electronic and molecular differences between the excited‐state probe and its reaction product with the target analyte. These state‐of‐the‐art calculations are of great importance for unraveling details of fluorescence‐based sensing mechanisms, including photochemical reactions (such as twist intramolecular charge transfer and excited‐state proton transfer) and excited‐state electronic processes (such as intramolecular charge transfer and photoinduced electron transfer). These studies have generated new and inspirational mechanistic proposals and have provided a systematic approach for the development of efficient fluorescent sensors. WIREs Comput Mol Sci 2018, 8:e1351. doi: 10.1002/wcms.1351 This article is categorized under: Structure and Mechanism > Computational Biochemistry and Biophysics Theoretical and Physical Chemistry > Spectroscopy

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Pyrimidine-based fluorescent zinc sensor: Photo-physical characteristics, quantum chemical interpretation and application in real samples

Cited by 53 publications

References 54 publications

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

A Phenyl Thioether‐Based Probe: Zn²⁺ Ion Sensor, Structure Determination and Live Cell Imaging^†

The sensing mechanism studies of the fluorescent probes with electronically excited state calculations

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Pyrimidine-based fluorescent zinc sensor: Photo-physical characteristics, quantum chemical interpretation and application in real samples

Cited by 53 publications

References 54 publications

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

Zinc(II) and pyrophosphate selective fluorescence probe and its application to living cell imaging

A Phenyl Thioether‐Based Probe: Zn2+ Ion Sensor, Structure Determination and Live Cell Imaging†

The sensing mechanism studies of the fluorescent probes with electronically excited state calculations

Contact Info

Product

Resources

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A Phenyl Thioether‐Based Probe: Zn²⁺ Ion Sensor, Structure Determination and Live Cell Imaging^†