Multi-analyte, ratiometric and relay recognition of a 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor through modulating ESIPT

Tang, Lijun; Zheng, Zhuxuan; Huang, Zhenlong; Zhong, Keli; Bian, Yanjiang; Nandhakumar, Raju

doi:10.1039/c4ra16347h

Cited by 39 publications

(14 citation statements)

References 47 publications

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“…Similarly, Nandakumar et al has developed a 2,5diphenyl-1,3,4-oxadiazole-based fluorescent sensor 12, which could bind with two Zn 2 + ions through its amide form and promote the ESIPT emission. [82] Interestingly, this in situ formed12-2 Zn 2 + complex can detect both PPi and S 2À via different color changing responses. Addition of S 2À to12-2 Zn 2 + solution resulted in sequestering of Zn 2 + ion and releasing of free probe molecule (fluorescence quenching), while, PPi could initiate ternary complexation with 1-2 Zn 2 + (blue shift in emission maxima).…”

Section: Displacement Vs Ternary Complexationmentioning

confidence: 98%

“…[166] Thus addition of maleate showed significantly higher red shift (Δλ~1 00 nm) in emission maxima compared to fumarate.In 2007, Yen and coworkers designed a series of anthraquinone dyes for pattern-based recognition of various biologically relevant dicarboxylates. The receptor (82) containing strong electron withdrawing substituents could differentiate between maleate and fumarate through distinct color change (blue to pink in presence of maleate, not with fumarate). The reason of this unique selectivity might be the preferential H-bonding interaction with maleate involving À NH groups of the urea/thiourea unit.…”

Section: Differentiation Among Biologically Relevant Carboxylatesmentioning

confidence: 99%

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Switchable Optical Probes for Simultaneous Targeting of Multiple Anions

Dey

Bhattacharya

2020

Chemistry An Asian Journal

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Traditional optical probes primarily work on the concept of one-to-one recognition strategy. Therefore, simultaneous detection of multiple anions is difficult using this kind of sensory systems. Similarly, designing of multiresponsive array-based materials is synthetically challenging as well as difficult to optimize. Thus, researchers across the globe became interested in developing single molecular probes, capable of detecting multiple anions (or anionic biomolecules) by simultaneously activating optically distinguishable output channels. Here, the modes of interaction largely depend on the structural features of the binding sites (cleft size, number of available coordination sites etc.), characteristics of the anions (ionic radius, hydration enthalpy, basicity, coordination number, pk a of corresponding acids etc.) and the microenvironment around the probe molecules (micropolarity, viscosity, dielectric constant etc.) in the host matrix. In this review, we are mostly focusing on the structure-activity relationships of such multiple anions sensing optical probes and their stimuli-responsive properties.

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Section: Displacement Vs Ternary Complexationmentioning

confidence: 98%

Section: Differentiation Among Biologically Relevant Carboxylatesmentioning

confidence: 99%

Switchable Optical Probes for Simultaneous Targeting of Multiple Anions

Dey

Bhattacharya

2020

Chemistry An Asian Journal

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“…In particular, the metal complexes based on strong coordination ability with anions were considered to be ideal candidates for PPi recognition [22]. Many of previously reported Cu(II)-based PPi sensors detected the PPi anions by releasing quenching copper(II) ion [23][24][25][26][27]; the probes based on PPi binding recognition mechanism were still rare [28][29][30][31].…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of a Dinuclear Copper(II) Probe for Selective Fluorescence Sensing of Pyrophosphate

Liu

et al. 2019

Journal of Sensors

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A novel coumarin-based compound DPAC with two dipicolylamine (DPA) arms as the chelator sites was designed and synthesized. The compound DPAC exhibits a highly selective response to Cu2+ ions with a distinctly emission-quenching phenomenon. Moreover, the in situ formed complex DPAC-Cu2+ was used for the detection of pyrophosphate (PPi). The binding manner of probe DPAC-Cu2+ with PPi in 1 : 1 stoichiometry was supported by the Benesi-Hildebrand fitting, ESI-MS and HPLC analysis. The linear range of PPi concentration was 1-4 μM, and the detection limit was 0.53 μM. The competing experiments illustrated that the probe DPAC-Cu2+ had good sensitivity and selectivity for PPi than other anions, including ATP, ADP, AMP, and Pi in CH3CN : HEPES (3 : 2, v/v, pH=7.20) buffer. Further, cell fluorescence imaging experiments indicated that the probe DPAC-Cu2+ had a potential to be used to detect PPi in vivo.

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“…Tang et al . have reported a new DPA dangled oxadiazole derivative 48 possessing ESIPT property for highly selective and ratiometric recognition of Zn 2+ ( Scheme ).…”

Section: Introductionmentioning

confidence: 99%

A Critical Review on Colorimetric and Fluorescent Probes for the Sensing of Analytes via Relay Recognition from the year 2012–17

2018

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Designing an effective sensor molecule for the selective detection of analyte with dual sensitivity is an innovative approach and is expected to offer huge biological and environmental benefits. Contrary to other sensing process, the reversible recognition of two different analytes while varying the binding sites and signaling subunits is entirely a new concept as the metal ion present in the ensemble can be easily displaced in the presence of ionic or neutral analytes. A reversible strategy can also be employed in the simultaneous recognition and identification of two different analytes with the aid of highly selective and sensitive chemosensors. This review gives an overview of the recent inventions (from 2012 to 2017) in the field of colorimetric and fluorescent receptors towards the detection of two analytes via a relay recognition process. A special emphasis is placed on different mechanisms associated with the sensing process assisted by fluorescence induced receptors which will help to design an effective sensor system for the selective detection of anions or amino acids or metal ions.

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Multi-analyte, ratiometric and relay recognition of a 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor through modulating ESIPT

Abstract: A novel 2,5-diphenyl-1,3,4-oxadiazole-based fluorescent sensor for multi-analyte, ratiometric and relay recognition of a through modulating ESIPT has been developed.

Cited by 39 publications

References 47 publications

Switchable Optical Probes for Simultaneous Targeting of Multiple Anions

Switchable Optical Probes for Simultaneous Targeting of Multiple Anions

Design and Synthesis of a Dinuclear Copper(II) Probe for Selective Fluorescence Sensing of Pyrophosphate

A Critical Review on Colorimetric and Fluorescent Probes for the Sensing of Analytes via Relay Recognition from the year 2012–17

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