Tetraphenylethene–pyridine salts as the first self-assembling chemosensor for pyrophosphate

Xu, Haoran; Li, Kun; Jiao, Shuyan; Pan, Sheng-Lin; Zeng, Jun-Ru; Yu, Xiao‐Qi

doi:10.1039/c5an00484e

Cited by 24 publications

(12 citation statements)

References 57 publications

(56 reference statements)

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“…including fluorescent biosensors [8,9], colorimetry [10], and tandem mass spectrometry [11]; nevertheless, simple and specific methods for PPi monitoring must be developed to sustain the high demand for facile clinical diagnosis and sustainable arthritis therapy [12].…”

Section: Pyrophosphate Ion (Pmentioning

confidence: 99%

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Switch-on fluorescent strategy based on N and S co-doped graphene quantum dots (N-S/GQDs) for monitoring pyrophosphate ions in synovial fluid of arthritis patients

Liu

Xiao

et al. 2016

Sensors and Actuators B: Chemical

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This work reports a facile and effective approach for preparing graphene quantum dots co-doped with nitrogen and sulfur (N-S/GQDs). The proposed method comprised pyrolysis of citric acid with glutathione and dialysis treatment. The fabricated N-S/GQDs exhibited blue luminescence and a high fluorescence quantum yield of 36.3%. N-S/GQDs can be sensitively quenched by Fe 3+ , which was absorbed on the edge of N-S/GQDs through the coordination interaction between Fe 3+ and N, S elements. The subsequent introduction of pyrophosphate ion (PPi) resulted in the recovery of the fluorescence of Fe 3+-quenched N-S/GQDs. The stronger coordination reactivity between Fe 3+ and PPi induced changes in fluorescence. PPi concentration was facilely quantified through the recovered amplitudes of the fluorescence intensities of N-S/GQDs. Under the optimized experimental condition, increased fluorescence intensity showed a linear relationship to PPi concentration (1 μM to 1000μM) in serum samples. Additionally, the proposed method featured sensitive and selectivity for the detection of PPi in synovial fluid, suggesting the potential application for simple and accurate clinical diagnosis of arthritic diseases.

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Section: Pyrophosphate Ion (Pmentioning

confidence: 99%

“…Various fluorescent methods provide optimal PPi sensing performance [12,23], but their synthesis procedures are complicated; moreover, the selectivity of these methods for PPi in complex synovial fluid remains inadequate [9,24].…”

Section: Pyrophosphate Ion (Pmentioning

confidence: 99%

Switch-on fluorescent strategy based on N and S co-doped graphene quantum dots (N-S/GQDs) for monitoring pyrophosphate ions in synovial fluid of arthritis patients

Liu

Xiao

et al. 2016

Sensors and Actuators B: Chemical

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“…However, among the several proposed hypotheses, the aggregation‐induced emission (AIE) arising due to restricted intramolecular rotation (RIR) has been researched most, resulting in the emergence of tetra‐phenylethylene (TPE) and pentaphenyl silole core as most promising AIE‐active luminogens . Despite several ambiguities on the mechanism of AIE activity, luring applications of AIEgens have established certain design criteria that accentuate on the influences of the restricted rotations due to intermolecular interactions between the neighboring molecules in the solid‐state .…”

Section: Introductionmentioning

confidence: 99%

Rationally Designed Furocarbazoles as Multifunctional Aggregation Induced Emissive Luminogens for the Sensing of Trinitrophenol (TNP) and Cell Imaging

et al. 2020

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Two structurally unique aggregation induced emission (AIE)‐active luminogens have been designed and synthesized based on the furocarbazole skeleton. Such small molecule AIEgens were designed based on forbidden planarity and engineering a twist into the scaffold to realize induction of emission in the aggregated states. The structures were fully characterized and their thermal stabilities, electronic properties, photophysical and electrochemical properties were systematically investigated. The unique twist in the molecules as evident from their X‐ray crystal structure along with the short intermolecular interactions enhances the structural rigidification and restricts detrimental π–π stacking interactions, restricting the internal rotations (RIR) accompanied by a curb of the ICT process, resulting in enhanced emission in the aggregated state. This intriguing luminescent property enabled one of the luminogens to selectively detect trinitrophenol (TNP) over other nitroaromatics in both aqueous and organic media at nanomolar concentrations. Moreover, the good photostabilities and biocompatibilities empowered both luminogens to function as fluorescent bioprobes for cancer cell imaging.

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“…New sensory receptor molecules (chemosensors) transducing chemical into optical signals are used to overcome some of these disadvantages11. However, despite their high selectivity and sensitivity, many chemosensors are based on non-commercial chemical derivatives and thus less accessible for quick adoption or applications and investigations in basic research121314.…”

mentioning

confidence: 99%

Alizarin Red S for Online Pyrophosphate Detection Identified by a Rapid Screening Method

Fischbach

Loh

Bier

et al. 2017

Sci Rep

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We identified Alizarin Red S and other well known fluorescent dyes useful for the online detection of pyrophosphate in enzymatic assays, including the loop mediated isothermal amplification (LAMP) and polymerase chain reaction (PCR) assays. An iterative screening was used for a selected set of compounds to first secure enzyme compatibility, evaluate inorganic pyrophosphate sensitivity in the presence of manganese as quencher and optimize conditions for an online detection. Of the selected dyes, the inexpensive alizarin red S was found to selectively detect pyrophosphate under LAMP and PCR conditions and is superior with respect to its defined red-shifted spectrum, long shelf life and low toxicity. In addition, the newly identified properties may also be useful in other enzymatic assays which do not generate nucleic acids but are based on inorganic pyrophosphate. Finally, we propose that our screening method may provide a blueprint for rapid screening of compounds for detecting inorganic pyrophosphate.

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Tetraphenylethene–pyridine salts as the first self-assembling chemosensor for pyrophosphate

Cited by 24 publications

References 57 publications

Switch-on fluorescent strategy based on N and S co-doped graphene quantum dots (N-S/GQDs) for monitoring pyrophosphate ions in synovial fluid of arthritis patients

Switch-on fluorescent strategy based on N and S co-doped graphene quantum dots (N-S/GQDs) for monitoring pyrophosphate ions in synovial fluid of arthritis patients

Rationally Designed Furocarbazoles as Multifunctional Aggregation Induced Emissive Luminogens for the Sensing of Trinitrophenol (TNP) and Cell Imaging

Alizarin Red S for Online Pyrophosphate Detection Identified by a Rapid Screening Method

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