The synthesis of water-soluble phosphate pillar[5]arenes functionalized graphene as a fluorescent probe for sensitive detection of paraquat

Tan, Xiaoping; Wu, Yue; Yu, Sha; Zhang, Tingying; Tian, Hexiang; He, Shan; Zhao, Anning; Chen, Yiwen; Gou, Quan

doi:10.1016/j.talanta.2018.11.099

Cited by 30 publications

(14 citation statements)

References 59 publications

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“…Finally, a comparison between laboratory-grade paraquat and the commercially available paraquat insecticide indicated even higher efficacy in removing the commercial pesticide from contaminated environments. Of note, adsorbing pillar [5] arene on a graphene support allowed it to retain its ability to bind paraquat (Tan et al, 2019), including in the complex environments of living cells (Mao et al, 2016).…”

Section: Pillararenesmentioning

confidence: 99%

Fluorescence-Based Sensing of Pesticides Using Supramolecular Chemistry

Levine

2021

Front. Chem.

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The detection of pesticides in real-world environments is a high priority for a broad range of applications, including in areas of public health, environmental remediation, and agricultural sustainability. While many methods for pesticide detection currently exist, the use of supramolecular fluorescence-based methods has significant practical advantages. Herein, we will review the use of fluorescence-based pesticide detection methods, with a particular focus on supramolecular chemistry-based methods. Illustrative examples that show how such methods have achieved success in real-world environments are also included, as are areas highlighted for future research and development.

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Section: Pillararenesmentioning

confidence: 99%

Fluorescence-Based Sensing of Pesticides Using Supramolecular Chemistry

Levine

2021

Front. Chem.

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“…Similarly, Tan and co-workers reported a fluorescence system for paraquat sensing based on a competitive host−guest interaction between phosphate pillar [5]arene (assigned as P49) and probes (safranine T, ST) utilizing P49-functionalized reduced graphene (P49-rGO) as the receptor. 90 P49-rGO was fabricated by grafting P49 onto the surface of rGO via π−π stacking. At first, ST was bound to the receptor.…”

Section: Recognition For Chemosensingmentioning

confidence: 99%

Recent Applications of Pillar[n]arene-Based Host–Guest Recognition in Chemosensing and Imaging

Wen

et al. 2021

ACS Sens.

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Pillar[n]arene is a novel kind of synthetic supramolecular macrocyclic host characterized by its particular pillar-shaped structure consisting of an electron-rich cavity and two finely adjustable rims. Benefiting from its rigid structure, facile synthesis, ease of functionalization, and outstanding host–guest chemistry, pillar[n]arene shows great potential for diverse applications. Significantly, the host–guest recognition of pillar[n]arene provides a novel approach for chemosensing and imaging. Herein, this Review critically and comprehensively reviews the applications of pillar[n]arene-based host–guest recognition in chemosensing and imaging. The sensing and imaging mechanisms as well as the unique roles and advantages of pillar[n]arene-based host–guest recognition are summarized. In addition, preparations of hybrid materials based on pillar[n]arene and inorganic materials are also introduced comprehensively in the light of chemosensing and imaging. Finally, current challenges and perspectives on pillar[n]arene-based host–guest recognition in chemosensing and imaging are outlined.

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“…Amongst the pillar[ n ]arene family, the use of pillar[5]arene has many advantages: [35‐40] (1) it binds neutral molecules in organic solvents because it has an electron‐rich cavity; (2) it can provide 10 functionalized reaction sites; (3) its structure provides a rigid component for the preparation of functional materials, and has shown great potential in sensors, catalysts, supramolecular gels, separation and storage. Therefore, pillar[5]arene is very suitable for use in host‐guest inclusion complexation in order to design a fluorescent probe [41‐49] …”

Section: Introductionmentioning

confidence: 99%

“…Therefore, pillar [5]arene is very suitable for use in host-guest inclusion complexation in order to design a fluorescent probe. [41][42][43][44][45][46][47][48][49] On the other hand, 1-naphthol is an important intermediate of fine chemicals, which is widely used in the synthesis and production of dyes, spices, oils, medicines and pesticides. [50][51][52] The oxygen atom of 1-naphthol is sp 2 hybridized and can form extensive π bonds, and can exhibit strong fluorescence.…”

Section: Introductionmentioning

confidence: 99%

Construction of a Supramolecular Fluorescence Sensor from Water‐soluble Pillar[5]arene and 1‐Naphthol for Recognition of Metal Ions

et al. 2021

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A new fluorescent chemosensor comprised of a pyridine functionalized pillar[5]arene (PyP5) and 1‐naphthol has been designed and utilized for the recognition of metal cations. The 1‐naphthol was encapsulated by the PyP5 cavity and formed a 1 : 1 host ‐ guest inclusion complex. Whilst free 1‐naphthol is known to be strongly fluorescent, this strong fluorescence was quenched in the inclusion complex 1‐naphthol@PyP5. Using the 1‐naphthol@PyP5 inclusion complex as a fluorescent probe, various metal cations have been detected. The experimental results revealed that the probe responded to both Ag+ and Fe3+, via an obvious fluorescence quenching or an incomplete quenching of fluorescence, respectively. As a result, a fluorescence method for the detection of two metal cations using a single system has been developed. On the other hand, 1‐naphthol is an important intermediate of fine chemicals, which is widely used in the synthesis and production of dyes, spices, oils, medicines and pesticides.[50–52] The oxygen atom of 1‐naphthol is sp2 hybridized and can form extensive π bonds, and can exhibit strong fluorescence. The successful preparation of water‐soluble pillar[5]arene can provide new opportunities for chemists working in the field of host–guest chemistry and the recognition of metal ions. Therefore, more and more research has centered on the synthesis of water‐soluble pillar[5]arenes.[53–56] On this basis, we have synthesized a pyridine functionalized pillar[5]arene. Pyridine functionalized pillar[5]arenes are extremely soluble in water and strongly bind 1‐naphthol in water, which is mainly driven by hydrophobic and electrostatic interactions. The probe system is constructed by encapsulating one equivalent of 1‐naphthol, which possess strong intrinsic fluorescence, into the hydrophobic cavity of PyP5. To this inclusion complex, namely 1‐naphthol@PyP5, were added metal ions. The addition of Ag+ led to incomplete quenching of fluorescence, whilst Fe3+ led to complete quenching of fluorescence. Based on the linear relationship between the fluorescence intensity and the concentration of Ag+ and Fe3+, a simple fluorescent probe method for the analysis of Ag+ and Fe3+ was constructed. The observed visual signals indicate the potential of this probe system in rapid assay applications.

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The synthesis of water-soluble phosphate pillar[5]arenes functionalized graphene as a fluorescent probe for sensitive detection of paraquat

Cited by 30 publications

References 59 publications

Fluorescence-Based Sensing of Pesticides Using Supramolecular Chemistry

Fluorescence-Based Sensing of Pesticides Using Supramolecular Chemistry

Recent Applications of Pillar[n]arene-Based Host–Guest Recognition in Chemosensing and Imaging

Construction of a Supramolecular Fluorescence Sensor from Water‐soluble Pillar[5]arene and 1‐Naphthol for Recognition of Metal Ions

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