A reaction based dual-modal probe for fluorescent and photoelectrochemical determination of thiophenol

Hao, Yuanqiang; Li, Ting; Luo, Lijie; Fan, Shengnan; Chen, Song; Zhang, Yintang; Tang, Zilong; Xu, Maotian; Zeng, Rongjin; Chen, Shu

doi:10.1016/j.snb.2022.132405

Cited by 17 publications

(6 citation statements)

References 70 publications

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“…This will enable to tune their physico‐chemical properties (especially water solubility), targeting ability, pharmacokinetics ( e. g ., introduction of a PEG linker) or to confer them release capabilities of a molecule of interest ( e. g ., a drug or a second reporter). Furthermore, pyridine N ‐quaternarization may be used to achieve covalent immobilization of such probes over functionalized solid surfaces aimed at creating “smart” material sensors [37b,c,52] . This will undoubtedly contribute to the popularization of “covalent‐assembly” strategy in the fields of biosensing, bioimaging and (photo)theranostics based on the use of “smart” photoactive organic molecules.…”

Section: Discussionmentioning

confidence: 99%

Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Gaumerd,

Renault,

Renard

et al. 2024

ChemPhotoChem

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The constant need for high‐performance aniline‐ or phenol‐based fluorophores suitable for the construction of activity‐based fluorescent probes, led us to study both synthesis and photophysics of C3‐N‐methylpyridinium‐4‐yl substituted 7‐(dialkylamino)/7‐hydroxycoumarins. Indeed, in the field of photoactive organic molecules, the positively charged N‐alkylpyridinium‐4‐yl groups are often used as acceptor units to dramatically impact spectral features through promoting intramolecular charge transfer (ICT) processes. They are also known as effective water‐solubilizing and mitochondria targeting moieties. The poor fluorescence efficiency of cationic 7‐hydroxycoumarin derivatives in aqueous physiological conditions was highlighted and rationalized by the predominance of a neutral quinonoid form in such buffer medium. The ability of the excited singlet state (S1) of this neutral species to undergo intersystem crossing (ISC) to triplet state (T1) was partly supported by phosphorescence measurements of singlet oxygen. We also took advantage of green‐emissive properties of 7‐(diethylamino)‐3‐(N‐methylpyridinium‐4‐yl)coumarin to successfully design and validate a novel small‐molecule fluorescent probe for the detection of alkaline phosphatase (ALP), based on the "covalent‐assembly" principle. A practical use of ortho‐formylated 7‐hydroxy‐3‐(N‐methylpyridinium‐4‐yl)coumarin was next considered with the synthesis of a Fe(III)‐salen complex whose the potential as a "molecular disassembly" probe for fluorogenic sensing of pyrophosphate (PPi) anion was assessed.

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Section: Discussionmentioning

confidence: 99%

Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Gaumerd,

Renault,

Renard

et al. 2024

ChemPhotoChem

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“…By loading nickel hydroxide onto the porous structure and large surface area of NaA nanozeolite, the electrode’s electrocatalytic activity was enhanced. TiO 2 , due to its high stability and possible morphologies, is an excellent carrier material that has found widespread applications in electrocatalysis, electrochemical sensors, and other fields [ 169 , 170 , 171 , 172 , 173 , 174 , 175 ]. Tang et al prepared TiO 2 nanotube arrays (TNAs) using an anodization method and then synthesized Ni(OH) 2 /Ni nanoparticles in situ on their surfaces through electrochemical deposition and chemical transformation [ 123 ].…”

Section: Electrochemical Sensors For Formaldehydementioning

confidence: 99%

Recent Advances in Electrochemical Sensors for Formaldehyde

Yang,

Hao,

Huang

et al. 2024

Molecules

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Formaldehyde, a ubiquitous indoor air pollutant, plays a significant role in various biological processes, posing both environmental and health challenges. This comprehensive review delves into the latest advancements in electrochemical methods for detecting formaldehyde, a compound of growing concern due to its widespread use and potential health hazards. This review underscores the inherent advantages of electrochemical techniques, such as high sensitivity, selectivity, and capability for real-time analysis, making them highly effective for formaldehyde monitoring. We explore the fundamental principles, mechanisms, and diverse methodologies employed in electrochemical formaldehyde detection, highlighting the role of innovative sensing materials and electrodes. Special attention is given to recent developments in nanotechnology and sensor design, which significantly enhance the sensitivity and selectivity of these detection systems. Moreover, this review identifies current challenges and discusses future research directions. Our aim is to encourage ongoing research and innovation in this field, ultimately leading to the development of advanced, practical solutions for formaldehyde detection in various environmental and biological contexts.

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“…PEC analysis, utilizing light excitation with electrochemical signals as its output, has gained widespread attention for its improved sensitivity through the utilization of two different signal modes [53][54][55][56][57][58]. Previous research has also indicated that employing organic small-molecule photosensitizers to simultaneously achieve target recognition and photoelectric conversion is an effective strategy for constructing PEC sensors [59][60][61][62][63]. Herein, we firstly synthesized a novel D-π-A structured photoactive molecule (Dye-PZ) by coupling aldehyde-functionalized phenothiazine with cyanopyridine.…”

Section: Introductionmentioning

confidence: 99%

A Photoelectrochemical Sensor for the Detection of Hypochlorous Acid with a Phenothiazine-Based Photosensitizer

Luo,

Yang,

Chen

et al. 2024

Molecules

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This paper presents the development of a photoelectrochemical sensor for hypochlorous acid (HOCl) detection, employing a phenothiazine-based organic photosensitizer (Dye-PZ). The designed probe, Dye-PZ, follows a D-π-A structure with phenothiazine as the electron-donating group and a cyano-substituted pyridine unit as the electron-accepting group. A specific reaction of the phenothiazine sulfur atom with HOCl enables selective recognition. The covalent immobilization of Dye-PZ onto a titanium dioxide nanorod-coated fluorine-doped tin oxide electrode (FTO/TiO2) using bromo-silane coupling agent (BrPTMS) resulted in the fabrication of the photoanode FTO/TiO2/BrPTMS/Dye-PZ. The photoanode exhibited a significant photoresponse under visible-light irradiation, with a subsequent reduction in photocurrent upon reaction with HOCl. The oxidation of the phenothiazine sulfur atom to a sulfoxide diminished the internal charge transfer (ICT) effect. Leveraging this principle, the successful photoelectrochemical sensing of HOCl was achieved. The sensor showed high stability, excellent reproducibility, and selective sensitivity for HOCl detection. Our study provides a novel approach for the development of efficient photoelectrochemical sensors based on organic photosensitizers, with promising applications in water quality monitoring and biosensing.

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A reaction based dual-modal probe for fluorescent and photoelectrochemical determination of thiophenol

Cited by 17 publications

References 70 publications

Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Recent Advances in Electrochemical Sensors for Formaldehyde

A Photoelectrochemical Sensor for the Detection of Hypochlorous Acid with a Phenothiazine-Based Photosensitizer

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