Search Results (29)

Saccharides play important roles in human health and life. However, detecting and differentiating the saccharide types using one probe is difficult even under optimized conditions due to the similar structures of different saccharides. In this study, only one sensor was used to construct the array for the discrimination of different types of saccharides on the basis of a dialdehyde-diboronic acid-functionalized tetraphenylethene (TPE-DABA) under different pH conditions. By integrating the fluorescence responses of the probe with linear discriminant analysis (LDA), 12 kinds of saccharides and the polyhydroxy compound sorbitol could be distinguished and identified by as few as one sensor probe. This study provides a reference for developing more simple and effective sensor arrays for saccharides. Full article

The smart construction of nano-photosensitizers (PSs) is significant for multipurpose applications, such as bioimaging, efficient photodynamic anti-tumor or anti-bacterial studies. This work reports a flexible self-assembling strategy for the construction of nano-PSs, in which PSs spontaneously form amorphous aggregates for killing bacteria, or self-assemble with tetraphenylethene (TPE) based glycoclusters (TPE-Glc₄) to construct glyco-dots for cell imaging and photodynamic anti-tumor studies. Tricyanofuran (TCF) and TPE units were bridged with furan or thiophene moiety to construct two PSs (1 and 2) with NIR fluorescence in monomers, and a performance of the aggregation-induced generation of reactive oxygen species (AIG-ROS) in an aggregated state. Compared to the large amorphous aggregates (2-a), TPE-based glycoclusters encapsulated with PS form glyco-dots (2-Glc) that exhibit a smaller and more homogeneous hydrated size of approximately 40 nm, as well as enhanced water-solubility and biocompatibility. TPE-glycoclusters facilitate the cellular uptake of 2 into HepG2 cells, therefore enhancing the NIR fluorescence imaging signal and photodynamic therapy. Meanwhile, 2-a exhibits satisfied phototoxicity against Escherichia coli. This work highlights the flexible self-assembly of nano-PSs for multifunctional bioapplications. Full article

Lipid droplets (LDs), once regarded as inert fat particles, have been ignored by scientific researchers for a long time. Now, studies have shown that LDs are dynamic organelles used to store neutral lipids in cells and maintain cell stability. The abnormality of intracellular LDs usually causes metabolic disorders in the body, such as obesity, atherosclerosis, diabetes, and cancer, so the LDs have attracted wide attention. The traditional small molecules used for LDs recognition seriously affect the imaging effect due to their poor photo-stability, low signal-to-noise ratios, and aggregation-induced quenching (ACQ). In contrast to ACQ, aggregation-induced emission (AIE) materials, with structural modifiability, can make up for the aforementioned deficiencies in the field of fluorescence imaging and have attracted much attention. In this review, the importance of LDs in vivo, the design principles for LDs recognition, and the recent research progress of AIE compounds with tetraphenylethene (TPE) structure in LDs targets are reviewed. We expect this review to further provide researchers with feasible methods and protocols for expanding LDs identification, imaging, and other applications. Full article

Traditional organic light-emitting materials hinder their anti-counterfeiting application in solid state due to their aggregation-caused quenching effect. A facile and straightforward method was reported to introduce AIE molecules into microspheres and manipulate different reaction parameters to prepare AIE microspheres with different morphologies. In this strategy, fluorescent microspheres with spherical, apple-shaped, and hemoglobin-like types were synthesized. Driven by the photocyclization and oxidation of tetraphenylethene, microspheres can be used as an aqueous fluorescence ink with erasable properties. The fluorescent patterns printed by microsphere ink on paper can be irreversibly erased by prolonged exposure to ultraviolet light (365 nm, 60 mw/cm²). Moreover, the multi-morphology microspheres can be further arranged for multiple-information encryption and anti-counterfeiting of barcodes and two-dimensional codes, in which double validation was carried out through fluorescence spectroscopy and laser confocal microscopy. This approach provides a new method for more reliable anti-counterfeiting and information encryption. Full article

Tetraphenylethene (TPE) is known as a molecule that exhibits aggregation-induced emission (AIE). In this study, pendant hydroxyl groups were introduced onto polyfluorene with a TPE moiety. Sol-gel reactions of polydiethoxysiloxane (PDEOS) were carried out in the presence of hydroxyl-functionalized AIE polyfluorene (TPE-PF-OH) and polydimethylsiloxane carrying pendant hydroxyl groups (PDMS-OH) to immobilize AIE polyfluorene into a PDMS/SiO₂ hybrid in an isolated dispersion state. The luminescence intensity from this three-component hybrid increased with the increase in silica content. The luminescence intensity decreased with increasing external temperature. For the control experiment, sol-gel reactions of PDEOS were carried out in the presence of hydroxyl group-free polyfluorene (TPE-PF) and PDMS to obtain ternary composites. We found that the luminescence from this composite was not significantly affected by the silica content or external temperature. We synthesized temperature-responsive AIE materials without changing the concentration or aggregation state of the AIE molecules. Full article

The visible-light-driven photocatalytic production of hydrogen peroxide (H₂O₂) is currently an emerging approach for transforming solar energy into chemical energy. In general, the photocatalytic process for producing H₂O₂ includes two pathways: the water oxidation reaction (WOR) and the oxygen reduction reaction (ORR). However, the utilization efficiency of ORR surpasses that of WOR, leading to a discrepancy with the low oxygen levels in natural water and thereby impeding their practical application. Herein, we report a novel donor–bridge–acceptor (D-B-A) organic polymer conjugated by the Sonogashira–Hagihara coupling reaction with tetraphenylethene (TPE) units as the electron donors, acetylene (A) as the connectors and pyrene (P) moieties as the electron acceptors. Notably, the resulting TPE-A-P exhibits a remarkable solar-to-chemical conversion of 1.65% and a high BET-specific surface area (1132 m²·g⁻¹). Furthermore, even under anaerobic conditions, it demonstrates an impressive H₂O₂ photosynthetic efficiency of 1770 μmol g⁻¹ h⁻¹, exceeding the vast majority of previously reported photosynthetic systems of H₂O₂. The outstanding performance is attributed to the effective separation of electrons and holes, along with the presence of sufficient reaction sites facilitated by the incorporation of alkynyl electronic bridges. This protocol presents a successful method for generating H₂O₂ via a water oxidation reaction, signifying a significant advancement towards practical applications in the natural environment. Full article

Fluorescence probe technology holds great promise in the application of trace explosive detection due to its high sensitivity, fast response speed, good selectivity, and low cost. In this work, a designed approach has been employed to prepare the TPE-PA-8 molecule, utilizing the classic aggregation-induced emission (AIE) property of 1,1,2,2-tetraphenylethene (TPE), for the development of self-assembled monolayers (SAMs) targeting the detection of trace nitroaromatic compound (NAC) explosives. The phosphoric acid acts as an anchoring unit, connecting to TPE through an alkyl chain of eight molecules, which has been found to play a crucial role in promoting the aggregation of TPE luminogens, leading to the enhanced light-emission property and sensing performance of SAMs. The SAMs assembled on Al₂O₃-deposited fiber film exhibit remarkable detection performances, with detection limits of 0.68 ppm, 1.68 ppm, and 2.5 ppm for trinitrotoluene, dinitrotoluene, and nitrobenzene, respectively. This work provides a candidate for the design and fabrication of flexible sensors possessing the high-performance and user-friendly detection of trace NACs. Full article

The cross-linked conjugated polymer poly(tetraphenylethene-co-biphenyl) (PTPEBP) nanoparticles were prepared by Suzuki-miniemulsion polymerization. The structure, morphology, and pore characteristics of PTPEBP nanoparticles were characterized by FTIR, NMR, SEM, and nitrogen adsorption and desorption measurements. PTPEBP presents a spherical nanoparticle morphology with a particle size of 56 nm; the specific surface area is 69.1 m²/g, and the distribution of the pore size is centered at about 2.5 nm. Due to the introduction of the tetraphenylethene unit, the fluorescence quantum yield of the PTPEBP nanoparticles reaches 8.14% in aqueous dispersion. Combining the porosity and nanoparticle morphology, the fluorescence sensing detection toward nitroaromatic explosives in the pure aqueous phase has been realized. The Stern–Volmer quenching constant for 2,4,6-trinitrophenol (TNP) detection is 2.50 × 10⁴ M⁻¹, the limit of detection is 1.07 μM, and the limit of quantification is 3.57 μM. Importantly, the detection effect of PTPEBP nanoparticles toward TNP did not change significantly after adding other nitroaromatic compounds, indicating that the anti-interference and selectivity for TNP detection in aqueous media is remarkable. In addition, the spike recovery test demonstrates the potential of PTPEBP nanoparticles for detecting TNP in natural environmental water samples. Full article

Tetraphenylethene derivatives (TPEs) are used as luminescence probes for the detection of metal ions and biomolecules. These sensors function by monitoring the increase in the photoluminescence (PL) intensity of the TPEs resulting from aggregation-induced emission (AIE) upon interaction with the analytes. The AIE behavior of the sensors was investigated by measuring their PL. In this study, PL, PL lifetime, and confocal laser scanning microscopy measurements were carried out as part of our in-depth investigation of AIE behavior of TPEs for the detection of biomolecules and radical species. We used 1,1,2,2-tetrakis(4-((trimethylammonium)alkoxy)phenyl)tetraphenylethene tetrabromide (TPE-C(m)N⁺Me₃Br⁻, m = 2, 4, and 6, where m denotes the number of methylene groups in the alkyl chain) and TPE-C(m)N⁺Me₃TCNQ^−• (TCNQ^−• is the 7,7′,8,8′-tetracyanoquinodimethane anion radical) as luminescent probes for the detection of bovine serum albumin (BSA), DNA, and the hydroxyl radical (^•OH) generated from Fenton’s reagent. The sensing performance of TPE-C(m)N⁺Me₃Br⁻ for BSA and DNA was found to depend on the length of the alkyl chains (m). UV-vis and PL measurements revealed that the responses of TPE-C(m)N⁺Me₃Br⁻ and TPE-C(4)N⁺TCNQ^−• to Fenton’s reagent depended on the solvent. The electrochemical properties of the TPE derivatives prepared in this study were additionally investigated via cyclic voltammetry. Full article

Poly(ADP-ribose) polymerase-1 (PARP1) is a potential biomarker and therapeutic target for cancers that can catalyze the poly-ADP-ribosylation of nicotinamide adenine dinucleotide (NAD⁺) onto the acceptor proteins to form long poly(ADP-ribose) (PAR) polymers. Through integration with aggregation-induced emission (AIE), a background-quenched strategy for the detection of PARP1 activity was designed. In the absence of PARP1, the background signal caused by the electrostatic interactions between quencher-labeled PARP1-specitic DNA and tetraphenylethene-substituted pyridinium salt (TPE-Py, a positively charged AIE fluorogen) was low due to the fluorescence resonance energy transfer effect. After poly-ADP-ribosylation, the TPE-Py fluorogens were recruited by the negatively charged PAR polymers to form larger aggregates through electrostatic interactions, thus enhancing the emission. The detection limit of this method for PARP1 detection was found to be 0.006 U with a linear range of 0.01~2 U. The strategy was used to evaluate the inhibition efficiency of inhibitors and the activity of PARP1 in breast cancer cells with satisfactory results, thus showing great potential for clinical diagnostic and therapeutic monitoring. Full article

Three new tetraphenylethene (TPE) push–pull chromophores exhibiting strong intramolecular charge transfer (ICT) are described. They were obtained via [2 + 2] cycloaddition–retroelectrocyclization (CA-RE) click reactions on an electron-rich alkyne-tetrafunctionalized TPE (TPE-alkyne) using both 1,1,2,2-tetracyanoethene (TCNE), 7,7,8,8-tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F₄-TCNQ) as electron-deficient alkenes. Only the starting TPE-alkyne displayed significant AIE behavior, whereas for TPE-TCNE, a faint effect was observed, and for TPE-TCNQ and TPE-F₄-TCNQ, no fluorescence was observed in any conditions. The main ICT bands that dominate the UV–Visible absorption spectra underwent a pronounced red-shift beyond the near-infrared (NIR) region for TPE-F₄-TCNQ. Based on TD-DFT calculations, it was shown that the ICT character shown by the compounds exclusively originated from the clicked moieties independently of the nature of the central molecular platform. Photothermal (PT) studies conducted on both TPE-TCNQ and TPE-F4-TCNQ in the solid state revealed excellent properties, especially for TPE-F4-TCNQ. These results indicated that CA-RE reaction of TCNQ or F₄-TCNQ with donor-substituted are promising candidates for PT applications. Full article

Hg²⁺ contamination in sewage can accumulate in the human body through the food chains and cause health problems. Herein, a novel aggregation-induced emission luminogen (AIEgen)-encapsulated hydrogel probe for ultrasensitive detection of Hg²⁺ was developed by integrating hydrophobic AIEgens into hydrophilic hydrogels. The working mechanism of the multi-fluorophore AIEgens (TPE-RB) is based on the dark through-bond energy transfer strategy, by which the energy of the dark tetraphenylethene (TPE) derivative is completely transferred to the rhodamine-B derivative (RB), thus resulting in intense photoluminescent intensity. The spatial networks of the supporting hydrogels further provide fixing sites for the hydrophobic AIEgens to enlarge accessible reaction surface for hydrosoluble Hg²⁺, as well create a confined reaction space to facilitate the interaction between the AIEgens and the Hg²⁺. In addition, the abundant hydrogen bonds of hydrogels further promote the Hg²⁺ adsorption, which significantly improves the sensitivity. The integrated TPE-RB-encapsulated hydrogels (TR hydrogels) present excellent specificity, accuracy and precision in Hg²⁺ detection in real-world water samples, with a 4-fold higher sensitivity compared to that of pure AIEgen probes. The as-developed TR hydrogel-based chemosensor holds promising potential as a robust, fast and effective bifunctional platform for the sensitive detection of Hg²⁺. Full article

The detection of nitrophenolic explosives is important in counterterrorism and environmental protection, but it is still a challenge to identify the nitroaromatic compounds among those with a similar structure. Herein, a simple tetraphenylethene (TPE) derivative with aggregation-induced emission (AIE) characteristics was synthesized and used as a fluorescent sensor for the detection of nitrophenolic explosives (2, 4, 6-trinitrophenol, TNP and 2, 4-dinitrophenol, DNP) in water solution and in a solid state with a high selectivity. Meanwhile, it was found that only hydroxyl containing nitrophenolic explosives caused obvious fluorescence quenching. The sensing mechanism was investigated by using fluorescence titration and ¹H NMR spectra. This simple AIE-active probe can potentially be applied to the construction of portable detection devices for explosives. Full article

In the present study, an amphiphilic polymer was prepared by conjugating methoxy poly(ethylene glycol) (mPEG) with tetraphenylethene (TPE) via disulfide bonds (Bi(mPEG-S-S)-TPE). The polymer could self-assemble into micelles and solubilize hydrophobic anticancer drugs such as paclitaxel (PTX) in the core. Combining the effect of TPE, mPEG, and disulfide bonds, the Bi(mPEG-S-S)-TPE micelles exhibited excellent AIE feature, reduced protein adsorption, and redox-sensitive drug release behavior. An in vitro intracellular uptake study demonstrated the great imaging ability and efficient internalization of Bi(mPEG-S-S)-TPE micelles. The excellent anticancer effect and low systemic toxicity were further evidenced by the in vivo anticancer experiment. The Bi(mPEG-S-S)-TPE micelles were promising drug carriers for chemotherapy and bioimaging. Full article

The sensitive and selective detection of nitroaromatic explosives is of great significance to national security and human health. Herein, the novel linear polymer l-PAnTPE and cross-linked polymer PAnTPE nanoparticles based on anthracene and tetraphenylethene groups were designed and successfully synthesized via Suzuki-miniemulsion polymerization. The particle sizes of the polymers are around 73 nm, making them well dispersible in water. The cross-linked polymer PAnTPE exhibits porous structure, which is beneficial for the diffusion/adsorption of analytes. The fluorescence sensing towards nitroaromatics was performed in the aqueous phase, and l-PAnTPE and PAnTPE nanoparticles showed different quenching degree towards different nitroaromatics. Among them, the quenching constant K_SV values of l-PAnTPE and PAnTPE towards 2,4,6-trinitrophenol (TNP) reach 1.8 × 10⁴ M⁻¹ and 4.0 × 10⁴ M⁻¹, respectively, which are 1–2 orders of magnitude higher than other nitroaromatic explosives, thus demonstrating the high sensitivity and selectivity of TNP detection in the aqueous phase. The sensing mechanism was further discussed to clarify this phenomenon by analyzing UV–Vis absorption, excitation, fluorescence spectra, cyclic voltammograms and fluorescence decay measurements. In addition, the paper strips tests exhibit that l-PAnTPE and PAnTPE have great potential in the application of fast, low-cost and on-site nitroaromatics detection. Full article