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AIE
ANALYST · 2018 ·Vol. 144 ·期 2 ·536-542 · IF 3.864

Two aggregation-induced emission (AIE)-active reaction-type probes: for real-time detecting and imaging of superoxide anions

Hengchang Ma,Manyi Yang,Shaoxiong Zhang,Pei Yin,Tao Wang,Yuan Yang,Ziqiang Lei,Yucheng Ma,Yanfang Qin,Zengming Yang

Fluorescent probes are powerful tools for investigating reactive oxygen species (ROS) in living organisms. The overproduced “primary” ROS of superoxide anions (O2˙−) cause a chain of oxidative damage. In order to monitor O2˙− level fluctuations in living cells, we synthesized two reaction-type probes of TPA-DHP-1,2,3 and TPA-PPA-1,2,3, which were composed of an electron-rich triphenylamine (TPA) and the very active functional groups of dihydropyridine (DHP) and pyridinium (PPA). Intriguingly, DHP and PPA were able to carry out easy proton abstractions and nucleophilic reactions in the presence of O2˙−, resulting in the corresponding products with sharp wavelength shifts, and elevated fluorescence intensities. Therefore, undesirable background fluorescence interference can be reduced during the monitoring and imaging process. Meanwhile, the developed dual-channel monitoring strategy not only provides observations of the O2˙− level fluctuations, but could also be employed to image the dynamic accumulation process of probes in the different cell organelles. Therefore, the design could provide a simple, accurate and universal platform for biological applications in future research work.

研究领域: 化学 · 生物学 · 材料科学 · 生物医学工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ACS Nano · 2023 · IF 17.1

Multifunctional AIE Nanosphere-Based “Nanobomb” for Trimodal Imaging-Guided Photothermal/Photodynamic/Pharmacological Therapy of Drug-Resistant Bacterial Infections

Bin Li,Wei Wang,Lu Zhao,Dingyuan Yan,Xiaoxue Li,Qiuxia Gao,Judun Zheng,Sitong Zhou,Shanshan Lai,Yi Feng,Jie Zhang,Hang Jiang,Chengmin Long,Wenjun Gan,Xiaodong Chen,Dong Wang,Ben Zhong Tang,Yuhui Liao

Injudicious or inappropriate use of antibiotics has led to the prevalence of drug-resistant bacteria, posing a huge menace to global health. Here, a self-assembled aggregation-induced emission (AIE) nanosphere (AIE-PEG1000 NPs) that simultaneously possesses near-infrared region II (NIR-II) fluorescence emissive, photothermal, and photodynamic properties is prepared using a multifunctional AIE luminogen (AIE-4COOH). The AIE-PEG1000 NPs were encapsulated with teicoplanin (Tei) and ammonium bicarbonate (AB) into lipid nanovesicles to form a laser-activated “nanobomb” (AIE-Tei@AB NVs) for the multimodal theranostics of drug-resistant bacterial infections. In vivo experiments validate that the “nanobomb” enables high-performance NIR-II fluorescence, infrared thermal, and ultrasound (AB decomposition during the photothermal process to produce numerous CO2/NH3 bubbles, which is an efficient ultrasound contrast agent) imaging of multidrug-resistant bacteria-infected foci after intravenous administration of AIE-Tei@AB NVs followed by 660 nm laser stimulation. The highly efficient photothermal and photodynamic features of AIE-Tei@AB NVs, combined with the excellent pharmacological property of rapidly released Tei during bubble generation and NV disintegration, collectively promote broad-spectrum eradication of three clinically isolated multidrug-resistant bacteria strains and rapid healing of infected wounds. This multimodal imaging-guided synergistic therapeutic strategy can be extended for the theranostics of superbugs.

研究领域: 纳米技术 · 生物医学工程 · 药学 · 医学成像 · 微生物学
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DALTON TRANSACTIONS · 2023 ·Vol. 52 ·期 6 ·1595-1601 · IF 4

Self-assembled nanoparticles based on cationic mono-/AIE tetra-nuclear Ir(III) complexes: long wavelength absorption/near-infrared emission photosensitizers for photodynamic therapy

Ziwei Wang,Lijuan Li,Weijin Wang,Runlin Wang,Guangzhe Li,Hang Bian,Dongxia Zhu,Martin R. Bryce

Cyclometalated Ir(III) complexes as photosensitizers (PSs) have attracted widespread attention because of their good photostability and efficient 1O2 production ability. However, their strong absorption in the UV-vis region severely limits their applications in photodynamic therapy (PDT) because the short wavelength illuminating light can be easily absorbed by the skin and subcutaneous adipose tissue causing damage to the patient's normal tissue. Herein, mono- and tetra-nuclear Ir(III) complex-porphyrin conjugates are rationally designed and synthesized, especially [TPP-4Ir]4+ exhibits obvious aggregation-induced emission (AIE) characteristics. PSs comprising Ir(III) complex-porphyrin conjugates self-assembled as nanoparticles (NPs) are successfully achieved. The obtained [TPP-Ir]+ NPs and [TPP-4Ir]4+ NPs exhibit long wavelength absorption (500–700 nm) and near-infrared emission (635–750 nm), successfully overcoming the inherent defects of short wavelength absorption of traditional Ir(III) complexes. Moreover, [TPP-4Ir]4+ NPs exhibit good biocompatibility, high 1O2 generation ability, low half-maximal inhibitory concentration (IC50) (0.47 × 10−6 M), potent cytotoxicity toward cancer cells and superior cellular uptake under white light irradiation. This work extends the scope for transition metal complex PSs with promising clinical applications.

CAS / MDL: 298-93-1
研究领域: 材料科学 · 纳米技术 · 光动力疗法 · 癌症研究 · 光化学
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CARBOHYDRATE POLYMERS · 2022 · IF 10.723

Aggregation-induced emission (AIE) nanoparticles based on γ-cyclodextrin and their applications in biomedicine

Lianxiong Guan,Zhi Zeng,Wei Liu,Tengfei Wang,Shiyao Tian,Sheng Hu,Dating Tian

Amphiphilic AIE nanoparticles (CD-TPE) were obtained by linking γ-cyclodextrin (γ-CD) and 1, 2-diphenyl-1, 2-( p -hydroxyphenyl)-ethylene (OH-TPE-OH) by an esterification reaction using hexamethylene diisocyanate (HMDI) in a one-step process. The CD-TPE was characterized by FTIR, 13 C NMR, DSC , XRD, particle size analysis , TEM, and FL. The obtained CD-TPE had good water dispersibility and could self-assemble into AIE nanoparticles. The large cavity of CD-TPE provided convenient conditions for the loading of doxorubicin (DOX) and slow-release DOX with the loading and release rates of 67.4 % and 71.3 % (pH = 5.4), respectively. The DOX release kinetic model was suitable for the Bhaskar model. Cytotoxicity analysis and cell imaging of CD-TPE were performed, showing that CD-TPE has good biocompatibility and excellent cell imaging performance. Moreover, both in vitro and in vivo antitumor experiments showed that CD-TPE has promising applications in drug delivery.

研究领域: 生物医学工程 · 纳米技术 · 药学 · 材料科学
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Journal of Materials Chemistry C · 2020 ·Vol. 8 ·期 30 ·10408-10415 · IF 7.059

AIE-active metal–organic frameworks: facile preparation, tunable light emission, ultrasensitive sensing of copper(II) and visual fluorescence detection of glucose

Siqi Xie,Qi Liu,Fawei Zhu,Miao Chen,Lumin Wang,Yu Xiong,Yuqiu Zhu,Yu Zheng,Xiaoqing Chen

By binding aggregation-induced emission luminogens (AIEgens) with nanoscale ZIF-8, a series of novel luminescent metal–organic frameworks (LMOFs) with good photostability and excellent dispersibility have been facilely fabricated. The developed AIE-active MOFs not only inherit the intriguing AIE properties of AIEgens, including excited-state intramolecular proton transfer (ESIPT) properties, intense solid-state luminescence and large Stokes shifts (115–202 nm), but also show surprisingly boosted fluorescent emission efficiency (over 16 times) when compared with the original fluorescence of AIEgens. Meanwhile, the emission of AIE-active MOFs could also be finely engineered by varying the substituents on AIEgens. And as a proof of concept, the selected AIE-active MOF-2 (LMOF-2) served as a novel fluorescent probe for detecting copper ions (Cu2+), and a considerable response range (1–100 nM) and a sensitive picomolar detection limit (550 pM) were favorably obtained. More importantly, based on a glucose oxidase (GOD) catalyzed cascade redox reaction of LMOF-2/GOD nanocomposites, a fluorescent allochroic test strip was favourably developed for visual detection of glucose within a normal concentration range of fasting blood-glucose in human sera (3–8 mM), and has great potential to be applied in on-site assay of glucose in real serum samples due to its praiseworthy specificity and selectivity.

CAS / MDL: 693-98-1 10196-18-6
研究领域: 材料科学 · 分析化学 · 生物技术 · 纳米技术
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2019 · IF 3.571

Sensitive Water-Soluble Fluorescent Probe Based on Umpolung and Aggregation-Induced Emission Strategies for Selective Detection of Hg2+ in Living Cells and Zebrafish

Tang Gao,Xueyan Huang,Shuai Huang,Jie Dong,Kai Yuan,Xueping Feng,Tingting Liu,Kunqian Yu,Wenbin Zeng

Using Hg2+-induced umpolung reaction and aggregation induced emission (AIE), we have rationally developed a water-soluble fluorescent probe 2,2′-(((4-(4,5-bis(4-methoxyphenyl)-1-phenyl-1H-imidazol-2-yl)phenyl)methylene)bis(sulfanediyl))diethanol (MPIPBS) for Hg2+ detection. MPIPBS was found to have high selectivity and sensitivity toward Hg2+ detection. The mechanism of MPIPBS response to Hg2+ was verified by 1H NMR titration, HPLC, and HRMS spectroscopy. The detection limit was examined to be 1.45 nM, which is lower than most reported probes for Hg2+. Taking advantage of excellent optical properties of AIEgen, a paper based sensor for Hg2+ detection was fabricated by immobilizing the MPIPBS on Waterman test paper. Meanwhile, MPIPBS showed satisfactory analytical performance in real water and urine samples. Further, thanks to the high water solubility, cell membrane permeability and low cytotoxicity, MPIPBS was further used to detect Hg2+ both in living cells and zebrafish. We anticipate that the prepared probe was available to detect Hg2+ in environment and biosamples.

CAS / MDL: 80-41-1 60-24-2
研究领域: 分析化学 · 生物医学 · 环境科学
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Small · 2024 · IF 13

Three-in-One: Molecular Engineering of D–A–π–A Featured Type I and Type II Near-Infrared AIE Photosensitizers for Efficient Photodynamic Cancer Therapy and Bacteria Killing

Yun-Yun Quan,Tingting Pan,Zhongda Zhang,Shihua Wang,Guiyun Wang,Lichao Yu,Ye Wang,Xu-Feng Zang,Fangjun Zhang,Xiaoxia Ye,Xuebo Pan,Zu-Sheng Huang

Bacterial infections are closely correlated with the genesis and progression of cancer, and the elimination of cancer-related bacteria may improve the efficacy of cancer treatment. However, the combinatorial therapy that utilizes two or more chemodrugs will increase potential adverse effects. Image-guided photodynamic therapy is a highly precise and potential therapy to treat tumor and microbial infections. Herein, four donor–acceptor–π-bridge–acceptor (D–A–π–A) featured near-infrared (NIR) aggregation-induced emission luminogens (AIEgens) ( TQTPy , TPQTPy , TQTC , and TPQTC ) with type I and type II reaction oxygen species (ROS) generation capabilities are synthesized. Notably, TQTPy shows mitochondria targeted capacity, the best ROS production efficiency, long-term tumor retention capacity, and more importantly, the three-in-one fluorescence imaging guided therapy against both tumor and microbial infections. Both in vitro and in vivo results validate that TQTPy performs well in practical biomedical application in terms of NIR-fluorescence imaging-guided photodynamic cancer diagnosis and treatment. Moreover, the amphiphilic and positively charged TQTPy is able to specific and ultrafast discrimination and elimination of Gram-positive (G+) Staphylococcus aureus from Gram-negative (G−) Escherichia coli and normal cells. This investigation provides an instructive way for the construction of three-in-one treatment for image-guided photodynamic cancer therapy and bacteria elimination.

CAS / MDL: 307554-62-7 7789-39-1
研究领域: 癌症研究 · 光动力疗法 · 材料科学 · 生物医学工程 · 微生物学
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Matter · 2022 · IF 19.967

First AIE probe for lithium-metal anodes

Mengshi Wang,Hongmei Liang,Li Wang,Hao Zhang,Jianlong Wang,Yen Wei,Xiangming He,Yang Yang

Formation of lithium dendrites and byproducts on the Li anode surface affects the performance and safety of lithium metal batteries (LMBs). In order to visually and semi-quantitatively analyze the lithium dendrites and byproducts, as well as their distributions and morphology on lithium anodes, we designed a first aggregation-induced emission (AIE) fluorescence probe, TPECatechol. The catechol moiety of this probe can react rapidly with active lithium or lithium dendrites, leading to a clearly discernable fluorescence change, while the emission of the probe does not change when treated with byproducts. Based on the different fluorescences, the distribution and relative number of components on cycled Li anodes can be distinguished instantaneously and conveniently, without changing the morphology of electrodes. These delicate details are hoped to provide constructive guidance on the life expectancy and safe current threshold of LMBs. Therefore, this AIE fluorescence probe may become a powerful technology for the mechanism analysis and predictive diagnosis of LMBs.

研究领域: 材料科学 · 电化学 · 分析化学
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INORGANIC CHEMISTRY · 2024 · IF 4.3

Organic Ligand Exchange: The Chiral Structure–Property Regulation of Cuprous Halides

Guanlei Gao,Si-Yu Xu,Xinghui Qi,Jie-Ru Yang,Peiqi Lin,Jin Chen,Xiao-Ying Huang,Ke-Zhao Du

The strategy of organic ligand exchange is proposed to tune the optical properties of organic–inorganic hybrid cuprous halides. In this work, the chiral ligand (S)-(−)-2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl ((S)-Tol-BINAP) and achiral triphenylphosphine (PPh3) are introduced into cuprous halides CuX-PPh3-[(S)-Tol-BINAP] (X = Cl, Br, I) through organic ligand exchange. As a result, the mixed organic ligands can enhance second harmonic generation (SHG) and aggregation-induced emission (AIE) optical properties. Moreover, the title compounds exhibit progressively enlarged SHG effects along with heavier halogen substitution due to their stronger polarizability. In the meantime, the reduced π–π stacking interaction of the organic ligand will improve their photoluminescence quantum yield. The experimental results combined with the theoretical calculation clarify the structure–property relationship well. Furthermore, the title compounds have been developed for the application of latent fingerprint detection.

研究领域: 材料科学 · 化学
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CHEMICAL ENGINEERING JOURNAL · 2024 · IF 13.3

Achieving precise luminescence regulation through manipulating aggregation and protonation in pyrene-based materials

Jiajing Zhang,Yaqin Han,Junan Fang,Jia An,Jincai Peng,Xiaohui Zhu,Yufei Liu

Aggregation-induced emission (AIE) materials have garnered significant interest due to their unique optical properties, unlike traditional fluorophores. The combination of AIE with aggregation-caused quenching (ACQ) materials presents an intriguing avenue for precise regulation of luminescent behavior. However, materials with both AIE and ACQ effects are rarely reported. Herein, a novel pyrene-based double emission AIE material (DE-AIE) is synthesized, which can enable precise luminescence regulation through the manipulation of aggregation states and protonation levels. Specifically, as the volume fraction of the poor solvent water increases, DE-AIE undergoes successively the quenching of green fluorescence caused by π-π stacking between molecules and the enhancement of orange fluorescence due to the restriction of intramolecular motions. In addition, DE-AIE exhibits further red-shifting of the absorption and emission peaks in response to acid, which is attributed to the enhancement of intermolecular charge transfer resulting from the protonation. And the reversible acid-base fluorescence regulation was demonstrated by acid-base cycle experiments. The fluorescence emission peak of DE-AIE after adding acid present an apparent redshifted (116 nm) from that in the dispersed state, endowing a broad wavelength range for regulating luminescence through aggregation and protonation. Furthermore, the relationship between the luminescence mechanism and the intermolecular or intramolecular interactions of materials during aggregation was explored by nuclear magnetic resonance titration experiment. Based on the unique luminescent characteristics, DE-AIE holds significant potential for applications in recyclable molecular “Traffic Signals”, information encryption with multilevel, and visual sensing of multi-gradient humidity.

CAS / MDL: 67-68-5 3029-19-4
研究领域: 材料科学 · 光学 · 化学
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DYES AND PIGMENTS · 2021 · IF 4.889

Porphyrin with circularly polarized luminescence in aggregated states

Rongqiao Wang,Shibing Chen,Qiaoru Chen,Hongyu Guo,Fafu Yang

abstract Porphyrin with circularly polarized luminescence (CPL) in aggregated state was seldom presented due to the strong aggregation-caused quenching (ACQ) effect at aggregation. This work designed and synthesized a novel porphyrin derivative ( CPL-P ) with good CPL behaviour in aggregated states based on the strong AIE-FRET effect and good chirality transfer of liquid crystalline porphyrin, which was constructed by using porphyrin unit as core with four AIE cyanostilbene groups bearing peripheral chiral alkyl chains. CPL-P exhibited orderly hexagonal columnar mesophase between 62.5 °C and 113.2 °C. It displayed excellent fluorescence emission at 640–760 nm in aggregated states due to the AIE-FRET effect between cyanostilbene unit and porphyrin moiety. Moreover, CPL-P showed the strong circular dichroism and CPL properties in aggregated states based on the effective chiral transfer of the spiral liquid crystalline self-assembly. The |g lum | value for mesophase attained 6.6 × 10 −3 based on the combining effect of AIE-FRET and chiral transfer. This research supplied a new strategy for transferring typical achiral porphyrin with ACQ effect to luminescent molecule with good CPL behaviour in aggregated state.

研究领域: 化学 · 材料科学
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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

A bifunctional AIEgen fluorescent probe for detection viscosity and ONOO- in living cells

Huaqin Jiang,Lingling Shi,Wenxiang Wang,Yang Yang,Min Fang,Weiju Zhu,Cun Li

The peroxynitrite anion (ONOO - ) and viscosity play crucial roles in both physiological and pathological processes. In this study, we developed a bifunctional fluorescent probe MAR with an aggregation-induced emission (AIE) feature for detecting viscosity and ONOO - across different channels. MAR exhibited significant fluorescence enhancement to viscosity with a red emission at 600 nm and a good linear relationship in the range of 11.6 to 956 cP. Additionally, MAR could rapidly recognize and quantitatively respond to ONOO - with high selectivity, good sensitivity, a low detection limit (LOD = 6.97 nM), and a wide range of pH value (4.0 - 10.0), accompanied by visible blue fluorescence emission at 408 nm. The considerable wavelength separation (Δλ = 192 nm) between the maximum emission peaks of MAR for viscosity and ONOO - ensured minimal signal crosstalk in bioimaging. Cell imaging experiments indicated that MAR could target intracellular lipid droplets and respond to the changes of viscosity and ONOO - through independent red and blue channels. These results indicated that the AIEgen fluorescence sensor MAR was a promising candidate for detecting ONOO - levels and viscosity changes in live cells.

CAS / MDL: 56278-50-3
研究领域: 生物化学 · 医学检测 · 材料科学
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