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AIEgen
JOURNAL OF MOLECULAR STRUCTURE · 2023 · IF 3.8

The location of benzothiazole on the skeleton of rofecoxib defines an AIEgen and its potential application as multifunctional materials

Wei Liu,Xinli Wang,Renfu Li,Zexin Wang,Nannan Chen,Yongbo Wei,Yuqiu Ye,Hong Jiang,Lijun Xie

Aggregation-induced emission (AIE) fluorescent molecules with unique photoelectric properties have received extensive attention due to the wide range of applications. In this study, a novel benzothiazole-rofecoxib-based luminogen, o-RBZ , was constructed by integrating the benzothiazole unit into the rofecoxib scaffold. It showed an obvious AIE property, which was investigated and elucidated clearly by systematic experimental and theoretical research. According to single-crystal X-ray and Hirshfeld surface analysis, the highly twisted structure of o-RBZ and restricted-stacking may allow for bright emission in the solid state. Meanwhile, the theoretical calculation revealed that small oscillator strengths ( f  = 0.06) and a large root mean square deviation (RMSD) were mainly responsible for the large non-radiative transition rate and the suppression of luminous efficacy in DMSO. Furthermore, o-RBZ displayed apparent solvatochromism, mechanochromism, and lipid droplets-specific imaging properties (Pearson's correlative coefficient value of 0.94, low cell cytotoxicity). These findings suggest that AIE-active o-RBZ has the potential to be developed as a multi-functional material for mechanical-force sensors and lipid droplets imaging probes.

研究领域: 材料科学 · 化学 · 生物技术 · 药学
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BIOMATERIALS · 2022 · IF 15.304

A peptide-AIEgen nanocomposite mediated whole cancer immunity cycle-cascade amplification for improved immunotherapy of tumor

Jun Dai,Xiaoqi Dong,Rui Liu,Biao Chen,Xiyuan Dong,Quan Wang,Jing-Jing Hu,Fan Xia,Xiaoding Lou

Immunotherapy maintains the cancer-immunity cycle via re-activating the immune system, so as to achieve the purpose of anti-tumor. However, the response rate of current tumor immunotherapy strategies is still low. Even the most reported immune checkpoint block (ICB), the objective response rate (ORR) is only about 10–30%. Here, aiming at obtaining a higher response rate, we designed a cascade amplification nanocomposite consisting of the immune adjuvant polyinosinic:polycytidylic acid [Poly (I:C)] and aggregation-induced emission luminogen (AIEgen)-modified modular peptide (named PMRA). The PMRA includes: D PPA-1 peptide (P), an immune checkpoint inhibitor; PLGLAG peptide (M), a matrix metalloproteinase 2 (MMP-2) responsive sequence to promote the release of D PPA-1; RRRRRRRR peptide (R), for loading the Poly (I:C); PyTPA (A), a photosensitizer with AIE property. In cancer-immunity cycle, photodynamic therapy (PDT) mediated by PyTPA promotes the release of tumor-associated antigens (TAAs), and primes T lymphocytes . The cytokines coming from the stimulation of PDT and Poly (I:C) promote the activation of T lymphocytes. The high level of chemokines in tumor microenvironment promotes immune cells migration and infiltration in tumor with the assistance of PDT. Finally, through ICB with D PPA-1 peptide, T lymphocytes enhance the recognition of tumor cells and killing tumor cells. Immunogenic cell death induces the release of more TAAs, which will enter the next cycle and complete the full-loop again. Taking advantages of whole cancer-immunity cycle, the cascade amplification nanocomposite achieved almost 100% ORR in vivo . This concept of whole cancer-immunity cycle enhanced immunotherapy provides a novel perspective for tumor treatment.

CAS / MDL: 2044-85-1
研究领域: 癌症生物学 · 免疫学 · 纳米技术 · 治疗学
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BIOMATERIALS · 2022 · IF 15.304

Mitochondrial targeted AIEgen phototheranostics for bypassing immune barrier via encumbering mitochondria functions

Pai Liu,Fei Ren,Subin Son,Myung Sun Ji,Peng Li,Zhengxu Cai,Jianbing Shi,Yi Liu,Yuping Dong,Jong Seung Kim

Photodynamic therapy combined with immunogenic cell death has been proposed to overcome the unsolvable problems of single therapy, such as high levels of tumor recurrence and treatment resistance of tumors. Previous works on this theme have mostly concentrated on endoplasmic reticulum (ER)-stressed damage-associated molecular patterns (DAMPs), ignoring the secretion and function of mitochondria-related DAMPs. Herein, our work reports two intersystem crossing photosensitizers based on well-designed multiarylpyrrole structures and draws valuable attention to mitochondria-related DAMP-TFAM (mitochondrial transcription factor) when cancer cells are under forceful oxidative stress . The tumors vanished, and immunogenic experiments were applied to illuminate the advantages of double treatment. Our discovery of new mitochondria-related DAMPs compensates for the lack of ER-stressed DAMPs and offers an innovative target for immunity therapy.

研究领域: 癌症治疗 · 免疫疗法 · 光动力疗法 · 分子生物学 · 细胞生物学
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ANALYTICA CHIMICA ACTA · 2021 · IF 6.558

Dual-emission fluorescence biosensing of vancomycin based on AIEgen–peptide conjugates and aptamer-modified Au nanoclusters

Fangya Mu,Junqing He,Fang Fan,Guoyue Shi

Precise doses of antibiotics are necessary to prevent bacterial drug resistance . Although fluorescent sensors are promising for quantitative analyses of antibiotics, improvements in feasibility, selectivity , and sensitivity are needed. In this study, a dual-emission fluorescence biosensor platform was developed for simple, selective, and sensitive determination of vancomycin (Van) based on a peptide conjugated with blue-emitting aggregation-induced emission luminogens (AIEgen) and aptamer-modified red-emitting gold nanoclusters (AuNCs-apt). The peptide and aptamer together recognized Van with high affinity, thus changing the fluorescence intensity at 470 nm and 650 nm, respectively. This platform displayed excellent linear correlation between the fluorescence response and a Van concentration ranging 0.01–100 μg mL −1 , and the limit of detection (LOD) was 2.79 ng mL −1 . In addition to the ability to accurately distinguish Van from glycopeptide antibiotics , the newly developed biosensor allowed for naked-eye detection of 1 μg mL −1 Van. These results and those of serum samples and microdialysate samples support the application of this newly developed method for Van monitoring and clinical diagnosis.

研究领域: 分析化学 · 生物化学 · 纳米技术 · 药学
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Nature Protocols · 2024 · IF 13.1

Preparation of AIEgen-based near-infrared afterglow luminescence nanoprobes for tumor imaging and image-guided tumor resection

Chen Chao,Zhang Xiaoyan,Gao Zhiyuan,Feng Guangxue,Ding Dan

Fluorescence imaging represents a vital tool in modern biology, oncology and biomedical applications. Afterglow luminescence (AGL), which circumvents the light scattering and tissue autofluorescence interference associated with real-time excitation source, shows remarkably increased imaging sensitivity and depth. Here we present a protocol for the design and synthesis of AGL nanoprobes with an aggregation-induced emission (AIE) effect to simultaneously red shift and amplify the afterglow signal for tumor imaging and image-guided tumor resection. The nanoprobe (AGL AIE dot) is composed of an enol ether format of Schaap’s agent and a near-infrared AIE fluorogen (AIEgen) (tetraphenylethylene-phenyl-dicyanomethylene-4H-chromene, TPE-Ph-DCM) to suppress the nonradiative dissipation pathway. Pre-irradiating AGL AIE dots with white light could generate singlet oxygen to convert Schaap’s agent to its 1,2-dioxetane format, thus initializing the AGL process. With the aid of AIEgen, the AGL shows simultaneously red shifted emission maximum (from ~540 nm to ~625 nm) and enhanced intensity (by 3.2-fold), facilitating better signal-to-background ratio, imaging sensitivity and depth. Intriguingly, the activated AGL can last for over 10 days. Compared with conventional approaches, our method provides a new solution to concurrently red shift and amplify afterglow signals for better in vivo imaging outcomes. The preparation of AGL AIE dots takes ~2 days, the in vitro characterization takes ~10 days (less than 1 day if not involving afterglow kinetic profile study) and the tumor imaging and image-guided tumor resection takes ~7 days. These procedures can be easily reproduced and amended after standard laboratory training in chemical synthesis and animal handling.

CAS / MDL: 7722-84-1
研究领域: 生物医学工程 · 肿瘤学 · 生物成像 · 纳米技术 · 化学
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Small · 2024 · IF 13

Redox-Responsive AIEgen Diselenide-Covalent Organic Framework Composites Targeting Hepatic Macrophages for Treatment of Drug-induced Liver Injury

Jialu Zhuang,Hao Zhang,Jin Wu,Danyou Hu,Tao Meng,Jing Xue,Hanyang Xu,Gang Wang,Hua Wang,Guiyang Zhang

The escalating misuse of antipyretic and analgesic drugs, alongside the rising incidents of acute drug-induced liver injury, underscores the need for a precisely targeted drug delivery system. Herein, two isoreticular covalent organic frameworks (Se-COF and Se-BCOF) are developed by Schiff-base condensation of emissive tetraphenylethylene and diselenide-bridged monomers. Leveraging the specific affinity of macrophages for mannose, the first precise targeting of these COFs to liver macrophages is achieved. The correlation is also explored between the therapeutic effects of COFs and the NLRP3/ASC/Caspase-1 signaling pathway. Utilizing this innovative delivery vehicle, the synergistic delivery of matrine and berberine are accomplished, compounds extracted from traditional Chinese medicine. This approach not only demonstrated the synergistic effects of the drugs but also mitigated their toxicity. Notably, berberine, through phosphorylation of JNK and up-regulation of nuclear Nrf-2 and its downstream gene Mn-SOD expression, simultaneously countered excessive ROS and suppressed the activation of the NLRP3/ASC/Caspase-1 signaling pathway in injured liver tissues. This multifaceted approach proved highly effective in safeguarding against acute drug-induced liver injury, ultimately restoring liver health to normalcy. These findings present a novel and promising strategy for the treatment of acute drug-induced liver injury.

研究领域: 药学 · 材料科学 · 肝病学 · 免疫学 · 中医药
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SENSORS AND ACTUATORS B-CHEMICAL · 2024 · IF 8

A multi-channel microfluidic chip based on fluorescent distance readout-mode for rapid, simultaneous and visual detection of multiplex pathogens using phage- AIEgen-antimicrobial peptide-encoded tags

Fubang Liu,Yang Huang,Jiayi Xu,Huihui Wu,Tianhua Li,Zhenzhong Yu,Shengfeng Huang,Ning Gan

Conventional fluorescence (FL) biosensors based on intensity quantification mode, are susceptible to individual or detector differences, and background light. In this study, a multi-channel microfluidic chip (D-chip) based on visual fluorescence distance-readout mode was self-made for rapid and simultaneous detection of three bacteria. In the chip, different phages for specifically capturing three kinds of bacterial strains were pre-modified in the channels, respectively. After the sample with multiplex bacteria was pumped into the chip, different target bacteria could be captured by corresponding channels and travel in the flow direction, respectively. Subsequently, novel aggregation-induced emission fluorophore photosensitizer-labeled antimicrobial peptides (AIE@AMPs) signal tags were used to conjugate with all captured bacteria to boost their light emissions. The AIE@AMPs can enhance FL signals after conjugating with bacteria. Consequently, the qualification and quantification of different species of bacteria can be carried out by measuring corresponding luminous channel distances. Under optimized conditions, the D-chip with FL distance readout mode was successfully applied for detecting Escherichia coli O157:H7 ( E. coli 44484) and two Salmonella typhimurium strains (S. T 14028 and S. T 25928) within 30 min. The linear range for E. coli was from 10 2 to 10 6 CFU/mL, with a limit of detection (LOD) of 64 CFU/mL. For two S. T strains , the linear range is from 10 2 to 10 6 CFU/mL, with an LOD of 58 CFU/mL. The multi-channel microfluidic platform based on naked-eye FL distance readout mode shows great potential for practical application in on-site screening of pathogen bacteria.

CAS / MDL: 25952-53-8 6066-82-6
研究领域: 生物传感技术 · 微生物学 · 分子诊断
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CHEMICAL ENGINEERING JOURNAL · 2022 · IF 16.744

A lipid droplet-specific near-infrared automatic oxygen-supplied AIEgen for photodynamic therapy and metastasis inhibition of hypoxic tumors

Xing Wang,Yuqi Tang,Jiankang Liang,Yongfei Zhao,Li Yang,Zhengjian Qi

TTIMN NPs prepared based on TTIMN has the function of targeting lipid droplet to induce tumor regression by depleting GSH and inactivating GPX4. Meanwhile, the mode of TTIMN NPs catalyzed the conversion of O 2 −• was also clarified according to in vivo experiments, which indicated it could initiate a series of O 2 −• -mediated bio-catalytic reactions to gain autonomously generated O 2 inside solid tumors. TTIMN NPs sensitized O 2 −• formation even under severe O 2 shortage environment, and a part of it would be converted into highly toxic OH•, subsequently triggering the release of cytochrome c and activating the cascade of the Caspase family that ultimately led to cell apoptosis. Self-generated O 2 inhibited tumor proliferation and metastasis mainly by interfering with HIF-related signaling and downregulating DNA methylation. TTIMN NPs has less systemic toxicity in blood systems and no effect on major organs, and blocked tumor progression by maintaining self-metabolism and immune system stability.

研究领域: 纳米技术 · 光动力治疗 · 肿瘤学 · 生物化学 · 药学
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Advanced Healthcare Materials · 2025 · IF 9.6

Lighting up Resistance: Rapid Antimicrobial Susceptibility Testing of Gram-Negative Bacteria in Bloodstream Infections Using an Aggregation-Induced Emission Bioprobe

Xiaoxue Ge,Meng Gao,Nannan Cao,Meiwei Mou,Shujuan Guan,Bairong He,Xiumei Hu,Bo Situ,Lei Zheng

Rapid and accurate antimicrobial susceptibility testing (AST) is crucial for guiding treatment and combating resistance. However, conventional ASTs are time-consuming and require pure colonies, delaying the initiation of targeted antimicrobial therapy. Herein, a novel AST based on an aggregation-induced emission luminogen (AIEgen), DATVP, which can directly assess the antimicrobial susceptibility of Gram-negative bacteria in positive blood cultures, is reported. DATVP specifically lights up Gram-negative bacteria with damaged cell membranes while showing no fluorescence in intact bacteria. The antimicrobial-induced fluorescence turn-on of DATVP is found to be fast (within 6 h) and sensitive, allowing for reliable determination of antimicrobial susceptibility. Using DATVP, a wash-free AST is developed and its performance was validated on clinical isolates. The DATVP-based AST showed high categorical agreement (84-95%) with the standard method while shortening the time-to-result from days to hours. This method represents a new paradigm in phenotypic AST, offering speed, simplicity, and direct applicability to patient samples, with the potential to enable timely and targeted antimicrobial treatment.

研究领域: 医学 · 微生物学 · 分子生物学
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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Rosin-based amphiphilic AIEgens with visualized solid-state molecular motion for injectable and thermostable supramolecular fluorescent hydrogels

Shengfeng Ye,Wenjing Zhang,Zhaolan Zhai,Shibin Shang,Lixin Huang,He Liu,Zhanqian Song,Jianxin Jiang

Supramolecular hydrogels with aggregation-induced emission (AIE) activity are attracting significant attention due to their unique properties and promising application potential. However, using nonplanar conjugated molecules to self-assemble into ordered nanostructures remains a substantial challenge. In this study, a series of amphiphilic maleopimaric acid-derived Schiff bases (MPASA-R, R = H, 4Cl, 5Cl, 5Br, 5I, and 5-NO 2 ) with AIE characteristics were easily synthesized from rosin. Changing the substituents significantly affected the molecular arrangement and the excited-state molecular motion, thereby altering the photophysical properties and photochromic behaviors of MPASA-R. Notably, MPASA-5Br in the solid state exhibited quick and obvious visualized photochromic behaviors and excellent fatigue resistance, making it an ideal material for encryption-decryption applications. Interestingly, the strong hydrophobic interactions and large geometrical restrictions of the rosin skeleton promoted MPASA-R to self-assemble into chiral nanofibers in alkaline conditions. AIE supramolecular hydrogels were further obtained, the fluorescence properties and mechanical strength of which could be regulated by changing substitutions or concentration. Furthermore, the obtained AIE supramolecular hydrogels exhibited excellent injectable ability and high temperature resistance, which could be shaped on demand and remain unchanged mechanical properties and intense fluorescence at 90 °C. The present work not only provides novel biobased encrypted materials but also proposes an effective strategy based on the strong aggregation of the rosin skeleton for preparing AIE supramolecular hydrogels.

研究领域: 材料化学 · 生物医学工程
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ANALYTICA CHIMICA ACTA · 2026 · IF 6.1

An AIEgen-porphyrin co-assembly sensor array for fingerprinting glycosaminoglycans

Haoyuan Deng,Shan Li,Chunfei Bao,Daoyuan Zhao,Yubin Ding

Background Although sensor arrays are powerful for discriminating glycosaminoglycans, the construction of a sensor array is usually cost and labour inefficient. With the purpose to acquire a high dimensional response data using only a limited number of dyes, the rational assembly of fluorescent dye molecules may provide an alternative approach. We envision that co-assembling different dyes within a supramolecular structure can trigger multiple photophysical processes, which should produce high dimensional optical signals. Results A supramolecular AIEgen-porphyrin co-assembly is synthesized by assembling a negatively charged AIEgen ( TPE ) and meso-tetra(4-carboxyphenyl)porphine ( TCPP ) on the surface of a cationic polymer saying poly(diallyldimethylammonium chloride) ( PDDA ). With the co-assembly strategy, the aggregation-induced emission of TPE , the aggregation-caused quenching characteristic of TCPP , and especially, the Förster Resonance Energy Transfer efficiency from TPE to TCPP can be manipulated by a dynamic dye assembly approach. A sensor array is thus readily constructed by varying the loading ratio of TPE and TCPP on the surface of PDDA . Significance The sensor array is determined to be powerful for pattern recognition of various glycosaminoglycans even in 100% serum media through competitive compaction or removal of the aggregated TPE and TCPP dyes on the PDDA surface. It can be successfully applied for accurate and reliable detecting trace GAG analogues in Hep samples and identifying unknown GAG samples with an accuracy of 96.88%.

CAS / MDL: 9067-32-7
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CHEMICAL ENGINEERING JOURNAL · 2021 · IF 13.273

A triple pH-responsive AIEgen: Synthesis, optical properties and applications

Weihua Luo,Bo Wu,Xingtang Xu,Xiaolin Han,Jichao Hu,Guojie Wang

Stimuli-responsive luminogens with aggregation-induced emission (AIE) properties have attracted more and more attention for their intense emission in the aggregated state and tunable physicochemical performances. Nevertheless, it still remains challenging to design multifunctional AIE luminogens (AIEgens) with multi-responsive moieties and tunable fluorescence and morphologies. Here, a novel multifunctional AIEgen (DAS-BA) is elaborately designed based on the synergistic effect of twisted intramolecular charge-transfer (TICT), restriction of intramolecular motions (RIM), and excited-state intramolecular proton transfer (ESIPT). DAS-BA not only possesses triple pH-responsivenesses and long-wavelength emission, but also shows corresponding transition in its fluorescence and self-assembled morphologies. Under strong alkaline conditions, owing to the deprotonation of phenolic hydroxyl group, the red emission of DAS-BA is quenched and the molecular assemblies change from micro-rods to nano-rods. However, under weak acidic conditions, the red fluorescence dramatically shifts to yellow-green and the assemblies strikingly transform from micro-rods to nano-spheres due to the protonation of diethylamino moieties. Further acidification can hydrolyze the Schiff base, resulting in fluorescence quenching and destruction of the nano-spheres. Based on the reversible protonation process of diethylamino moiety, DAS-BA exhibits CO 2 -activated reversible fluorescence switching. Furthermore, DAS-BA has been successfully applied in anti-counterfeit and dual encryption, photo-patterning and molecular logic gates.

CAS / MDL: 767-64-6
研究领域: 材料科学 · 光学 · 化学
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