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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY · 2026 · IF 4.4

An AIE-active NIR Ratiometric probe based on “ICT + ESIPT” mechanism for mitochondrial MAO imaging: Distinguishing cells and visualizing DILI

Ting Cao,Mengjin Li,Hong Ma,Zhefeng Fan

A novel AIE-1 probe integrates “ICT + ESIPT+AIE” tri-modal for ratiometric NIR fluorescence imaging of MAO activity. • AIE-1 exhibits wide linear range (0–140 μg/mL), high sensitivity (LOD 0.23 μg/mL), and excellent selectivity. • AIE-1 semi-quantitatively distinguishes MAO activity in normal/cancer cells and evaluates cellular inhibitor efficacy. • Successful real-time visualization of upregulated MAO activity is achieved in a DILI model. Given the crucial role of monoamine oxidase (MAO) in maintaining amine homeostasis and liver pathology, real-time in situ monitoring of its activity is crucial for elucidating the mechanism of drug-induced liver injury (DILI). This study designed and synthesized a ratio type fluorescent probe AIE-1 based on the “ICT + ESIPT” mechanism, which integrates aggregation induced luminescence (AIE), near-infrared (NIR) emission, and mitochondrial targeting. The probe AIE-1 utilizes MAO catalyzed oxidative deamination reaction to trigger intramolecular charge transfer and excited state proton transfer processes, producing significant ratiometric fluorescence signals at 518 nm and 712 nm. The sensing mechanism was thoroughly validated by 1 H NMR titration, DFT calculations of HOMO-LUMO energy gaps, and solvent-polarity-dependent experiments, collectively confirming the occurrence of both ICT and ESIPT processes. Spectral experiments show that its detection of MAO has a wide linear range (0–140 μg/mL), high sensitivity (0.23 μg/mL), strong selectivity, and anti-interference ability. Cell imaging experiments have confirmed that AIE-1 can successfully semi quantitatively distinguish the differences in MAOs activity between normal liver cells and liver cancer cells, and evaluate the effectiveness of inhibitors. In the drug-induced liver injury model, AIE-1 successfully achieved real-time visualization monitoring of upregulation of MAO activity in vivo with sensitivity and specificity. This probe provides a novel and efficient tool for studying the role of MAO in pathological processes such as DILI.

✓ 已验证 DOI 高影响因子
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ChemistrySelect · 2022 ·Vol. 7 ·期 42 ·e202202620 · IF 2.307

A Sensitive Fluorescent Probe with Large Stokes Shift for Real-Time Tracking Lysosomal pH Changes in Live Cells

Siyuan Li,Xianrong Yu,Linlin Zeng,Yuhan Xu,Xiaolan Zhao,Wei Tang,Xinrui Duan

Graphical A lysosomal-targeted ratiometric ICT fluorescent probe TCF-LysopH with ideal p K a value (6.12), large Stokes shift (110 nm), and good photostability was developed for real-time tracking lysosomal pH changes during heatstroke. The lysosome is the typical acidic organelle involved in many biological processes, the fluctuation of its pH influences its normal digestive function and even the fate of the cells. To conveniently detect and visualize lysosomal pH changes during heatstroke, we designed and synthesized a lysosomal-targeted ratiometric pH-sensitive fluorescent probe TCF-LysopH. TCF-LysopH showed an ideal p K a value (p K a =6.12) in the lysosomal pH range during heatstroke (5.00–7.00), rapid response for the changes of pH in real-time, reversible pH switching ability, good selectivity, low cytotoxicity, and excellent lysosome-targeting ability. The large Stokes shift of 110 nm allows us to apply the probe for fluorescence imaging in MCF-7 cells. The probe has much better photostability (only less than 20 % decrease in intensity for 15 min irradiation) than LysoTracker Green. The fluorescence intensity became higher with the increase of pH, which is consistent with the tendency of the lysosomal pH change during heatstroke. Importantly, TCF-LysopH was applied to measure the change of lysosomal pH during heatstroke in live cells, the results prove once again that the pH of the lysosome is increased during heatstroke. Thus, TCF-LysopH was successfully developed as a practical and useful tool to provide a better understanding of the complicated mechanisms between lysosome pH change and heatstroke.

研究领域: 生物化学 · 细胞生物学 · 荧光成像 · 分析化学
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Analytical Methods · 2023 ·Vol. 15 ·期 23 ·2868-2875 · IF 3.1

Colorimetric detection of ozone in aqueous solution and imaging in living cells using a novel hemicyanine dye

Xia Gao,Guo Yu,Xuehan Liu,Yinlan Xu,Pengbo Zhang,Weidong Wu

Ozone (O3) is ubiquitous in the environment and exposure to high levels of O3 has been associated with various respiratory diseases, such as asthma, emphysema, and bronchitis. Therefore, it is necessary to develop a simple and efficient detection method for monitoring O3 in the environment and living cells. In this study, an intramolecular charge-transfer (ICT) compound was designed and synthesized based on a phenol-type hemicyanine dye and 4-bromo-1-butene, which could specifically detect O3 in aqueous solution. Due to the ICT process, the absorption spectrum, fluorescence spectrum, and color of the probe hemicyanine-butyl-3-enyl (HCB) changed significantly and thus the rapid and sensitive detection of O3 was realized. The interaction between O3 and the probe HCB could be completed within 40 min, and the detection limit of O3 was as low as 2.15 × 10−7 mol L−1. Finally, the proposed method was successfully applied to the visual detection of O3 in a simulated O3 environment and living cells.

研究领域: 环境科学 · 分析化学 · 生物医学工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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ANALYTICA CHIMICA ACTA · 2019 · IF 5.256

A hemicyanine fluorescent probe with intramolecular charge transfer (ICT) mechanism for highly sensitive and selective detection of acidic pH and its application in living cells

Yingying Zhang,Fanqiang Bu,Yanliang Zhao,Bing Zhao,Liyan Wang,Bo Song

Intracellular pH (pHi) plays an essential role in organelles . Fluorescent probe combined with fluorescence imaging analytical approach has been used for detection pH fluctuation due to high sensitivity and good photostability. Herein, a benzoindole-based colorimetric and naked-eye hemicyanine fluorescent probe 2,3-trimethy-3-[2,4-(dihyoxyl-4-yl)vinyl]-3 H -benzo[e]indole ( BiDD ) was developed in one step. Upon the decreasing of pH, BiDD exhibited strong a pH-dependent characteristic with p K a 4.98 and responded linearly within the pH range of 4.4–6.2. BiDD also showed high sensitivity and selectivity , colorimetric and fluorometric dual-modal response, high photostability, low cytotoxicity as well as good cell membrane permeability. More importantly, the probe was applied to sense and visualize the pH fluctuations in HeLa cells successfully by the fluorescence confocal microscope .

研究领域: 生物化学 · 细胞生物学 · 分析化学
✓ 已验证 DOI 高影响因子
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JOURNAL OF MOLECULAR LIQUIDS · 2020 · IF 5.065

Sequential determination of cerium (IV) ion and ascorbic acid via a novel organic framework: A subtle interplay between intramolecular charge transfer (ICT) and aggregated-induced-emission (AIE)

Xiangqian Li,Zhijun Lai,Jiapei Gu,Wanqiang Liu,Jinwei Gao,Qianming Wang

Construction of systems with variable electron distribution is a relatively new method in design of responsive fluorophores. Herein, 4,4′,4″,4‴-(ethene-1,1,2,2-trayltetrakis (benzene-4,1-diyl))tetrakis(1-carboxymethyl-pyridin-1-ium)bromide ( LG556 ) is developed and its specific spectral behavior has been verified based on perturbation involving intramolecular charge transfer (ICT) via the connected electron donor and acceptor. In the presence of Ce 4+ ions, the fluorescence intensity of LG556 can be efficiently quenched due to the disassembly of LG556 nanoaggregates and inner filter effect (IFE). The sensitivity is dependent on the concentration of Ce 4+ with an excellent linear range 1–150 μM and a low detection limit of 0.62 μM. At this stage, the working principle behind the aggregated-induced-emission (AIE) has been employed and the difficulty lying in aggregate formation is overcome. The incorporated ascorbic acid causes the reduction of Ce 4+ to Ce 3+ and the re-assembly of LG556 has been realized. The detection limit has been evaluated to be 39.2 nM, which is lower than most of the reported results. Therefore, the “on-off-on” signal conversion leads to a reversible IMPLICATION logic gate and the molecular probe has been applied for the analysis of Ce 4+ and ascorbic acid in pure aqueous solution with satisfactory results.

✓ 已验证 DOI 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2025 · IF 4.6

Development of a hemicyanine-based turn-on probe for MAO-A imaging in metabolic disorders in vivo and in serum

Lu Fan,Yulong Jin,Aiguo Zhang,Youzhen Feng,Kai Wang

In this study, A fluorescent/photoacoustic dual-modal probe HD-MAO for hemicyanine derivatives was successfully designed and synthesized, achieving high-sensitivity and high-specificity detection of monoamine oxidase A (MAO-A). Through the ingenious combination of the specific MAO-A recognition group and the hemipanocyanine fluorophore, the probe produced a significant enhancement of the intramolecular charge transfer (ICT) effect after enzymatic digestion, showing the synergistic activation characteristics of fluorescence (∼730 nm) and photoacoustic (∼700 nm) signals, with a detection limit of 0.806 mg/L. In the diet-induced obese mouse model, HD-MAO successfully revealed a significant increase in liver MAO-A activity, which was highly consistent with the serum test results, providing molecular imaging evidence for the early diagnosis of metabolic diseases. The probe behaves stably under physiological conditions and shows no cross-reaction to common interferents. Serum detection experiments further confirm its clinical applicability. This study not only provides an innovative tool for the research on MAO-A-related mechanisms, but also opens up a new approach for the early diagnosis and treatment monitoring of metabolic diseases.

研究领域: 生物成像 · 分子诊断 · 酶检测 · 代谢疾病 · 生物医学光学 · 探针开发
✓ 已验证 DOI PubMed 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2019 · IF 2.931

A new colorimetric and ratiometric fluorescent probe for selective recognition of cyanide in aqueous media

Zhen Ming Dong,Hong Ren,Jia Na Wang,Jian Bin Chao,Yu Wang

A simple naphthopyran derivative (L) has been synthesized as a colorimetric and ratiometric fluorescent probe for cyanide sensing in the aqueous DMSO medium and paper strips. The nucleophilic addition of CN − to this probe blocks the π-conjugation and the intramolecular charge transfer (ICT) transition between naphthopyran and benzoindolium moieties and consequently results in remarkable color and spectral changes. Upon addition of cyanide, L displayed a ratiometric fluorescence response with a blue shift of the peak position and a noticeable color change from fuchsia to colorless within 90   s. The probe exhibits high selectivity and sensitivity toward CN − over other anions and the detection limit was calculated to be 7.56   ×   10 −7   M, which is well below the WHO cyanide standard in drinking water (1.9   μM). In addition, the excitation and emission of the probe were within the visible wavelength range, which could benefit an application of the probe in an inexpensive portable cyanide sensor. The sensing ability of L has been successfully applied in real water samples. Furthermore, test strips based on L were fabricated, which can act as convenient and efficient test kits for detecting CN − .

CAS / MDL: 41532-84-7
研究领域: 分析化学 · 环境科学 · 材料科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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DYES AND PIGMENTS · 2021 · IF 4.889

A novel Near-Infrared rhodamine-derivated turn-on fluorescence probe for sensing SO32− detection and their bio-imaging in vitro and in vivo

Kai Wang,Wei Wang,Shi-Yu Chen,Jia-Cheng Guo,Jia-Heng Li,Yu-Shun Yang,Xiao-Ming Wang,Chen Xu,Hai-Liang Zhu

Sulfur dioxide (SO 2 ) is an important marker in the human body, and maintaining its balance is very significant for human health. The high concentration of SO 2 will cause harm to human health because of the transient nature of SO 2 . To measure the level of SO 2 , it is urgent to find a suitable detection method for the real-time monitoring of sulfite. Herein, we designed and exploited a Near-Infrared (NIR) turn-on fluorescent probe L derived from rhodamine for the detection of SO 3 2− in living cells and zebrafish. The addition of sulfite would attack the 4-position of the carbonyl group of levulinic acid, resulting in the cleavage of the ester bond and the formation of the fluorophore . The intramolecular charge transfer (ICT) was restored thus the monitoring system emitted the corresponding long NIR fluorescence at 646 nm. Probe L had high selectivity, a short response period within 10 min, and the detection limit of 0.6 μM. Besides, Probe L had a long excitation wavelength (>580 nm), which was in favor of more deeply biological imaging properties. Moreover, Probe L had low cell cytotoxicity through MTT assay, thus it was confirmed with good biocompatibility . In addition, probe L could successfully real-time monitor exogenous and endogenous sulfite in living cells, and be applied in zebrafish. The confocal results suggested that probe L had strong potential application prospect of outstanding capabilities for detecting sulfite in clinical diagnostics.

研究领域: 化学 · 生物化学 · 生物医学工程 · 分析化学
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NEW JOURNAL OF CHEMISTRY · 2023 ·Vol. 47 ·期 22 ·10849-10856 · IF 3.3

A latent reversible ratiometric optical pH sensing probe based on phenylboronic acid for alkaline pH detection and applications in test paper and alkalotic HK-2 cells

Hufeng Fang,Shan Xu,Jinhong Gong,Lidan Tang,Xiaomei He,Ying Lin,Hao Yang,Kun Yan,Dan Su,Yujing Leng

Metabolic alkalosis, the most common acid–base disorder, is related to significantly increased mortality in hospitalized patients. Hunting for pH sensors lying in the neutral to alkaline pH range still remains challenging and in demand. Herein, we engineered a colorimetric/fluorescent method for monitoring alkalic pH based on a phenylboronic acid-containing probe (DDPB). In this approach, the dicyanoisophorone group of DDPB acted as an optical signal moiety, while the boronic acid acted as the latent pH response site. It was exactly deciphered that the reversible pH monitoring principle is based on the deprotonation/protonation mechanism and intramolecular charge transfer (ICT) strategy via1H NMR and DFT calculations. This approach presented a pH-sensitive response over pH values ranging from 7.00 to 10.23 (pKa = 9.33) with excellent reversibility. We further explored its application in sensing pH on a paper substrate for visual and rapid detection. In addition, it was successfully applied to measure pH variations in HK-2 cells when the cells underwent alkalosis. This work extends the application of optical probes based on boronic acid under alkaline pH conditions, and provides a new strategy for the design of alkaline pH probes.

研究领域: 化学 · 材料科学 · 生物医学工程 · 细胞生物学
✓ 已验证 DOI 高影响因子
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NEW JOURNAL OF CHEMISTRY · 2025 · IF 2.5

Molecular design and third-order nonlinear optical properties of D-A type pyrazine derivatives

Jianhong Jia,Hui Zhang,Jian Huang,Xiangxiang Zhou,Endian Su,Mingyan Li,Ran Yao,Jiahui Chu,Debo Ding,Yun-Fang Yang,Yuanbin She

In this work, three series of 12 novel donor-acceptor (D-A) pyrazine derivatives (B/S/J series) were designed and synthesized via a molecular engineering strategy. The B series was constructed based on the fundamental framework; the S series introduced triphenylamine with stronger electron-donating ability on the basis of the B series to enhance intramolecular charge transfer (ICT); while the J series modified the molecular structure by incorporating methoxybenzene, altering the electron cloud distribution and optimizing the molecular architecture. The systematic investigation revealed that structural tuning significantly influences their third-order nonlinear optical (NLO) properties. Both experimental and theoretical studies demonstrated that the synergistic effect between triphenylamine donors and nitrobenzene acceptors effectively enhances ICT. Specifically, compound S-series exhibits exceptional third-order nonlinear polarizability (S-2, χ_I^((3) ) = 35.18×10⁻¹³ esu) and second-order hyperpolarizability (S-4, γ = 7.93×10⁻³³ esu) in solution state. Through solid-state doping optimization (Polymethyl methacrylate (PMMA) composite films), the NLO performance was enhanced by three orders of magnitude (β = 27.84×10⁻⁹ m/W), providing a new paradigm for designing high-stability organic NLO materials. In this study, UV-Vis absorption spectroscopy and fluorescence spectroscopy were employed to investigate the ICT process; cyclic voltammetry was used to explore the electrochemical behavior; the Z-scan technique was applied to study the third-order NLO properties of the solutions at 532 nm; and density functional theory (DFT) calculations were utilized for theoretical verification, revealing the relationship between molecular structures and properties from multiple perspectives.

CAS / MDL: 109-99-9 7631-90-5
研究领域: 有机光电子学 · 非线性光学 · 材料化学 · 物理化学 · 分子工程
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JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY · 2023 · IF 5

Preparation of in situ multifunctional traditional Chinese medicine thermosensitive microemulsion gel embolic agent for interventional therapy

Xinmeng Shi,Ye Xietao,Linqing Huang,Liangyin Wei,Chen Miaoying,Ding Qu,Congyan Liu,Qin Chen,Yuping Liu,Yan Chen

Transcatheter arterial chemoembolization (TACE) is a minimally invasive procedure performed in interventional radiology to restrict a tumor's blood supply. Blood-vessel-embolic agents play key role on TACE. In the present work, we reported a Bletilla striata polysaccharide/poly (N-isopropylacrylamide) (BSP/PNIPAM) thermosensitive microemulsion gel loaded with magnetic icaritin (ICT) microemulsion (IS-MEs) as embolic agent (ISBP) for the first time. IS-MEs co-loaded with ICT and superparamagnetic iron oxide nanoparticles (SPIONs) were prepared by water titration method. The particle size of IS-MEs was 27.97 ± 0.25 nm, encapsulation efficiency was 97.18%, and presented a regular sphere under TEM. BSP/PNIPAM was prepared by free radical polymerization, which has good biocompatibility, excellent procoagulant function and dense microstructure. The lower critical solution temperature (LCST) of ISBP was 30 °C, which had excellent in vitro injection performance. The microscopic morphology of ISBP was loose and porous, the long-acting sustained-release time could reach 144 h, and the maximum ICT release was (48.6 ± 8.5) %. IPSBs with SPIONs exhibit desirable imaging properties and macrophage M1 polarization function. During the rabbit renal artery embolization, ISBP showed excellent distal vascular embolization performance and there was no obstruction or adhesion of the catheter. These results suggest that a novel in situ multifunctional traditional Chinese medicine thermosensitive microemulsion gel embolic agent has been developed with a potential application as a liquid embolic solution for TACE.

CAS / MDL: 111-46-6 10025-77-1
研究领域: 介入放射学 · 药学 · 纳米技术 · 传统中药 · 癌症治疗
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2022 · IF 5.518

Facile fluorescent glucose detection based on the Maillard reaction

Hongchao Ma,Yitong Chen,Zhaozhan He,Yanhui Wei

The Maillard reaction , a typical reaction between reducing sugars and amino-compounds, has been considered to be an excellent platform to construct fluorescent probes for detecting different analytes . In this work, an amino-modified hemicyanine dye, 4-(4-aminostyryl)-1-methylpyridinium iodide (ASMPI), has been synthesized as a probe for the fluorescent detection of glucose. The intramolecular charge-transfer (ICT) performance and fluorescence emission property of ASMPI was characterized by UV–vis and fluorescence spectra. According to FTIR and XPS results, the Maillard reaction occurred after adding glucose to ASMPI aqueous solution. The obtained Maillard reaction products resulted in the enhancement of fluorescence emission due to the weakening of ICT process. The effects of solvent polarity (adding ethanol) and temperature on the fluorescent emission of ASMPI-glucose Maillard products were investigated to further amplify their fluorescence signal. The results indicated that the optimal experimental condition were that the ratio of ethanol/water was 9:1 and the temperature was 40 °C. Based on this, a fluorescent assay for the detection of glucose was developed.

研究领域: 分析化学 · 生物化学 · 材料科学
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