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DYES AND PIGMENTS · 2020 · IF 4.613

An AIE+TICT activated colorimetric and ratiometric fluorescent sensor for portable, rapid, and selective detection of phosgene

Qinghua Hu,Qiuxiang Huang,Kexin Liang,Yuyuan Wang,Yu Mao,Qiang Yin,Hongqing Wang

Colorless and highly toxic phosgene has long been considered to be a great menace to human health and national security. Excellent AIE + TICT characteristic ratiometric and colorimetric fluorescent sensor TPE-CI was constructed with the combination of the TICT based 3-benzo[d]imidazole-chromen-2-imine unit and AIE based tetraphenylethene (TPE) unit. TPE-CI can detect phosgene not only in organic solvent through a change from the TICT process to the AIE process, but also in solid-state through a new change from the AIE + TICT process to the AIE process. TPE-CI exhibited convenient to use as a test strip, rapid response (less than 6 s in solvent and 2 min in air atmosphere), excellent selectivity and fair sensitivity for visual inspection of trace phosgene in the organic solvent and in the gas phase. The limit of detection (LOD) was calculated and derived as 0.36 μM in solvent and 0.27 ppm in the air atmosphere, which was far below the acute phosgene exposure level of human response. The satisfactory results indicate that this AIE + TICT strategy may offer valuable thinking to develop convenient solid-state optical sensors with dual ratiometric and colorimetric fluorescence response for gaseous phosgene identification.

研究领域: 化学传感器 · 材料科学 · 环境监测
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Journal of Materials Chemistry C · 2019 ·Vol. 8 ·期 2 ·734-741 · IF 6.641

Towards white-light emission of fluorescent polymeric nanoparticles with a single luminogen possessing AIE and TICT properties

Yaxin Hu,Xiaoqin Liang,Dongliang Wu,Bang Yu,Yijia Wang,Yifang Mi,Zhihai Cao,Zujin Zhao

A novel technique of modulating the emission behavior of aggregation-induced emission (AIE) polymeric nanoparticles (AIE-PNPs) based on the polymer matrix was provided. White-light-emitting (WLE) AIE-PNPs were facilely synthesized through miniemulsion copolymerization of methyl methacrylate (MMA) and comonomers with various polarities by using a single luminogen with AIE and twisted intramolecular charge transfer (TICT) properties, (2-(3-cyano-5,5-dimethyl-4-(4-(1,2,2-triphenylvinyl)styryl)furan-2(5H)-ylidene)malononitrile (TPE-TCF)). The increased or reduced polarity of the polymer matrix could lead to red-shifted or blue-shifted emission of polymer/TPE-TCF AIE-PNPs, respectively. The polarity-dependent emission behavior of polymer/TPE-TCF AIE-PNPs was generally validated in the AIE-PNPs with various polymer matrices. The WLE polymer/TPE-TCF AIE-PNPs could be generally synthesized via miniemulsion copolymerization of MMA with isobornyl methacrylate, stearyl methacrylate, lauryl methacrylate, n-hexyl methacrylate, and cyclohexyl methacrylate at an appropriate monomer composition. By simply coating a layer of prepared WLE AIE-PNPs onto UV LED chips, the UV light could be successfully converted to white light, clearly demonstrating their great application potential in electronic and photonic devices.

研究领域: 材料科学 · 光学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2025 · IF 4.6

Mitochondria-immobilized fluorescent probes for viscosity and cellular imaging

Lingchen Wang,Wenqiang Song,Fengxia Li,Shaomin Shuang,Shengmei Song,Yunfeng Yang,Yue Huang,Kun Wang

A mitochondria-immobilized fluorescent probe Mito-CDM was designed and synthesized for viscosity sensing via the twisted intramolecular charge transfer (TICT) mechanism. The N , N -diethylaminophenyl group is the viscosity-sensitive unit in the prepared Mito-CDM molecular structure, while the pyridinium cation is the mitochondria-targeting group that is responsible for monitoring mitochondrial viscosity. As the viscosity increased from 0.55 cp (0% glycerol) to 950 cp (100% glycerol), the fluorescence intensity of Mito-CDM at 586 nm enhanced gradually and there is a good linear relationship between fluorescence intensity and viscosity ( n  = 11, R 2  = 0.9957). In high-viscosity media, Mito-CDM exhibits a 166-fold fluorescence enhancement at 586 nm. It is crucial to note that the benzyl chloride group has the ability to react with highly reactive thiols on mitochondrial proteins, which enables Mito-CDM to be immobilized on mitochondria for extended periods. Additionally, Mito-CDM was successfully used to monitor mitochondrial viscosity changes during nystatin and lipopolysaccharide-induced inflammation in HeLa cells.

研究领域: 生物化学 · 细胞生物学 · 分析化学 · 生物物理 · 分子成像
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ACS Sensors · 2022 · IF 9.618

Construction of a TICT-AIE-Integrated Unimolecular Platform for Imaging Lipid Droplet–Mitochondrion Interactions in Live Cells and In Vivo

Shu-Tang Zeng,Wen Shao,Ze-Yi Yu,Lan Fang,Gui-Xue Tang,Yu-Ying Fang,Shuo-Bin Chen,Zhi-Shu Huang,Jia-Heng Tan,Xiu-Cai Chen

Inter-organelle interactions play a vital role in diverse biological processes. Thus, chemical tools are highly desirable for understanding the spatiotemporal dynamic interplay among organelles in live cells and in vivo. However, designing such tools is still a great challenge due to the lack of universal design strategies. To break this bottleneck, herein, a novel unimolecular platform integrating the twisted intramolecular charge transfer (TICT) and aggregation-induced emission (AIE) dual mechanisms was proposed. As a proof of concept, two organelles, lipid droplets (LDs) and mitochondria, were selected as models. Also, the first TICT-AIE integration molecule, BETA-1, was designed for simultaneous and dual-color imaging of LDs and mitochondria. BETA-1 can simultaneously target LDs and mitochondria due to its lipophilicity and cationic structure and emit cyan fluorescence in LDs and red fluorescence in mitochondria. Using BETA-1, for the first time, we obtained long-term tracking of dynamic LD–mitochondrion interactions and identified several impressive types of dynamic interactions between these two organelles. More importantly, the increase in LD–mitochondrion interactions during ferroptosis was revealed with BETA-1, suggesting that intervening in the LD–mitochondrion interactions may modulate this cell death. BETA-1 was also successfully applied for in vivo imaging of LD–mitochondrion interactions in C. elegans. This study not only provides an effective tool for uncovering LD–mitochondrion interactions and deciphering related biological processes but also sheds light on the design of new probes with an integrated TICT-AIE mechanism for imaging of inter-organelle interactions.

研究领域: 细胞生物学 · 分子生物学 · 生物医学工程 · 化学生物学
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JOURNAL OF LUMINESCENCE · 2019 · IF 2.961

A TICT-active orthogonal D-A type probe phenothiazine-BODIPY for ratiometric response of hypochlorite and its application in living cells

Chengjun Wang,Ying Qian

A red emissive fluorescent probe 1,7-dimethyl-3,5-bis(4-methoxyphenyl-vinyl)-8-(10-n-butyl-10H-phenothiazine-3-yl)BODIPY 1,7-dimethyl-3,5-bis(4-methoxyphenyl-vinyl)-8-(10- n -butyl-10 H -phenothiazine-3-yl)BODIPY (avyl-BODIPY-PTZ) with a special orthogonal donor-acceptor structure was designed and synthesized for rapid, sensitive, and selective discrimination of ClO − , over other reactive oxygen species and anions. The probe displays a linear ratiometric absorption (A 578 /A 640 ) and fluorescence (F 599 /F 660 ) response toward ClO − with a fast response velocity (~10 s). The limit of detection (LOD) for ClO − was obtained as 22.6 nM from the fluorescence titration experiment. The fluorescence enhancement of the probe can be observed from the 32-fold enhancement in ratiometric value (F 599 /F 660 ) and the increasement of quantum yield from 0.01 at 660 nm to 0.28 at 599 nm. The oxidation of S atom in phenothiazine by ClO − to form the sulfoxide-type structure was proposed as the recognizing mechanism according to the Mass spectral analysis. The ratiometric enhancement of fluorescence was rationalized by the theoretical calculations. The orthogonal donor-acceptor structure according to optimized calculation and solvent effects of avyl-BODIPY-PTZ illustrated that the ClO − oxidation induced conversion from the nonradiative TICT process to the radiative LE process and caused the fluorescence ratiometric enhancement. The probe with low cytotoxity can successfully permeate into living cells and the cell images can be achieved in single channel. Moreover, after addition of ClO − , another bright red emission channel of the probe switched on and the probe displayed two-channel emission in living cells.

研究领域: 化学 · 生物学 · 医学
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SENSORS AND ACTUATORS B-CHEMICAL · 2026 · IF 8.3

Beyond the lab: A field-deployable microfluidic platform for on-site detection of PFOA in water enabled by a fluorinated TICT probe

Guoci Lu,Jiaxin Xiao,Lingjun Bu,Guangchao Li,Shumin Zhu,Shiqing Zhou

A fluorinated TICT probe enables low-background turn-on PFOA detection. • Dispersion-driven F⋯F contacts mediate selective probe-PFOA recognition. • Robust PFOA detection in complex waters with an LOD of 593 nM in surface water. • A microfluidic platform delivers < 10 min PFOA screening at suspected sites. Fluorescent sensors based on intramolecular charge transfer (ICT) are commonly used to detect environmental pollutants like perfluorooctanoic acid (PFOA), yet their typical fluorescence “turn-off” response often leads to high background and a limited signal-to-noise ratio, constraining sensitivity. In this study, we present a fluorinated fluorescent probe, DMASP-F, which operates via a fluorescence “turn-on” mechanism mediated by twisted intramolecular charge transfer (TICT), significantly reducing background interference for PFOA sensing. Integrating with dichloromethane-based liquid-liquid extraction, we demonstrate the probe with a limit of detection (LOD) of 37.9 nM. More importantly, implementation into a compact microfluidic platform also enables rapid (within minutes) and on-site PFOA detection, achieving excellent LODs of 87.7 nM in deionized water and 593 nM in actual water samples from Xiangjiang. The on‑site sensing performance competes favorably with, and often surpasses, that of most reported fluorescent PFOA sensors. Furthermore, energy decomposition analysis and molecular dynamic simulations reveal that the sensing performance arises from dispersion dominated F⋯F interactions, which promote probe-analyte binding, restrict molecular torsion, and thereby enhance fluorescence. This work showcases a TICT-based sensing strategy for rapid PFAS analysis and provides a field-deployable platform for monitoring PFOA contamination. Download: Download high-res image (211KB) Download: Download full-size image

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FOOD CHEMISTRY · 2023 · IF 8.8

Dual-responsive fluorescence probe for measuring HSO3− and viscosity and its application in living cells and real foods

Xiaoying Ma,Xiufeng Zhang,Buyue Zhang,Dawei Yang,Hongxia Sun,Yalin Tang,Lei Shi

Microenvironmental indicators in organisms drive the operation of different physiological functions. In contrast, disruption of microenvironmental homeostasis is often closely associated with various pathological processes. A novel dual-response fluorescent probe based on hemicyanine dye ( HT-Bzh ) was designed and synthesized for the detection of HSO 3 − and viscosity changes. The probe not only provides high sensitivity (limit of detection = 0.2526 μM) for the detection of HSO 3 − using the Michael addition reaction, but also allows the observation of fluorescence emission at 528 nm and thus the monitoring of viscosity changes through hindering of the twisted intramolecular charge transfer (TICT) mechanism. Additionally, dual-response probe has been successfully used to image living cells and detect real food samples. As a new designed tool, HT-Bzh shows excellent anti-interference capability and biocompatibility, which makes it have application potential in other biological systems and in-vivo imaging.

研究领域: 分析化学 · 生物化学 · 生物医学工程 · 细胞生物学 · 食品科学
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Scientific Reports · 2017 ·Vol. 7 ·期 1 ·1-9 · IF 4.259

Ultrafast investigation of photoinduced charge transfer in aminoanthraquinone pharmaceutical product

Zhang Song,Sun Simei,Zhou Miaomiao,Wang Lian,Zhang Bing

We investigated the mechanism of intramolecular charge transfer and the following radiationless dynamics of the excited states of 1-aminoanthraquinone using steady state and time-resolved absorption spectroscopy combined with quantum chemical calculations. Following photoexcitation with 460 nm, conformational relaxation via twisting of the amino group, charge transfer and the intersystem crossing (ISC) processes have been established to be the major relaxation pathways responsible for the ultrafast nonradiative of the excited S 1 state. Intramolecular proton transfer, which could be induced by intramolecular hydrogen bonding is inspected and excluded. Time-dependent density functional theory (TDDFT) calculations reveal the change of the dipole moments of the S 0 and S 1 states along the twisted coordinate of the amino group, indicating the mechanism of twisted intra-molecular charge transfer (TICT). The timescale of TICT is measured to be 5 ps due to the conformational relaxation and a barrier on the S 1 potential surface. The ISC from the S 1 state to the triplet manifold is a main deactivation pathway with the decay time of 28 ps. Our results observed here have yield a physically intuitive and complete picture of the photoinduced charge transfer and radiationless dynamics in anthraquinone pharmaceutial products.

CAS / MDL: 64-17-5
研究领域: 物理化学 · 光化学 · 光谱学 · 理论化学
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RSC Advances · 2025 ·Vol. 15 ·期 36 ·29879-29889 · IF 4.6

Influence of hydrogen bonding on twisted intramolecular charge transfer in coumarin dyes: an integrated experimental and theoretical investigation

Jing Ge,Jing Xiao,Bingqian Xue,Duidui Liu,Bingqi Du,Xilin Bai

Twisted intramolecular charge transfer (TICT) is a critical mechanism influencing the emission efficiency and stability of fluorescent materials, thereby playing a pivotal role in the design of highly fluorescent and stable dyes. Although substantial research has concentrated on the role of intermolecular hydrogen bonding in excited-state dynamics, the impact of intramolecular hydrogen bonding has not been thoroughly investigated. To elucidate the solvent polarity dependence of C7 and C30, we employed the Kamlet–Taft and Catalán 4P models in conjunction with steady-state and transient absorption spectroscopy, complemented by time-dependent density functional theory (TDDFT) calculations. Our findings demonstrate that C30 exhibits a pronounced TICT process in both solvents. Conversely, C7, stabilized by intramolecular hydrogen bonds, retains a planar configuration of its benzimidazole and benzopyrone moieties, effectively preventing the TICT process. Moreover, in MeOH, the intermolecular hydrogen bonding in C30 significantly extends the lifetime of the TICT state compared to ACN. Theoretical analyses of electrostatic potential, molecular geometry, and frontier molecular orbitals further corroborate these observations. This work provides valuable insights into the design of fluorescent dye molecules and the selection of solvents, laying a foundation for advancing the photophysical and photochemical understanding of coumarin dyes.

CAS / MDL: S294951
研究领域: 物理化学 · 光化学 · 材料科学 · 光谱学 · 理论化学
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