CHEMICAL PAPERS
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2023
·
IF 2.2
Li Ci-Qin,Sun Zhao Hui,Bian Kun-Jie,Zhang Qing-Guang,Zou Li-Wei
Hemicyanine dyes have a donor-π-acceptor (D-π-A) system that offers potential applications in mitochondrial-targeted analysis. However, there are currently few hemicyanide dyes with good fluorescent properties such as NIR and large Stokes shifts. In this study, a series of hemicyanine dyes were synthesized and evaluated for their fluorescence properties and cytotoxicity as well as mitochondria-targeted imaging. The fluorescent probe HC-7 exhibited near-infrared fluorescence emission (685 nm) with a large Stokes shift (115 nm). It is highly resistant to temperature, pH, and light, has high stability, and shows excellent mitochondrial targeting capabilities. These findings highlight the potential of hemicyanine dyes for improved fluorescence-based mitochondrial imaging and analysis, which facilitate the practical application of hemicyanine dyes in biomedical systems.
研究领域:
生物化学
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细胞生物学
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医学影像学
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DOI
高影响因子
ANALYTICAL CHEMISTRY
·
2024
·
IF 6.7
Qiuxiang Mao,Lancheng Wang,Dandan Xue,Xiaoxuan Lin,Fang Sun,Pengcheng Xu,Jieru Chen,Wenying Li,Xiuchen Li,Fang Yan,Chi Hu
Although multiple forms of dimers have been described for GPCR, their dynamics and function are still controversially discussed field. Fluorescence microscopy allows GPCR to be imaged within their native context; however, a key challenge is to site-specifically incorporate reporter moieties that can produce high-quality signals upon formation of GPCR dimers. To this end, we propose a supramolecular sensor approach to detect agonist-induced dimer formation of μ-opioid receptors (μORs) at the surface of intact cells. With the macrocyclic host cucurbit[7]uril and its guest hemicyanine dye tethered to aptamer strands directed against the histidine residues, the sensing module is assembled by host–guest complexation once the histidine-tagged μORs dimerize and bring the discrete supramolecular units into close proximity. With the enhanced sensitivity attributed by the “turn-on” fluorescence emission and high specificity afforded by the intermolecular recognition, in situ visualization of dynamic GPCR dimerization was realized with high precision, thereby validating the supramolecular sensing entity as a sophisticated and versatile strategy to investigate GPCR dimers, which represent an obvious therapeutic target.
研究领域:
药理学
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细胞生物学
·
生物化学
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产品关联
DOI
PubMed
高影响因子
Chemical & Biomedical Imaging
·
2023
·
IF 0
Baoling Li,E Pang,Shaojing Zhao,Guowei Deng,Shuodong Wang,Benhua Wang,Jieyun Wu,Guangle Niu,Xiangzhi Song,Minhuan Lan
Near-infrared (NIR)-II fluorescence and photoacoustic (PA) dual-model imaging-guided photothermal therapy (PTT) can precisely diagnose and treat tumors and evaluate the therapeutic efficacy in real-time. Herein, we utilized a donor-π-acceptor (D-π-A) structured hemicyanine dye (named M1) with a large conjugated structure and strong intramolecular charge transfer effect and demonstrated that the aggregation of M1 could significantly enhance its photophysical performance by improving its photostability and photothermal conversion capability as compared with M1 in a single molecular state. Furthermore, we prepared water-dispersible NIR-II fluorescent nanoparticles (M1 NPs) by wrapping M1 with DSPE-PEG2000-NH2. The obtained M1 NPs exhibit strong NIR-I absorption and NIR-II fluorescence with their maxima at 734 and 1040 nm, respectively, with a fluorescence quantum yield of 2.84%. Moreover, M1 NPs also exhibit excellent biocompatibility, good photostability, and high photothermal conversion efficiency of 77.5%. In vitro and in vivo experiments reveal that M1 NPs can effectively image tumors through NIR-II fluorescence and PA signals, inhibit DNA replication, trigger cytoskeleton collapse, and eventually induce tumor cell apoptosis under 808 nm laser irradiation. Based on these outstanding properties, the application of M1 NPs in PA and NIR-II fluorescence imaging-guided PTT of tumors is demonstrated.
研究领域:
生物医学工程
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肿瘤学
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药理学
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材料科学
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DOI
CHINESE JOURNAL OF CHEMISTRY
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2011
·Vol. 29
·期 9
·1975-1981
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IF 0.773
Puhui Xie,Fengqi Guo,Dasheng Zhang,Lei Zhang
The absorption and fluorescence spectroscopic responses of three pyridinium hemicyanine dyes to anions F − , Cl − , Br − , I − , H 2 PO 4 − , HSO 4 − and OAc − were investigated. At lower concentrations of OAc − (less than 1 equiv.), both the absorption and the fluorescence intensities of 1 – 3 were more effectively changed than F − at identical concentrations. At higher concentrations of OAc − (more than 1 equiv.), the interaction was opposite for each compound. 1 H NMR results indicated the interaction between 1 , 2 or 3 and F − proceeded through hydrogen bonding. The results showed that these dyes are promising to develop dual fluorescence and chromogenic chemosensors toward F − and OAc − according to the subtle difference in the affinity of F − and OAc − .
研究领域:
超分子化学
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分析化学
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传感器与探针
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光化学
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DOI
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2016
·
IF 2.653
Muhan Liang,Kangnan Wang,Ruifang Guan,Zhiqiang Liu,Duxia Cao,Qianqian Wu,Yanyan Shan,Yongxiao Xu
Four hemicyanine dyes as chemosensors for cyanide anions were synthesized easily. Their photophysical properties and recognition properties for cyanide anions were investigated. The results indicate that all the dyes can recognize cyanide anions with obvious color, absorption and fluorescence change. The recognition mechanism analysis basing on in situ 1 H NMR and Job plot data indicates that to the compounds with hydroxyl group , the recognition mechanism is intramolecular hydrogen bonding interaction. However, to the compounds without hydroxyl group, cyanide anion is bonded to carbon–carbon double bond in conjugated bridge and induces N + CH 3 to neutral NCH 3 . Fluorescence of the compounds is almost quenched upon the addition of cyanide anions.
研究领域:
分析化学
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光谱学
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分子化学
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产品关联
DOI
PubMed
高影响因子
AATCC Journal of Research
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2018
·
IF 0.34
Songsong Tang,Chuanxiang Qin,Guoqiang Chen,Zhimin Bao,Xueni Hou
This research deals with the synthesis of hemicyanine-based fluorescent polymeric dyes and their use in acrylic dyeing. Three new hemicyanine dyes were synthesized by the Knoevenagel reaction, and grafted to carboxymethylchitosan (O-CMC) to form polymeric dyes. The resulting dyes were characterized using 1H-NMR and 13C-NMR spectroscopy, indicating that these polymeric dyes were successfully synthesized. The practical utility of these polymeric dyes was demonstrated by their successful application on acrylic fabrics to give highly fluorescent colors. The fluorescence, color characteristics, and photostability of these dyed fabrics were tested using a fluorescence spectrometer, a spectrophotometer, and a lightfastness tester. Results showed that acrylic fabrics dyed with these polymeric dyes were fluorescent and had better photostability than the parent dyes.
研究领域:
材料科学
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高分子化学
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纺织科学
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产品关联
DOI
高影响因子
COLORATION TECHNOLOGY
·
2019
·Vol. 136
·期 1
·23-33
·
IF 1.241
Songsong Tang,Chuanxiang Qin,Hui Li,Guoqiang Chen
In this study, a hemicyanine dye, trans-4-(4-(diethylamino)styryl)-1-ethylpyridinium bromide (DYE-BD), was synthesised and simulated. The maximum absorption wavelength of DYE-BD was calculated with the same basis set by using the Gaussian 09 software based on different methods, while time-dependent density functional theory was applied to simulate the maximum emission wavelength of the designed dye. The changes in enthalpy and Gibbs free energy were simulated at the b3lyp/6-31G(d) level, and energy changes in the luminescence process were assessed using mathematical methods. Furthermore, DYE-BD was used to colour acrylic fabric following the typical dyeing procedure for cationic dyes. The photostability of the synthesised dye was analysed using quantum theory and mathematical methods. The synthesised dye, analysed using the Ecological Structure Activity Relationships class program, had no toxicity to aquatic life, while the acrylic fabrics dyed with DYE-BD met the fluorescent orange requirements for background and combined performance materials according to the EN ISO 20471:2013 standard.
研究领域:
化学
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材料科学
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环境科学
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产品关联
DOI
高影响因子
ANALYTICA CHIMICA ACTA
·
2025
·
IF 6
Kai Wang,Dan-Xian Cai,Hao-Xiang Jiang,Zi-Rui Luo,Hong-Rui Zhan
Sulfite (SO 3 2− ) plays a crucial role in the transfer of substances and information between organisms and their environments. This study developed a novel hemicyanine-based sensor, named HD-TT , for the real-time and highly sensitive detection of to track the SO 3 2− in the biosystem. The HD-TT probe is selectively activated by SO 3 2− , resulting in simultaneous enhancement of both absorption and fluorescence signals. It displays a linear response to sulfite concentrations and achieves a detection limit of 151.61 nM, reflecting high sensitivity under physiologically relevant conditions. In cellular models, HD-TT effectively monitored dynamic changes in SO 3 2− levels, confirming its capability for real-time tracking in biological environments. In addition, the probe successfully expressed a remarked fluorescence intensity in RA serum samples, underscoring its detecting potential towards SO 3 2− . Furthermore, the probe also exhibited an excellent specificity against common biological interferents and maintained stability across a range of physiological conditions, supporting its suitability in biosystem. These attributes position HD-TT as a promising non-invasive tool for dynamic monitoring SO 3 2− , facilitating an novel perspective in biomedical research.
研究领域:
生物医学工程
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分析化学
·
分子成像
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生物有机化学
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DOI
PubMed
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2025
·
IF 4.6
Jing-Jing Qiao,Lu Fan,Jie-Li Zhou,Kai Wang
Cysteine (Cys) plays pivotal roles in redox homeostasis and metabolic regulation, with its dysregulation implicated in obesity-related hepatic disorders. Here, we developed a sulfur-substituted hemicyanine-based nanoprobe (Cys-NP) for photoacoustic imaging of hepatic Cys dynamics. The Cys-responsive molecular probe (Cys-MP) was encapsulated in mPEG-DSPE nanoparticles to overcome aqueous solubility limitations, yielding monodisperse nanoparticles with an average diameter of 28.7 nm and excellent colloidal stability. Sulfur substitution endowed the probe enhanced photoacoustic signals compared to oxygenated analogs, while selective Cys recognition triggered a bathochromic shift and yielded a detection limit of 0.13 μM. In high-fat-diet-induced obese mice, Cys-NP revealed significantly elevated hepatic Cys levels correlating with histopathological steatosis and hypercholesterolemia. This work establishes a nanotechnology-enabled strategy for mapping redox metabolism in metabolic diseases, offering both mechanistic insights and diagnostic potential.
研究领域:
纳米技术
·
分子成像
·
代谢性疾病
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氧化还原生物学
·
生物医学工程
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DOI
PubMed
高影响因子
DYES AND PIGMENTS
·
2025
·
IF 4.2
Xin-Ke Shao,Lu Fan,Jie-Li Zhou,Kai Wang
The development of novel molecular probes for real-time monitoring of aminopeptidase N (APN) activity is crucial for understanding inflammatory bowel disease (IBD) progression. Here, we present a new probe, HDAPN, a near-infrared (NIR) activatable fluorescent probe based on a hemicyanine scaffold, designed for selective APN detection. Structural characterization confirmed the molecular integrity of the probe, while spectroscopic studies demonstrated its exceptional photostability and response. HDAPN exhibits a remarkable "turn-on" response (720 nm emission) upon APN-mediated cleavage, with outstanding sensitivity (LOD = 0.82 ng/mL) and linearity under physiological conditions. The probe showed minimal cross-reactivity with interferents (e.g., ROS, metal ions, and other enzymes) and successfully detected LPS-induced APN upregulation in RAW264.7 macrophages. In DSS-induced colitis models, HDAPN enabled non-invasive visualization of APN activity, with fluorescence intensity correlating with disease severity (2-fold increase in severe colitis). Comprehensive toxicity evaluations confirmed its biosafety in vitro and in vivo . These findings highlight the potential of HDAPN as a robust tool for studying APN-associated pathophysiology and therapeutic development.
研究领域:
生物化学
·
分子成像
·
炎症性肠病
·
荧光探针
·
酶学
·
生物医学光学
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DOI
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2019
·
IF 2.931
Yingying Zhang,Yanliang Zhao,Yingnan Wu,Bing Zhao,Liyan Wang,Bo Song
Lysosome as the typical acidic organelle involved in many biological processes, the dysfunction of its pH would alter many diseases. Small-molecule fluorescent probe has been considered as vital tool for monitoring pH fluctuation in living cells. Herein, a hemicyanine based ratiometric fluorescent probe was synthesized, namely, 2,3-trimethy-3-[2-(dimethyl-amino-4-yl) vinyl]-3 H -benzo[ e ]indole ( BiDL ), for rapidly detection pH under acidic conditions. BiDL exhibited ratio fluorescence emission ( F 534nm / F 622nm ) characteristic with p K a 4.25. BiDL showed good linearly response in pH 3.4–4.82, indicating that the probe can be used for quantitative detection pH. The probe also displayed large Stokes shift (112 nm/201 nm) under neutral and acidic conditions, respectively, which could effectively reduce the excitation interference. BiDL had excellent cell membrane permeability , good photo-stability and low toxicity in living cells. The dual-channel confocal fluorescent microscopic ratiometric imaging application of pH in HeLa cells and lysosome were achieved successfully, indicating that BiDL has good potential for investigating lysosome-relevant pathological and physiological processes.
研究领域:
生物化学
·
医学
·
细胞生物学
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DOI
PubMed
高影响因子
JOURNAL OF MEDICINAL CHEMISTRY
·
2026
·
IF 7.3
Jiapeng Dong,Hongshan Xie,Guining Cao,Jiacheng Tang,Xinyi Li,Qitong Qin,Ziqiao Li,Zhenxing Pan,Yaoxun Zeng,Xiang Su,Xinlu Fu,Yan He,Xujie Liu
Mitochondrial DNA G-quadruplexes (mtDNA G4s) are promising therapeutic targets for cancer, driving the need for innovative theranostic agents. We report SPNO, a mitochondria-targeted near-infrared (NIR) hemicyanine derivative that integrates triple-modal functions: fluorescence imaging, G4 stabilization, and synergistic phototherapy. SPNO incorporates a triphenylphosphonium targeting moiety and a modified benzothiazole core with methoxy substitution and an extended π-bridge, enabling NIR absorption/emission and real-time tumor localization. It selectively binds and stabilizes mtDNA G4s, inducing G0 and G1 cell cycle arrest and metastasis inhibition. Under 685 nm laser irradiation, SPNO generates type I and II reactive oxygen species (ROS) with efficient photothermal conversion, achieving combined photodynamic therapy (PDT) and photothermal therapy (PTT). Unirradiated SPNO intrinsically suppresses tumor growth via G4 stabilization. In vivo, SPNO-mediated theranostics significantly inhibited breast tumors without systemic toxicity, showcasing a novel strategy for precision cancer treatment.
✓ 已验证
DOI
PubMed
高影响因子
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