- A coumarin-quinolinium-based fluorescent probe for ratiometric sensing of sulfite in living cells
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Based on a novel coumarin-quinolinium platform, probe 2 was rationally designed and synthesized as a novel ratiometric fluorescent sensor for sulfite anions. The probe exhibited a wide dynamic concentration range for sulfite anions in a PBS buffer (containing 1 mg mL-1 BSA). More importantly, the probe was suitable for ratiometric fluorescence imaging in living cells with high sensitivity, favorable selectivity, and minimal cytotoxicity. This journal is
- Tan, Li,Lin, Weiying,Zhu, Sasa,Yuan, Lin,Zheng, Kaibo
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- Synthesis, growth and third-order nonlinear optical properties of quinolinium single crystal-PCLQI
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N-Ethyl quinolinium chromophore crystal 2-[2-(4-chloro-phenyl)-vinyl]-1-ethyl-quinolinium iodide (PCLQI) has been successfully grown by the slow evaporation technique. Single crystal X-ray diffraction studies revealed that the title compound crystallizes in the monoclinic crystal system with the centrosymmetric space group C2/c. The molecular formation of the grown crystal was initially identified using 1H NMR and FTIR analysis. The linear optical studies of the title crystal were done by UV-vis-NIR studies and the thermal studies revealed the stability of the title material till its melting point at 239.7 °C. The grown crystal exhibited high third order optical nonlinearity which was determined by the Z-scan technique.
- Karthigha,Kalainathan,Hamada, Fumio,Yamada, Manabu,Kondo, Yoshihiko
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- Real-time imaging of alkaline phosphatase activity of diabetes in mice via a near-infrared fluorescent probe
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A novel water-soluble near-infrared fluorescent probe named QX-P with simple synthesis is developed. QX-P has high sensitivity and selectivity to ALP. Moreover, the probe can not only visualize ALP activity in four cell lines, but also real-time image ALP activity during the diagnosis and treatment of diabetes in mice.
- Wang, Wen-Xin,Jiang, Wen-Li,Guo, Hong,Li, Yongfei,Li, Chun-Yan
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- Construction of a fluorescent probe for selectively detecting singlet oxygen with a high sensitivity and large concentration range based on a two-step cascade sensing reaction
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A novel fluorescent probe XQ-1 for selectively detecting 1O2 on the basis of a two-step cascade reaction has been rationally constructed. The probe responded to 1O2 not only showing a high sensitivity, but also displaying a large concentration range, which means that the probe can be used as a powerful tool to monitor the efficacy of PDT toward cancer and concurrently track the adverse effects on healthy cells.
- Long, Lingliang,Yuan, Xiangqi,Cao, Siyu,Han, Yuanyuan,Liu, Weiguo,Chen, Qian,Gong, Aihua,Wang, Kun
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- A single small molecule fluorescent probe for imaging RNA distribution and detecting endogenous SO2through distinct fluorescence channels
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Fluorescent probes are a powerful tool in biological and biochemical fields. Herein, we prepared a new small molecule fluorescent probePYQUas a robust tool that can explore the interaction between RNA and SO2in biological environments. The probePYQUcould detect SO2and RNA by a change in green and red fluorescence, respectively. Besides, the probePYQUhas excellent properties, such as low biological toxicity, good membrane permeability, and high selectivity.PYQUwas used to detect SO2in living cells and zebrafish in the green channel and visualize endogenous RNA of cells with a deep red fluorescence signal. Therefore, we believe that the probePYQUis a valuable, robust, and reliable tool for studies of RNA and SO2
- Lin, Weiying,Liu, Yong,Wang, Weishan,Wang, Zhaomin,Zhao, Chang
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p. 19812 - 19817
(2021/11/12)
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- Two birds with one stone: a NIR fluorescent probe for mitochondrial protein imaging and its application in photodynamic therapy
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Mitochondrial proteins, most of which are encoded in the nucleus and the rest of which are regulated by the mitochondrial genome, play pivotal roles in essential cellular functions. However, fluorescent probes that can be used for monitoring mitochondrial proteins have not yet been widely developed, thereby severely limiting the exploration of the functions of proteins in mitochondria. Towards this end, here we propose a near-infrared (NIR) fluorescence probeMPPto effectively illuminate the dynamic changes in mitochondrial proteins in live cells under oxidative stress, with excellent temporal and spatial resolution. Of particular importance,MPPextends the study of the pharmacology involved in apoptosis induced by anti-cancer drugs (hydroxycamptothecin (HCPT), epirubicin (Epi) and cyclophosphamide (CPA)) for the first time. Furthermore, employing a protein-activatable strategy, this probe could serve as an excellent phototherapeutic agent in photodynamic therapy (PDT). Finally,in vivoexperiments suggest that this versatile probe can be used to image tumors in HeLa tumor-bearing mice for 24 h, which demonstrates that our probe could play a dual role as a robust phototherapeutic and imaging agent.
- Cao, Yu-Yao,Chen, Li-Li,Guo, Long,Qi, Ya-Lin,Wang, Hai-Rong,Yang, Yu-Shun,Yuan, Dan-Dan,Zhu, Hai-Liang
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supporting information
p. 6068 - 6075
(2021/08/12)
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- An Activatable AIEgen Probe for High-Fidelity Monitoring of Overexpressed Tumor Enzyme Activity and Its Application to Surgical Tumor Excision
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Monitoring fluctuations in enzyme overexpression facilitates early tumor detection and excision. An AIEgen probe (DQM-ALP) for the imaging of alkaline phosphatase (ALP) activity was synthesized. The probe consists of a quinoline-malononitrile (QM) core decorated with hydrophilic phosphate groups as ALP-recognition units. The rapid liberation of DQM-OH aggregates in the presence of ALP resulted in aggregation-induced fluorescence. The up-regulation of ALP expression in tumor cells was imaged using DQM-ALP. The probe permeated into 3D cervical and liver tumor spheroids for imaging spatially heterogeneous ALP activity with high spatial resolution on a two-photon microscopy platform, providing the fluorescence-guided recognition of sub-millimeter tumorigenesis. DQM-ALP enabled differentiation between tumor and normal tissue ex vivo and in vivo, suggesting that the probe may serve as a powerful tool to assist surgeons during tumor resection.
- Baek, Gain,Chung, Jeewon,Fan, Jiangli,Ge, Haoying,Hillman, Prima Fitria,Kim, Dayeh,Lee, Eun Young,Li, Haidong,Li, Yueqing,Nam, Sang-Jip,Peng, Xiaojun,Wang, Jingyun,Wu, Xiaofeng,Xu, Feng,Yao, Qichao,Yoon, Juyoung
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supporting information
p. 10186 - 10195
(2020/03/23)
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- Preparation method and application of singlet oxygen fluorescent probe based on two-step serial recognition reaction
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The invention belongs to the field of detection of fluorescent probes, in particular relates to a preparation method and application of a singlet oxygen fluorescent probe based on two-step serial recognition reaction. The invention develops and synthesizes the singlet oxygen fluorescent probe with high sensitivity and large concentration range to mainly solve the technical problem that existing singlet oxygen fluorescent probes cannot have both high sensitivity and large detection range at the same time. The probe shows different fluorescence changes when recognizing singlet oxygen in different concentration ranges, and enters cells by a cell co-culture method to detect trace endogenous singlet oxygen. In a simulated photodynamic therapy (PDT), the probe can not only be used for monitoringthe therapy condition of singlet oxygen produced in the a PDT process for cancer cells, but also track adverse effects caused by the singlet oxygen on surrounding healthy cells in the PDT process.
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Paragraph 0050-0052
(2019/12/31)
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- Highly efficient crystal red fluorescent 1,2-squaraine dyes with excellent biocompatibility and bioimaging
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A new family of asymmetrical 1,2-squaraine dyes (1,2-SQs) were designed and synthesized in high yields. The photophysical analysis presented that these 1,2-SQs showed strong red fluorescence in crystal state but weak fluorescence in solution, suggesting their aggregation-induced emission enhancement (AIEE) properties. Single crystals X-ray diffraction revealed that the intense fluorescence in the crystal state can be attributed to the effects of long alkyl chains or large group substituents in the molecules, which efficiently prevented the tight intermolecular contact and reduced π–π interactions. The biocompatibility and cell imaging applications of SQ4 were further investigated. The results demonstrated that SMMC-7721 cell can be clearly imaged by SQ4, which inferred SQ4 had excellent biocompatibility and potential value for bioimaging.
- Cong, Zhenxing,Li, Yuanfang,Xia, Guomin,Shen, Shen,Sun, Jianqi,Xu, Kaikai,Jiang, Zhengjun,Jiang, Lixia,Chen, Yong,Yu, Qiming,Wang, Hongming
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p. 654 - 661
(2018/11/20)
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- Synthesis, spectroscopy and computational studies of some novel π-conjugated vinyl N-alkylated quinolinium salts and their precursor's
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A series of π-conjugated vinyl N-methylated quinolinium salts (3) and their precursor's N-alkylated quinolinium salts (2) were prepared and characterized by NMR, IR, UV-Vis and MS spectroscopy. It was confirmed that the hydroxyl and amino derivatives of vinyl N-methylated quinolinium salts lead to spiro type compounds (4). The syntheses of N-alkylated quinolinium salts were successful, and even multigram scale was achievable. The structures of 1,2-dimethylquinolinium iodide (2a) and 1-ethyl-2-methylquinolinium iodide (2b) were determined by single crystal X-ray diffraction method. NMR spectra showed readily diagnostic H-1 and C-13 signals from methyl and N-alkyl groups for both 2 and 3. The geometries of the studied compounds were optimized in singlet states using the density functional theory (DFT) method with B3LYP functional. In general, the predicted bond lengths and angles are in a good agreement with the values based on the X-ray crystal structure data.
- Nycz, Jacek E.,Czyz, Karolina,Szala, Marcin,Malecki, Jan G.,Shaw, George,Gilmore, Brendan,Jon, Marek
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p. 416 - 423
(2015/11/27)
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- 2-[3H-THIAZOL-2-YLIDINEMETHYL]PYRIDINES AND RELATED COMPOUNDS AND THEIR USE
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The present invention pertains to certain 2-[3H-thiazol-2-ylidinemethyl]pyridine compounds and analogs thereof, which, inter alia, inhibit cell proliferation, treat cancer, etc., and more specifically to compounds of the following formula, wherein RA1, RA2, RA3, RA4, RB1, RB2, RNA, RNB, and X? are as defined herein: The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit cell proliferation, and in the treatment of proliferative conditions such as cancer, etc.
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Page/Page column 34
(2009/10/06)
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- Delocalized cationic azo dyes containing a thiazole moiety
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Several new delocalized cationic azo dyes incorporating a bathochromic thiazole moiety have been prepared in moderate to good yields. The synthesis involved the Knoevenagel condensation of an intermediate azo compound, bearing a terminal formyl group, with methylenic bases generated in situ from benzoazolium and quinolinium salts. All dyes display strong absorption around 700 nm and have shown negative solvatochromic behaviour.
- Salvador, Maria A.,Reis, Lucinda V.,Almeida, Paulo,Santos, Paulo F.
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p. 299 - 303
(2008/09/16)
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- Synthesis and spectroscopic characterisation of N-alkyl quaternary ammonium salts typical precursors of cyanines
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The synthesis and spectroscopic characterisation of some representative N-alkyl-substituted quaternary ammonium salts derived from benzothiazole, benzoxazole, benzo-selenazole, indole and quinoline are described. These heterocyclic salts, bearing an activated methyl group in the 2-position in relation to the nitrogen atom and N-methyl, -pentyl, -hexyl and -decyl chains, are typical precursors of cyanine dyes.
- Pardal,Ramos,Santos,Reis,Almeida
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p. 320 - 330
(2007/10/03)
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