AIE fluorophore with enhanced cellular uptake for tracking esterase-activated release of taurine and ROS scavenging

2017 ◽  
Vol 196 ◽  
pp. 335-350 ◽  
Author(s):  
Jun Wang ◽  
Yinglong Wu ◽  
Fang Zeng ◽  
Shuailing Huang ◽  
Shuizhu Wu
Keyword(s):  
Cellular Uptake ◽  
Chemical Sensing ◽  
Stokes Shift ◽  
Biological Imaging ◽  
Fluorescent Light ◽  
Ros Scavenging ◽  
Aggregation Induced Emission ◽  
Large Stokes Shift ◽  
Intracellular Ros ◽  
Low Cytotoxicity

Fluorophores with aggregation-induced emission (AIE) characteristics are attractive and versatile tools for both chemical sensing and biological imaging. Herein, we designed and synthesized a fluorescent light-up system CTPE-Tau with enhanced cellular uptake ability. The system possesses several advantages, such as a large Stokes shift, low cytotoxicity, and good photostability. Also, it has been successfully utilized to track esterase-activated release of taurine and to scavenge intracellular ROS, and shows great potential for trackable visualized therapy.

scholarly journals Synthesis of New AIEE-Active Chalcones for Imaging of Mitochondria in Living Cells and Zebrafish In Vivo

2021 ◽  
Vol 22 (16) ◽  
pp. 8949
Author(s):  
Huiqing Luo ◽  
Na Li ◽  
Liyan Liu ◽  
Huaqiao Wang ◽  
Feng He
Keyword(s):  
Stokes Shift ◽  
Biological Imaging ◽  
Practical Significance ◽  
Small Molecular Weight ◽  
Emission Enhancement ◽  
Animal Imaging ◽  
Low Cytotoxicity ◽  
High Flexibility ◽  
Living Cell Imaging

Fluorophores with aggregation-induced emission enhancement (AIEE) properties have attracted increasing interest in recent years. On the basis of our previous research, we successfully designed and synthesized eleven chalcones. Through an optical performance experiment, we confirmed that compounds 1–6 had obvious AIEE properties. As these AIEE molecules had excellent fluorescence properties and a large Stokes shift, we studied their application in living cell imaging, and the results showed that these compounds had low cytotoxicity and good biocompatibility at the experimental concentrations. More importantly, they could specifically label mitochondria. Subsequently, we selected zebrafish as experimental animals to explore the possibilities of these compounds in animal imaging. The fluorescence imaging of zebrafish showed that these AIEE molecules can enter the embryo and can be targeted to aggregate in the digestive tract, which provides a strong foundation for their practical application in the field of biological imaging. Compared with traditional fluorophores, these AIEE molecules have the advantages of possessing a small molecular weight and high flexibility. Therefore, they have excellent application prospects in the field of biological imaging. In addition, the findings of this study have very positive practical significance for the discovery of more AIEE molecules.

scholarly journals Donor and acceptor engineering for BINOL based AIEgens with enhanced fluorescence performance

2020 ◽  
Vol 1 (1) ◽  
pp. 61-70
Author(s):  
Pei-Long Lu ◽  
Kun Li ◽  
Lei Shi ◽  
Xin Liu ◽  
Mei-Lin Feng ◽  
...  
Keyword(s):  
Stokes Shift ◽  
Enhanced Fluorescence ◽  
Aggregation Induced Emission ◽  
Emission Performance ◽  
Large Stokes Shift ◽  
Donor And Acceptor

A D–π–A strategy enhances aggregation-induced emission performance with a large Stokes shift over 200 nm.

scholarly journals A Phenothiazine-HPQ Based Fluorescent Probe with a Large Stokes Shift for Sensing Biothiols in Living Systems

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2337
Author(s):  
Yan Zheng ◽  
Peng Hou ◽  
Yu Li ◽  
Jingwen Sun ◽  
Hongxia Cui ◽  
...  
Keyword(s):  
Fluorescent Probe ◽  
Fluorescence Enhancement ◽  
Stokes Shift ◽  
Redox Properties ◽  
Living Systems ◽  
Selective Detection ◽  
Large Stokes Shift ◽  
Low Cytotoxicity ◽  
Mcf 7

Due to the redox properties closely related to numerous physiological and pathological processes, biothiols, including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), have received considerable attention in biological science. On account of the important physiological roles of these biothiols, it is of profound significance to develop sensitive and selective detection of biothiols to understand their biological profiles. In this work, we reported an efficient fluorescent probe, PHPQ-SH, for detecting biothiols in vitro and vivo, based on the phenothiazine-HPQ skeleton, with DNBS (2,4-dinitrobenzenesulfonate) as the response unit. Probe PHPQ-SH exhibited brilliant sensing performances toward thiols, including a large Stokes shift (138 nm), excellent sensitivity (for GSH, LOD = 18.3 nM), remarkable fluorescence enhancement (163-fold), low cytotoxicity, rapid response (8 min), and extraordinary selectivity. Finally, the probe PHPQ-SH illustrated herein was capable of responding and visualizing biothiols in MCF-7 cells and zebrafish.

A novel quinolinyl-tetraphenylethene-based fluorescence “turn-on” sensor for Zn2+ with a large Stokes shift and its applications for portable test strips and biological imaging

2020 ◽  
Vol 4 (11) ◽  
pp. 3338-3348
Author(s):  
Jianxing Xu ◽  
Jingwen Xiong ◽  
Yanlin Qin ◽  
Zongzhi Li ◽  
Chengqiang Pan ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Stokes Shift ◽  
Biological Imaging ◽  
Enhanced Fluorescence ◽  
Test Strips ◽  
Large Stokes Shift ◽  
Turn On ◽  
Neutral Aqueous Solution ◽  
Chelation Enhanced Fluorescence ◽  
Fluorescence Turn On

A new 8-hydroxyquinoline derivative TPE(OH)-8HQ, has been synthesized and evaluated as an efficient fluorescence “turn-on” sensor for detection of Zn2+ based on the chelation-enhanced fluorescence (CHEF) mechanism in neutral aqueous solution.

scholarly journals Diethyl Malonate-Based Turn-On Chemical Probe for Detecting Hydrazine and Its Bio-Imaging and Environmental Applications With Large Stokes Shift

2021 ◽  
Vol 8 ◽  
Author(s):  
Jianbo Qu ◽  
Zhi-Hao Zhang ◽  
Haitao Zhang ◽  
Zhen-Tao Weng ◽  
Jian-Yong Wang
Keyword(s):  
Thin Layer ◽  
Environmental Problem ◽  
Stokes Shift ◽  
Diethyl Malonate ◽  
The Novel ◽  
Large Stokes Shift ◽  
Turn On ◽  
Bio Imaging ◽  
Low Cytotoxicity ◽  
Layer Chromatography

Diethyl malonate-based fluorescent probe NE-N2H4 was constructed for monitoring hydrazine (N2H4). The novel probe NE-N2H4 exhibits good properties, such as large Stokes shift (about 125 nm), good selectivity, and low cytotoxicity. This sensing probe NE-N2H4 can be operated to detect hydrazine in living HeLa cells. Especially after soaking in probe solution, the thin-layer chromatography (TLC) plate could detect the vapor of hydrazine. Therefore, the probe NE-N2H4 might be used to monitor hydrazine in biosamples and environmental problem.

scholarly journals A Red to Near-IR Fluorogen: Aggregation-Induced Emission, Large Stokes Shift, High Solid Efficiency and Application in Cell-Imaging

2016 ◽  
Vol 22 (28) ◽  
pp. 9784-9791 ◽  
Author(s):  
Yi Jia Wang ◽  
Yang Shi ◽  
Zhaoyang Wang ◽  
Zhenfeng Zhu ◽  
Xinyuan Zhao ◽  
...  
Keyword(s):  
Cell Imaging ◽  
Stokes Shift ◽  
Aggregation Induced Emission ◽  
High Solid ◽  
Large Stokes Shift ◽  
Near Ir
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