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Palladium Probe Consisting of Naphthalimide and Ethylenediamine for Selective Turn-On Sensing of CO and Cell Imaging
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    Palladium Probe Consisting of Naphthalimide and Ethylenediamine for Selective Turn-On Sensing of CO and Cell Imaging
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    • Anjong Florence Tikum
      Anjong Florence Tikum
      Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
    • Wanyoung Lim
      Wanyoung Lim
      Department of Global Biomedical Engineering, Sungkyunkwan University, Suwon 16419, Korea
      More by Wanyoung Lim
    • Maxine Mambo Fortibui
      Maxine Mambo Fortibui
      Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
    • Sohyun Lee
      Sohyun Lee
      Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
      More by Sohyun Lee
    • Sungsu Park*
      Sungsu Park
      Department of Global Biomedical Engineering, Sungkyunkwan University, Suwon 16419, Korea
      School of Mechanical Engineering, Sungkyunkwan University, Suwon 16419, Korea
      *Email: [email protected]
      More by Sungsu Park
    • Jinheung Kim*
      Jinheung Kim
      Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
      *Email: [email protected]
      More by Jinheung Kim
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    Inorganic Chemistry

    Cite this: Inorg. Chem. 2021, 60, 10, 7108–7114
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    https://doi.org/10.1021/acs.inorgchem.1c00091
    Published April 27, 2021
    Copyright © 2021 American Chemical Society

    Abstract

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    An assay to detect carbon monoxide (CO), one of the gaseous signaling molecules, has been prepared using a new palladium complex probe. The ethylenediamine group linked to the naphthalimide fluorophore coordinates to Pd(II) which intramolecularly quenches the emission. Upon treatment with CO, the absorbance of the turn-on fluorescent sensor changes due to the formation of a complex between Pd(II) and CO at room temperature in a phosphate buffer. As the concentration of CO increases, the probe peak emission intensity at 527 nm gradually increases. Other analyte controls, such as K+, Mg2+, Al3+, Zn2+, Cr3+, Hg2+, Fe3+, alanine, glycine, leucine, lysine, serine, threonine, tyrosine, F, Cl, Br, NO, NO2, NO3, HCO3, CH3COO, H2O2, OH, and tBuOO, exhibit no significant effect on emission intensity. The response time of the probe to CO was quite fast because of the relatively weak coordination of Pd(II) to the pendent ethylenediamine group. The Pd probe is capable of detecting CO in aqueous buffer as well as in living cells with high selectivity and stability, providing a potential real-time indicator for studying CO-involved reactions in biological systems.

    Copyright © 2021 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.inorgchem.1c00091.

    • NMR, electrospray ionization mass spectra, UV–vis spectra, emission spectra, and some cell imaging data for the probe (PDF)

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    Cited By

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    This article is cited by 10 publications.

    1. Dongning Liu, Xiaoxiao Yang, Binghe Wang. A Tale of Two Cities in Fluorescent Sensing of Carbon Monoxide: Probes That Detect CO and Those That Detect Only Chemically Reactive CO Donors (CORMs), but Not CO. The Journal of Organic Chemistry 2024, Article ASAP.
    2. Lawrence Cho-Cheung Lee, Kenneth Kam-Wing Lo. Shining New Light on Biological Systems: Luminescent Transition Metal Complexes for Bioimaging and Biosensing Applications. Chemical Reviews 2024, 124 (15) , 8825-9014. https://doi.org/10.1021/acs.chemrev.3c00629
    3. Chen Han, Shao-Bin Sun, Xun Ji, Jian-Yong Wang. Recent advances in 1,8-naphthalimide-based responsive small-molecule fluorescent probes with a modified C4 position for the detection of biomolecules. TrAC Trends in Analytical Chemistry 2023, 167 , 117242. https://doi.org/10.1016/j.trac.2023.117242
    4. Junshuai Tang, Pingzhu Zhang, Zimeng Li, Yuehua Zhang, Hua Chen, Xiaoliu Li, Chao Wei. A simple ratiometric fluorescent probe for two-photon imaging of carbon monoxide in living cells and zebrafish. Bioorganic Chemistry 2023, 135 , 106489. https://doi.org/10.1016/j.bioorg.2023.106489
    5. Xinkuo Fang, Yudi Zhang, Mengfan Li, Zehua Zhang, Yanyu Qi, Xiaobo Zhang, Xuhong Zhang, Yun Liu, Jianwen Li, Haitao Yu. A colorimetric and fluorometric molecular system for discriminative detection of palladium acetate and CO cell imaging. Dyes and Pigments 2023, 209 , 110929. https://doi.org/10.1016/j.dyepig.2022.110929
    6. Can Xie, Kun Luo, Libin Tan, Qiaomei Yang, Xiongjie Zhao, Liyi Zhou. A Review for In Vitro and In Vivo Detection and Imaging of Gaseous Signal Molecule Carbon Monoxide by Fluorescent Probes. Molecules 2022, 27 (24) , 8842. https://doi.org/10.3390/molecules27248842
    7. M. Ranjana, Dhanya Sunil. Naphthalimide derivatives as fluorescent probes for imaging endogenous gasotransmitters. Chemico-Biological Interactions 2022, 363 , 110022. https://doi.org/10.1016/j.cbi.2022.110022
    8. Yingxu Wu, Xiaojing Deng, Lan Ye, Wei Zhang, Hu Xu, Boyu Zhang. A TCF-Based Carbon Monoxide NIR-Probe without the Interference of BSA and Its Application in Living Cells. Molecules 2022, 27 (13) , 4155. https://doi.org/10.3390/molecules27134155
    9. Liqiang Yan, Hong Yang, Shiqing Zhang, Cuiping Zhou, Chenghong Lei. A Critical Review on Organic Small Fluorescent Probes for Monitoring Carbon Monoxide in Biology. Critical Reviews in Analytical Chemistry 2022, 360 , 1-15. https://doi.org/10.1080/10408347.2022.2042670
    10. Yudi Zhang, Mengfan Li, Zehua Zhang, Yanyu Qi, Xiaobo Zhang, Haitao Yu, Yun Liu, Jian-Wen Li. A Colorimetric and Fluorescent Naphthalimide-Based Probe Specific for Palladium Acetate Detection and Co Imaging in Living Cells. SSRN Electronic Journal 2022, 44 https://doi.org/10.2139/ssrn.4105122

    Inorganic Chemistry

    Cite this: Inorg. Chem. 2021, 60, 10, 7108–7114
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.inorgchem.1c00091
    Published April 27, 2021
    Copyright © 2021 American Chemical Society

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