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Perylene-Based Fluorescent Nanoprobe for Acid-Enhanced Detection of Formaldehyde in Lysosome

  • Chendong Ji
    Chendong Ji
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    More by Chendong Ji
  • Le Ma
    Le Ma
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    More by Le Ma
  • Hongtao Chen
    Hongtao Chen
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    More by Hongtao Chen
  • Yang Cai
    Yang Cai
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    More by Yang Cai
  • Xujie Zhao
    Xujie Zhao
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    More by Xujie Zhao
  • , and 
  • Meizhen Yin*
    Meizhen Yin
    State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Key Laboratory of Biomedical Materials of Natural Macromolecules, Beijing University of Chemical Technology, 100029 Beijing, China
    *E-mail: [email protected]. Phone: +86-10-64443801.
    More by Meizhen Yin
Cite this: ACS Appl. Bio Mater. 2019, 2, 1, 555–561
Publication Date (Web):December 13, 2018
https://doi.org/10.1021/acsabm.8b00699
Copyright © 2018 American Chemical Society

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    Abstract

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    Formaldehyde (FA), as a reactive carbonyl species, is extremely hazardous to human health if its concentration is above normal level. In live cells, lysosome is a main organelle to generate endogenous FA. Thus, the design of facile, stable, and sensitive probes for the detection of FA in lysosome is essential. Herein, a self-assembled fluorescent nanoprobe based on homoallylamino substituted perylene (P-FA) has been developed for FA detection in lysosome. P-FA can react with FA along with emission color change from blue to green. P-FA exhibited high sensitivity and selectivity to FA in DMSO solution. In aqueous solution, P-FA self-assembled into uniform sphere-like nanoparticle as a fluorescent nanoprobe. Furthermore, the reaction between the nanoprobe and FA was greatly facilitated at pH 4–5, which led to a lower detection limit (0.96 μM at pH 5) than that in DMSO. In live cells, P-FA nanoprobe achieved long-term tracking of lysosome (over 12 h). The fluorescent nanoprobe was then used for both exogenous and endogenous FA detection. Our work provides a facile and effective strategy for the detection of FA in lysosome.

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acsabm.8b00699.

    • Additional NMR, MS, IR, UV–vis absorption/fluorescence emission spectra; cell experiments of P-FA (PDF)

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