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Red-Shifted Water-Soluble BODIPY Photocages for Visualisation and Controllable Cellular Delivery of Signaling Lipids

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    0558318 - ÚOCHB 2023 RIV DE eng J - Journal Article
    Poryvai, Anna - Galkin, Maksym - Shvadchak, Volodymyr - Slanina, Tomáš
    Red-Shifted Water-Soluble BODIPY Photocages for Visualisation and Controllable Cellular Delivery of Signaling Lipids.
    Angewandte Chemie - International Edition. Roč. 61, č. 34 (2022), č. článku e202205855. ISSN 1433-7851. E-ISSN 1521-3773
    R&D Projects: GA ČR(CZ) GA22-20319S
    Institutional support: RVO:61388963
    Keywords : BODIPY * photocages * selective delivery * signaling lipids * uncaging
    OECD category: Organic chemistry
    Impact factor: 16.6, year: 2022
    Method of publishing: Limited access
    https://doi.org/10.1002/anie.202205855

    In this work, we developed a water-soluble caging group based on a π-extended BODIPY scaffold able to release carboxylate-containing cargo upon red light illumination (λirr=633 nm). We performed mechanistic studies showing new insights into the principles of the photoreactivity of these cages and demonstrated a significant influence of the structure of a carboxylate cargo on the rate and efficiency of the uncaging process and its side reactions. We used it for selective delivery, visualisation, and photorelease of a signaling lipid in cell plasma and internal membranes. With this approach, we successfully induced Ca2+ release in cells expressing the GPR40 receptor.
    Permanent Link: http://hdl.handle.net/11104/0332044

     
     
Number of the records: 1  

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