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pH‐Responsive Aminobenzocoumarins as Fluorescent Probes for Biological Acidity

Schniererová, Karin; Janeková, Hana; Joniak, Jakub; Putala, Martin; Štacko, Peter; Stankovičová, Henrieta (2024). pH‐Responsive Aminobenzocoumarins as Fluorescent Probes for Biological Acidity. Chemistry, 30(28):e202400111.

Abstract

Regulation of pH plays an essential role in orchestrating the delicate cellular machinery responsible for life as we know it. Its abnormal values are indicative of aberrant cellular behavior and associated with pathologies including cancer progression or solid tumors. Here, we report a series of bent and linear aminobenzocoumarins decorated with different substituents. We investigate their photophysical properties and demonstrate that the probes display strong pH‐responsive fluorescence “turn on” behavior in highly acidic environments, with enhancement up to 300‐fold. In combination with their low cytotoxicity, this behavior enabled their application in bioimaging of acidic lysosomes in live human cells. We believe that these molecules serve as attractive lead structures for future rational design of novel biocompatible fluorescent pH probes.

Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > General Chemistry
Physical Sciences > Organic Chemistry
Language:English
Date:17 May 2024
Deposited On:09 Feb 2025 13:26
Last Modified:31 May 2025 01:40
Publisher:Wiley-Blackwell Publishing, Inc.
ISSN:0947-6539
OA Status:Hybrid
Publisher DOI:https://doi.org/10.1002/chem.202400111
PubMed ID:38470944
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  • Language: English
  • Licence: Creative Commons: Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)

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