Published July 11, 2023
| Version v1
Journal article
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Rigidized 3-aminocoumarins as fluorescent pH probes for strongly acidic environments
Authors/Creators
- 1. Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia
- 2. Department of Chemistry, Faculty of Natural Sciences, Matej Bel University, 974 01 Banská Bystrica, Slovakia
- 3. Laboratory for Advanced Materials, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia
- 4. Department of Genetics, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia
Description
Coumarins remain one of the most important group of fluorescent bio-probes, thanks to their high quantum yields, excellent photostability, efficient cell permeation and low (cyto)toxicity. Herein, we introduce new 3-aminocoumarin turn-on pH probes for strongly acidic conditions, capable of significantly improved yeast vacuolar lumen staining compared to the commercial CMAC derivatives. We present the details of the on-off switching mechanism revealed by the TD-DFT and ab initio calculations complemented by a Franck-Condon analysis of the probes´ emission profiles.
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