BTD AP 28_04_2019.pdf (1.41 MB)
When the strategies for cellular selectivity fail. Challenges and surprises in the design and application of fluorescent benzothiadiazole derivatives for mitochondrial staining
journal contribution
posted on 2023-06-09, 17:46 authored by Brenno D Neto, Pedro H P R Carvalho, Jose R Correa, Karen Paiva, Michele Baril, Daniel Machado, Jackson D Scholten, Paulo Eduardo Narcizo de Souza, Fabiane Veiga-Souza, John SpencerJohn SpencerThis work describes a series of fluorescent 2,1,3-benzothiadiazole derivatives (neutral, singly-charged and doubly-charged) to act as bioprobes for mitochondria. The results showed the flaws in the molecular architecture of this class of fluorophores and our attempts to direct the synthesized derivatives to the organelle. Unexpected results also showed a need for new strategies to predict the cellular selectivity of these derivatives. One of the singly-charged derivatives could stain mitochondria selectively whereas the doubly-charged stained the plasma membrane in an unexpected but highly selective manner. Co-staining experiments confirmed the cellular localization of the new derivatives. EPR experiments demonstrated the fluorescent marker that is selective for mitochondria does not interfere in the ROS production of the cells.
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Publication status
- Published
File Version
- Accepted version
Journal
Organic Chemistry FrontiersISSN
2052-4129Publisher
Royal Society of ChemistryExternal DOI
Department affiliated with
- Chemistry Publications
Full text available
- Yes
Peer reviewed?
- Yes
Legacy Posted Date
2019-05-13First Open Access (FOA) Date
2020-05-06First Compliant Deposit (FCD) Date
2019-05-09Usage metrics
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