Fluorescent transmembrane anion transporters: shedding light on anionophoric activity in cells
Fluorescent transmembrane anion transporters: shedding light on anionophoric activity in cells
A series of fluorescent anion transporters consisting of a urea or thiourea group linked to a naphthalimide fluorophore have been synthesised and their anion transport properties studied. The compounds possess similar anion transport properties of (thio)urea-based anionophores that have previously been reported. Fluorescence studies in cells show all anionophores cross the plasma membrane and localise within the interior of cells. The most lipophilic, aromatic substituted transporters localise homogeneously throughout the cell and are toxic towards cancer cells with the highly fluorinated compound 6 being the most effective. The least lipophilic, alkyl substituted transporters localise in specific vesicles and are non-toxic to cells. This work provides new insight to the actions of anionophores in cells and may be useful in the design of novel antineoplastic agents.
1-9
Berry, Stuart N.
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Soto-Cerrato, Vanessa
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Howe, Ethan N.W.
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Clarke, Harriet J.
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Mistry, Ishna
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Tavassoli, Ali
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Chang, Young-Tae
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Pérez-Tomás, Ricardo
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Gale, Philip A.
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Berry, Stuart N.
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Soto-Cerrato, Vanessa
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Howe, Ethan N.W.
be05ae9a-02e0-443b-97b2-d65cc387af40
Clarke, Harriet J.
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Mistry, Ishna
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Tavassoli, Ali
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Chang, Young-Tae
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Pérez-Tomás, Ricardo
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Gale, Philip A.
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Berry, Stuart N., Soto-Cerrato, Vanessa, Howe, Ethan N.W., Clarke, Harriet J., Mistry, Ishna, Tavassoli, Ali, Chang, Young-Tae, Pérez-Tomás, Ricardo and Gale, Philip A.
(2016)
Fluorescent transmembrane anion transporters: shedding light on anionophoric activity in cells.
Chemical Science, .
(doi:10.1039/c6sc01643j).
Abstract
A series of fluorescent anion transporters consisting of a urea or thiourea group linked to a naphthalimide fluorophore have been synthesised and their anion transport properties studied. The compounds possess similar anion transport properties of (thio)urea-based anionophores that have previously been reported. Fluorescence studies in cells show all anionophores cross the plasma membrane and localise within the interior of cells. The most lipophilic, aromatic substituted transporters localise homogeneously throughout the cell and are toxic towards cancer cells with the highly fluorinated compound 6 being the most effective. The least lipophilic, alkyl substituted transporters localise in specific vesicles and are non-toxic to cells. This work provides new insight to the actions of anionophores in cells and may be useful in the design of novel antineoplastic agents.
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C6SC01643J.pdf
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Text
Gale.pdf
- Accepted Manuscript
More information
Accepted/In Press date: 15 April 2016
e-pub ahead of print date: 26 April 2016
Organisations:
Organic Chemistry: SCF
Identifiers
Local EPrints ID: 393447
URI: http://eprints.soton.ac.uk/id/eprint/393447
ISSN: 1478-6524
PURE UUID: ae6b3e80-e92e-4340-aaf3-05ad572fe920
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Date deposited: 27 Apr 2016 09:36
Last modified: 15 Mar 2024 05:32
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Contributors
Author:
Stuart N. Berry
Author:
Vanessa Soto-Cerrato
Author:
Ethan N.W. Howe
Author:
Harriet J. Clarke
Author:
Ishna Mistry
Author:
Young-Tae Chang
Author:
Ricardo Pérez-Tomás
Author:
Philip A. Gale
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