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Issue 1, 2013
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Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas

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Abstract

Highly potent but structurally simple transmembrane anion transporters are reported that function at receptor to lipid ratios as low as 1 : 1 000 000. The compounds, based on the simple ortho-phenylenediamine-based bisurea scaffold, have been studied for their ability to facilitate chloride/nitrate and chloride/bicarbonate antiport, and HCl symport processes using a combination of ion selective electrode and fluorescence techniques. In addition, the transmembrane transport of dicarboxylate anions (maleate and fumarate) by the compounds was examined. Molecular dynamics simulations showed that these compounds permeate the membrane more easily than other promising receptors corroborating the experimental efflux data. Moreover, cell based assays revealed that the majority of the compounds showed cytotoxicity in cancer cells, which may be linked to their ability to function as ion transporters.

Graphical abstract: Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas

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Publication details

The article was received on 14 Aug 2012, accepted on 29 Aug 2012 and first published on 29 Aug 2012


Article type: Edge Article
DOI: 10.1039/C2SC21112B
Chem. Sci., 2013,4, 103-117

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    Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas

    S. J. Moore, C. J. E. Haynes, J. González, J. L. Sutton, S. J. Brooks, M. E. Light, J. Herniman, G. J. Langley, V. Soto-Cerrato, R. Pérez-Tomás, I. Marques, P. J. Costa, V. Félix and P. A. Gale, Chem. Sci., 2013, 4, 103
    DOI: 10.1039/C2SC21112B

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