Chloride, carboxylate and carbonate transport by ortho-phenylenediamine-based bisureas
authors Moore, SJ; Haynes, CJE; Gonzalez, J; Sutton, JL; Brooks, SJ; Light, ME; Herniman, J; Langley, GJ; Soto-Cerrato, V; Perez-Tomas, R; Marques, I; Costa, PJ; Felix, V; Gale, PA
nationality International
journal CHEMICAL SCIENCE
keywords TRANSMEMBRANE ANION TRANSPORTERS; ISOMERIC DICARBOXYLATE ANIONS; STEROID-BASED RECEPTORS; CONFORMATIONAL CONTROL; MOLECULAR RECOGNITION; INTRACELLULAR PH; IN-VITRO; SELECTIVE DISCRIMINATION; GLUTAMATE TRANSPORTERS; MEMBRANE TRANSPORTERS
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.
publisher ROYAL SOC CHEMISTRY
issn 2041-6520
year published 2013
volume 4
issue 1
beginning page 103
ending page 117
digital object identifier (doi) 10.1039/c2sc21112b
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000311971500010
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journal impact factor 9.063
5 year journal impact factor 8.757
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