期刊
CHEMICAL SCIENCE
卷 5, 期 3, 页码 1128-1134出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3sc52962b
关键词
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资金
- Engineering and Physical Sciences Research Council [EP/F03623X/1, EP/J009687/1]
- European Cooperation in Science and Technology (COST) action [CM1005]
- Royal Society
- Wolfson Foundation
- Engineering and Physical Sciences Research Council [EP/J00961X/1, EP/F03623X/1, EP/J009687/1, EP/K03927X/1] Funding Source: researchfish
- EPSRC [EP/J009687/1, EP/J00961X/1, EP/F03623X/1, EP/K03927X/1] Funding Source: UKRI
Despite extensive interest in transmembrane anion carriers (anionophores), the factors that govern activity are still only partly understood. Herein we report a study which identifies a new principle for anionophore design, that of lipophilic balance'. A series of simple thioureas with identical molecular formulae has been prepared and assayed for chloride/nitrate transport activity in synthetic vesicles. The molecules differ only in the positioning of the phenylthiourea binding unit within an 11-carbon linear chain. They are shown to possess very similar lipophilicities and anion affinities, while a test for leaching establishes that they locate almost exclusively in the vesicle membranes. Notwithstanding their close similarities, activities across the series show >5-fold variation, peaking when the phenylthiourea group is centrally located. The results suggest that transport is favoured by a balanced array of lipophilic substituents, possibly because this arrangement facilitates transfer of the complexed anion into the apolar membrane interior.
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