Diaxial diureido decalins as compact, efficient, and tunable anion transporters
Sabir Hussain1, Peter R Brotherhood, Luke W Judd
1School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, United Kingdom.
Abstract:
Decalins bearing two axial -NHCONHAr substituents and an ester-linked alkyl side chain have been synthesized and studied as anion receptors and transporters. The design relates to steroid-based "cholapods" but is more compact and less intrinsically lipophilic. Transport rates depend on both NHAr and the alkyl side chain. High activities can be achieved; with optimal substitution, chloride-nitrate exchange across vesicle membranes is measurable at transporter/lipid ratios as low as 1:250,000.
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