Diaxial diureido decalins as compact, efficient, and tunable anion transporters.
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.
School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, United Kingdom.
Sabir
S
Hussain
Peter R
PR
Brotherhood
Luke W
LW
Judd
Anthony P
AP
Davis
D000838:Anions / Q000737:chemistry / Q000378:metabolism; D040761:Biomimetic Materials / Q000737:chemistry* / Q000378:metabolism; D017136:Ion Transport; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes / Q000737:chemistry* / Q000378:metabolism*
D000838:Anions; D009281:Naphthalenes; C007229:decalin