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- W2320034080 endingPage "14412" @default.
- W2320034080 startingPage "14401" @default.
- W2320034080 abstract "Aqueous media are competitive environments in which to perform host-guest chemistry, particularly when the guest is highly charged. While hydrophobic binding is a recognized approach to this challenge in which apolar pockets can be designed to recognize apolar guests in water, complementary strategies are required for hydrophilic anions like chloride. Here, we present evidence of such an alternative mechanism, used everyday by proteins yet rare for artificial receptors, wherein hydrophobic interactions are shown to be responsible for organizing and stabilizing an aryl-triazole foldamer to help extract hydrophilic chloride ions from increasingly aqueous solutions. Therein, a double-helical complex gains stability upon burial of ∼80% of the π surfaces that simultaneously creates a potent, solvent-excluding microenvironment for hydrogen bonding. The chloride's overall affinity to the duplex is substantial in 25% water v/v in acetonitrile (log β2 = 12.6), and it remains strong (log β2 = 13.0) as the water content is increased to 50%. With the rise in predictable designs of abiological foldamers, this water-assisted strategy can, in principle, be utilized for binding other hydrophilic guests." @default.
- W2320034080 created "2016-06-24" @default.
- W2320034080 creator A5003065832 @default.
- W2320034080 creator A5062354047 @default.
- W2320034080 creator A5072699347 @default.
- W2320034080 creator A5073284865 @default.
- W2320034080 date "2013-09-12" @default.
- W2320034080 modified "2023-10-11" @default.
- W2320034080 title "Hydrophobic Collapse of Foldamer Capsules Drives Picomolar-Level Chloride Binding in Aqueous Acetonitrile Solutions" @default.
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