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Investigating the Influence of Steric Hindrance on Selective Anion Transport.


ABSTRACT: A series of symmetrical and unsymmetrical alkyl tren based tris-thiourea anion transporters were synthesised and their anion binding and transport properties studied. Overall, increasing the steric bulk of the substituents resulted in improved chloride binding and transport abilities. Including a macrocycle in the scaffold enhanced the selectivity of chloride transport in the presence of fatty acids, by reducing the undesired H⁺ flux facilitated by fatty acid flip-flop. This study demonstrates the benefit of including enforced steric hindrance and encapsulation in the design of more selective anion receptors.

SUBMITTER: Jowett LA 

PROVIDER: S-EPMC6480120 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Investigating the Influence of Steric Hindrance on Selective Anion Transport.

Jowett Laura A LA   Ricci Angela A   Wu Xin X   Howe Ethan N W ENW   Gale Philip A PA  

Molecules (Basel, Switzerland) 20190402 7


A series of symmetrical and unsymmetrical alkyl tren based tris-thiourea anion transporters were synthesised and their anion binding and transport properties studied. Overall, increasing the steric bulk of the substituents resulted in improved chloride binding and transport abilities. Including a macrocycle in the scaffold enhanced the selectivity of chloride transport in the presence of fatty acids, by reducing the undesired H⁺ flux facilitated by fatty acid flip-flop. This study demonstrates t  ...[more]

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