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Investigating the influence of steric hindrance on selective anion transport

Investigating the influence of steric hindrance on selective anion transport
Investigating the influence of steric hindrance on selective anion transport

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.

Anion transport, Lipid bilayer, Thioureas
1420-3049
1-10
Jowett, Laura A.
597e2140-9f11-478c-bda4-f76d79a8a958
Ricci, Angela
c18820c5-4a0b-47cc-a2f2-5d93c9de4ab5
Wu, Xin
7c9d888f-abe1-4332-a26a-c850d220164c
Howe, Ethan N.W.
be05ae9a-02e0-443b-97b2-d65cc387af40
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Jowett, Laura A.
597e2140-9f11-478c-bda4-f76d79a8a958
Ricci, Angela
c18820c5-4a0b-47cc-a2f2-5d93c9de4ab5
Wu, Xin
7c9d888f-abe1-4332-a26a-c850d220164c
Howe, Ethan N.W.
be05ae9a-02e0-443b-97b2-d65cc387af40
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943

Jowett, Laura A., Ricci, Angela, Wu, Xin, Howe, Ethan N.W. and Gale, Philip A. (2019) Investigating the influence of steric hindrance on selective anion transport. Molecules, 24 (7), 1-10, [1278]. (doi:10.3390/molecules24071278).

Record type: Article

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.

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molecules-24-01278
Available under License Creative Commons Attribution.
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Accepted/In Press date: 1 April 2019
e-pub ahead of print date: 2 April 2019
Published date: April 2019
Keywords: Anion transport, Lipid bilayer, Thioureas

Identifiers

Local EPrints ID: 430272
URI: http://eprints.soton.ac.uk/id/eprint/430272
ISSN: 1420-3049
PURE UUID: db5d7384-e70c-4908-a550-3c2e7b660fa3
ORCID for Philip A. Gale: ORCID iD orcid.org/0000-0001-9751-4910

Catalogue record

Date deposited: 24 Apr 2019 16:30
Last modified: 18 Mar 2024 02:52

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Contributors

Author: Laura A. Jowett
Author: Angela Ricci
Author: Xin Wu
Author: Ethan N.W. Howe
Author: Philip A. Gale ORCID iD

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