The University of Southampton
University of Southampton Institutional Repository

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. (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.

Text
molecules-24-01278
Available under License Creative Commons Attribution.
Download (2MB)

More information

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: https://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 Jul 2019 10:15

Export record

Altmetrics

Contributors

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

University divisions

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of https://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×