The University of Southampton
University of Southampton Institutional Repository

The exploitation of fluorescence in the development of novel membrane transporters and chemical sensors

The exploitation of fluorescence in the development of novel membrane transporters and chemical sensors
The exploitation of fluorescence in the development of novel membrane transporters and chemical sensors
This thesis reports the development of novel transmembrane anion transporters and chemical sensors in which fluorescence spectroscopy and/or microscopy was utilised to provide information about the function and/or applications of said compounds.

Firstly, a series of transmembrane anion transporters based on an isophthalamide scaffold with phenyl, naphthyl or anthracenyl central rings were investigated. Hill analysis, along with fluorescent spectroscopy was employed to show that these compounds aggregate inside lipid bilayer membranes, and a cooperative transporting mechanism was proposed.

Next, a series of fluorescent anion transporters consisting of urea or thiourea groups linked to a naphthalimide fluorophore were evaluated. The compounds functioned as moderate anion transporters in POPC vesicle experiments and fluorescent microscopy was utilised to show, for the first time, where these compounds localised in A549 cancer cells. The most potent anionophore was investigated further and shown to induce apoptosis in cancer cells, showing potential for development of future antineoplastic drugs.

Finally, a novel, highly specific and selective chemical sensor for Al3+ was prepared. Through screening in various solvent systems and pH’s, the optimal conditions for sensing were uncovered. 1H NMR, UV-vis, LCMS and fluorescence experiments allowed the sensing mechanism to be fully described and fluorescence microscopy confirmed this compound could be utilised to detect Al3+ in living cells.
University of Southampton
Berry, Stuart Neil
c7287fbf-5845-4f28-b3ab-bf3a35e3fd9f
Berry, Stuart Neil
c7287fbf-5845-4f28-b3ab-bf3a35e3fd9f
Gale, Philip
c840b7e9-6847-4843-91af-fa0f8563d943

Berry, Stuart Neil (2017) The exploitation of fluorescence in the development of novel membrane transporters and chemical sensors. University of Southampton, Doctoral Thesis, 268pp.

Record type: Thesis (Doctoral)

Abstract

This thesis reports the development of novel transmembrane anion transporters and chemical sensors in which fluorescence spectroscopy and/or microscopy was utilised to provide information about the function and/or applications of said compounds.

Firstly, a series of transmembrane anion transporters based on an isophthalamide scaffold with phenyl, naphthyl or anthracenyl central rings were investigated. Hill analysis, along with fluorescent spectroscopy was employed to show that these compounds aggregate inside lipid bilayer membranes, and a cooperative transporting mechanism was proposed.

Next, a series of fluorescent anion transporters consisting of urea or thiourea groups linked to a naphthalimide fluorophore were evaluated. The compounds functioned as moderate anion transporters in POPC vesicle experiments and fluorescent microscopy was utilised to show, for the first time, where these compounds localised in A549 cancer cells. The most potent anionophore was investigated further and shown to induce apoptosis in cancer cells, showing potential for development of future antineoplastic drugs.

Finally, a novel, highly specific and selective chemical sensor for Al3+ was prepared. Through screening in various solvent systems and pH’s, the optimal conditions for sensing were uncovered. 1H NMR, UV-vis, LCMS and fluorescence experiments allowed the sensing mechanism to be fully described and fluorescence microscopy confirmed this compound could be utilised to detect Al3+ in living cells.

Text
Stuart Berry Corrected Thesis - Version of Record
Restricted to Repository staff only until 8 May 2021.

More information

Published date: September 2017

Identifiers

Local EPrints ID: 422131
URI: https://eprints.soton.ac.uk/id/eprint/422131
PURE UUID: 57605a28-ffbf-4a59-b505-bf5c7e7ceb3d
ORCID for Philip Gale: ORCID iD orcid.org/0000-0001-9751-4910

Catalogue record

Date deposited: 17 Jul 2018 16:30
Last modified: 14 Mar 2019 01:47

Export record

Contributors

Author: Stuart Neil Berry
Thesis advisor: Philip 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.

×