Synthetic transporters for sulfate: a new method for the direct detection of lipid bilayer sulfate transport
Synthetic transporters for sulfate: a new method for the direct detection of lipid bilayer sulfate transport
he transmembrane transport of anions by small synthetic molecules is a growing field in supramolecular chemistry and has focussed mainly on the transmembrane transport of chloride. On the other hand, the transport of the highly hydrophilic sulfate anion across lipid bilayers is much less developed, even though the inability to transport sulfate across cellular membranes has been linked to a variety of genetic diseases. Tris-thioureas possess high sulfate affinities and have been shown to be excellent chloride and bicarbonate transporters. Herein we report the sulfate transport abilities of a series of tris-ureas and tris- thioureas based on a tris(2-aminoethyl)amine or cyclopeptide scaffold. We have developed a new technique based on 33S NMR that can be used to monitor sulfate transport, using 33S-labelled sulfate and paramagnetic agents such as Mn2+ and Fe3+ to discriminate between intra- and extravesicular sulfate. Reasonable sulfate transport abilities were found for the reported tris-ureas and tris-thioureas, providing a starting point for the development of more powerful synthetic sulfate transporters that can be used in the treatment of certain channelopathies or as a model for biological sulfate transporters
1118-1127
Busschaert, Nathalie
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Karagiannidis, Louise E.
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Wenzel, Marco
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Haynes, Cally J. E.
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Wells, Neil J.
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Young, Philip G.
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Makuc, Damjan
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Plavec, Janez
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Jolliffe, Katrina A.
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Gale, Philip A.
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1 March 2014
Busschaert, Nathalie
bf307f09-0a86-4a03-afd8-4b0a59a8f72b
Karagiannidis, Louise E.
625706f1-9870-43dd-9ee1-b981c60562b4
Wenzel, Marco
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Haynes, Cally J. E.
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Wells, Neil J.
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Young, Philip G.
00e4c596-11c0-458a-bfd7-6c19d5c9b43a
Makuc, Damjan
0587d709-5f7a-44c7-9b74-1940285b933d
Plavec, Janez
7a5f325c-d357-40b2-87ab-7482f862b7f0
Jolliffe, Katrina A.
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Gale, Philip A.
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Busschaert, Nathalie, Karagiannidis, Louise E., Wenzel, Marco, Haynes, Cally J. E., Wells, Neil J., Young, Philip G., Makuc, Damjan, Plavec, Janez, Jolliffe, Katrina A. and Gale, Philip A.
(2014)
Synthetic transporters for sulfate: a new method for the direct detection of lipid bilayer sulfate transport.
Chemical Science, 5 (3), .
(doi:10.1039/C3SC52006D).
Abstract
he transmembrane transport of anions by small synthetic molecules is a growing field in supramolecular chemistry and has focussed mainly on the transmembrane transport of chloride. On the other hand, the transport of the highly hydrophilic sulfate anion across lipid bilayers is much less developed, even though the inability to transport sulfate across cellular membranes has been linked to a variety of genetic diseases. Tris-thioureas possess high sulfate affinities and have been shown to be excellent chloride and bicarbonate transporters. Herein we report the sulfate transport abilities of a series of tris-ureas and tris- thioureas based on a tris(2-aminoethyl)amine or cyclopeptide scaffold. We have developed a new technique based on 33S NMR that can be used to monitor sulfate transport, using 33S-labelled sulfate and paramagnetic agents such as Mn2+ and Fe3+ to discriminate between intra- and extravesicular sulfate. Reasonable sulfate transport abilities were found for the reported tris-ureas and tris-thioureas, providing a starting point for the development of more powerful synthetic sulfate transporters that can be used in the treatment of certain channelopathies or as a model for biological sulfate transporters
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Accepted/In Press date: 9 August 2013
e-pub ahead of print date: 9 January 2014
Published date: 1 March 2014
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow
Identifiers
Local EPrints ID: 362705
URI: http://eprints.soton.ac.uk/id/eprint/362705
ISSN: 1478-6524
PURE UUID: 2bc3929a-d770-48c4-b553-639457d9e052
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Date deposited: 06 Mar 2014 08:48
Last modified: 15 Mar 2024 03:06
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Contributors
Author:
Nathalie Busschaert
Author:
Louise E. Karagiannidis
Author:
Marco Wenzel
Author:
Cally J. E. Haynes
Author:
Philip G. Young
Author:
Damjan Makuc
Author:
Janez Plavec
Author:
Katrina A. Jolliffe
Author:
Philip A. Gale
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