Halide-selective, proton-coupled anion transport by phenylthiosemicarbazones.

Howe, ENW; Chang, V-VT; Wu, X; Fares, M; Lewis, W; Macreadie, LK; Gale, PA

Halide-selective, proton-coupled anion transport by phenylthiosemicarbazones.

Howe, ENW Chang, V-VT Wu, X Fares, M Lewis, W Macreadie, LK Gale, PA

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Publisher:: Elsevier
Publication Type:: Journal Article
Citation:: Biochim Biophys Acta Biomembr, 2022, 1864, (2), pp. 183828
Issue Date:: 2022-02-01

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Field	Value	Language
dc.contributor.author	Howe, ENW
dc.contributor.author	Chang, V-VT
dc.contributor.author	Wu, X
dc.contributor.author	Fares, M
dc.contributor.author	Lewis, W
dc.contributor.author	Macreadie, LK
dc.contributor.author	Gale, PA
dc.date.accessioned	2023-02-07T23:48:43Z
dc.date.available	2021-11-22
dc.date.available	2023-02-07T23:48:43Z
dc.date.issued	2022-02-01
dc.identifier.citation	Biochim Biophys Acta Biomembr, 2022, 1864, (2), pp. 183828
dc.identifier.issn	0005-2736
dc.identifier.issn	1879-2642
dc.identifier.uri	http://hdl.handle.net/10453/165980
dc.description.abstract	Phenylthiosemicarbazones (PTSCs) are proton-coupled anion transporters with pH-switchable behaviour known to be regulated by an imine protonation equilibrium. Previously, chloride/nitrate exchange by PTSCs was found to be inactive at pH 7.2 due to locking of the thiourea anion binding site by an intramolecular hydrogen bond, and switched ON upon imine protonation at pH 4.5. The rate-determining process of the pH switch, however, was not examined. We here develop a new series of PTSCs and demonstrate their conformational behaviour by X-ray crystallographic analysis and pH-switchable anion transport properties by liposomal assays. We report the surprising finding that the protonated PTSCs are extremely selective for halides over oxyanions in membrane transport. Owing to the high chloride over nitrate selectivity, the pH-dependent chloride/nitrate exchange of PTSCs originates from the rate-limiting nitrate transport process being inhibited at neutral pH.
dc.format	Print-Electronic
dc.language	eng
dc.publisher	Elsevier
dc.relation	http://purl.org/au-research/grants/arc/DP200100453
dc.relation.ispartof	Biochim Biophys Acta Biomembr
dc.relation.isbasedon	10.1016/j.bbamem.2021.183828
dc.rights	info:eu-repo/semantics/closedAccess
dc.subject	0601 Biochemistry and Cell Biology, 0699 Other Biological Sciences, 0904 Chemical Engineering
dc.subject.classification	Biochemistry & Molecular Biology
dc.subject.classification	Biophysics
dc.subject.mesh	Anions
dc.subject.mesh	Chlorides
dc.subject.mesh	Crystallography, X-Ray
dc.subject.mesh	Hydrogen-Ion Concentration
dc.subject.mesh	Ion Transport
dc.subject.mesh	Kinetics
dc.subject.mesh	Nitrates
dc.subject.mesh	Protons
dc.subject.mesh	Thiosemicarbazones
dc.subject.mesh	Chlorides
dc.subject.mesh	Anions
dc.subject.mesh	Nitrates
dc.subject.mesh	Protons
dc.subject.mesh	Thiosemicarbazones
dc.subject.mesh	Crystallography, X-Ray
dc.subject.mesh	Ion Transport
dc.subject.mesh	Kinetics
dc.subject.mesh	Hydrogen-Ion Concentration
dc.subject.mesh	Anions
dc.subject.mesh	Chlorides
dc.subject.mesh	Crystallography, X-Ray
dc.subject.mesh	Hydrogen-Ion Concentration
dc.subject.mesh	Ion Transport
dc.subject.mesh	Kinetics
dc.subject.mesh	Nitrates
dc.subject.mesh	Protons
dc.subject.mesh	Thiosemicarbazones
dc.title	Halide-selective, proton-coupled anion transport by phenylthiosemicarbazones.
dc.type	Journal Article
utslib.citation.volume	1864
utslib.location.activity	Netherlands
utslib.for	0601 Biochemistry and Cell Biology
utslib.for	0699 Other Biological Sciences
utslib.for	0904 Chemical Engineering
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
utslib.copyright.status	closed_access	*
dc.date.updated	2023-02-07T23:48:42Z
pubs.issue	2
pubs.publication-status	Published
pubs.volume	1864
utslib.citation.issue	2

Abstract:

Phenylthiosemicarbazones (PTSCs) are proton-coupled anion transporters with pH-switchable behaviour known to be regulated by an imine protonation equilibrium. Previously, chloride/nitrate exchange by PTSCs was found to be inactive at pH 7.2 due to locking of the thiourea anion binding site by an intramolecular hydrogen bond, and switched ON upon imine protonation at pH 4.5. The rate-determining process of the pH switch, however, was not examined. We here develop a new series of PTSCs and demonstrate their conformational behaviour by X-ray crystallographic analysis and pH-switchable anion transport properties by liposomal assays. We report the surprising finding that the protonated PTSCs are extremely selective for halides over oxyanions in membrane transport. Owing to the high chloride over nitrate selectivity, the pH-dependent chloride/nitrate exchange of PTSCs originates from the rate-limiting nitrate transport process being inhibited at neutral pH.

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http://hdl.handle.net/10453/165980