Fluorinated tetrapodal anion transporters.

Gilchrist, AM; Wu, X; Hawkins, BA; Hibbs, DE; Gale, PA

Fluorinated tetrapodal anion transporters.

Gilchrist, AM Wu, X Hawkins, BA Hibbs, DE Gale, PA

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Publisher:: Elsevier
Publication Type:: Journal Article
Citation:: iScience, 2023, 26, (2), pp. 105988
Issue Date:: 2023-02-17

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Field	Value	Language
dc.contributor.author	Gilchrist, AM
dc.contributor.author	Wu, X
dc.contributor.author	Hawkins, BA
dc.contributor.author	Hibbs, DE
dc.contributor.author	Gale, PA
dc.date.accessioned	2023-09-27T04:43:48Z
dc.date.available	2023-01-12
dc.date.available	2023-09-27T04:43:48Z
dc.date.issued	2023-02-17
dc.identifier.citation	iScience, 2023, 26, (2), pp. 105988
dc.identifier.issn	2589-0042
dc.identifier.issn	2589-0042
dc.identifier.uri	http://hdl.handle.net/10453/172323
dc.description.abstract	Synthetic anion transporters show potential in treating life-threatening diseases like cystic fibrosis and cancer. However, with increasingly complex transporter architectures designed to control anion binding and transport, it is important to consider solubility and deliverability during transporter design. The fluorination of synthetic anion transporters has been shown to tune the transporter lipophilicity, transport rates, and binding strength. In this work, we expand on our previously reported tetrapodal (thio)urea transporters with a series of fluorinated tetrapodal anion transporters. The effects of fluorination on tuning the lipophilicity, solubility, deliverability, and anion transport selectivity of the tetrapodal scaffold were investigated using anion-binding and transport assays. The primary mode of anion transport was H+/X- cotransport, with the most fluorinated tetrathiourea (8) displaying the highest transport activity in the 8-hydroxypyrene-1,3,6-trisulfonic acid (HPTS) assay. Intriguingly, inversion of the transmembrane Cl- vs NO3 - transport selectivity compared with previously reported tripodal (thio)urea transporters was observed under a modified HPTS assay.
dc.format	Electronic-eCollection
dc.language	eng
dc.publisher	Elsevier
dc.relation	http://purl.org/au-research/grants/arc/DP200100453
dc.relation.ispartof	iScience
dc.relation.isbasedon	10.1016/j.isci.2023.105988
dc.rights	info:eu-repo/semantics/openAccess
dc.title	Fluorinated tetrapodal anion transporters.
dc.type	Journal Article
utslib.citation.volume	26
utslib.location.activity	United States
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Strength - TKC - The Kidman Centre
utslib.copyright.status	open_access	*
dc.date.updated	2023-09-27T04:43:41Z
pubs.issue	2
pubs.publication-status	Published online
pubs.volume	26
utslib.citation.issue	2

Abstract:

Synthetic anion transporters show potential in treating life-threatening diseases like cystic fibrosis and cancer. However, with increasingly complex transporter architectures designed to control anion binding and transport, it is important to consider solubility and deliverability during transporter design. The fluorination of synthetic anion transporters has been shown to tune the transporter lipophilicity, transport rates, and binding strength. In this work, we expand on our previously reported tetrapodal (thio)urea transporters with a series of fluorinated tetrapodal anion transporters. The effects of fluorination on tuning the lipophilicity, solubility, deliverability, and anion transport selectivity of the tetrapodal scaffold were investigated using anion-binding and transport assays. The primary mode of anion transport was H+/X- cotransport, with the most fluorinated tetrathiourea (8) displaying the highest transport activity in the 8-hydroxypyrene-1,3,6-trisulfonic acid (HPTS) assay. Intriguingly, inversion of the transmembrane Cl- vs NO3 - transport selectivity compared with previously reported tripodal (thio)urea transporters was observed under a modified HPTS assay.

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http://hdl.handle.net/10453/172323