Biotin[6]uril Esters: Chloride-selective transmembrane anion carriers employing C-H···anion interactions

Micke Lisbjerg, Hennie Valkenier, Bo M. Jessen, Hana Al-Kerdi, Anthony P. Davis*, Michael Pittelkow

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

122 Citations (Scopus)

Abstract

Biotin[6]uril hexaesters represent a new class of anionophores which operate solely through C-H···anion interactions. The use of soft H-bond donors favors the transport of less hydrophilic anions (e.g., Cl<sup>-</sup>, NO<inf>3</inf><sup>-</sup>) over hard, stongly hydrated anions (e.g., HCO<inf>3</inf><sup>-</sup> and SO<inf>4</inf><sup>2-</sup>). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.

Original languageEnglish
Pages (from-to)4948-4951
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number15
DOIs
Publication statusPublished - 8 Apr 2015

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