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

doi:10.1021/jacs.5b02306

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 journal › Article (Academic Journal) › peer-review

94 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-, NO<inf>3</inf>-) over hard, stongly hydrated anions (e.g., HCO<inf>3</inf>- and SO<inf>4</inf>2-). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.

Original language	English
Pages (from-to)	4948-4951
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	15
DOIs	https://doi.org/10.1021/jacs.5b02306
Publication status	Published - 8 Apr 2015

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10.1021/jacs.5b02306

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

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-, NO3-) over hard, stongly hydrated anions (e.g., HCO3- and SO42-). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.",

author = "Micke Lisbjerg and Hennie Valkenier and Jessen, {Bo M.} and Hana Al-Kerdi and Davis, {Anthony P.} and Michael Pittelkow",

year = "2015",

month = apr,

day = "8",

doi = "10.1021/jacs.5b02306",

language = "English",

volume = "137",

pages = "4948--4951",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

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Biotin[6]uril Esters : Chloride-selective transmembrane anion carriers employing C-H···anion interactions. / Lisbjerg, Micke; Valkenier, Hennie; Jessen, Bo M.; Al-Kerdi, Hana; Davis, Anthony P.; Pittelkow, Michael.

In: Journal of the American Chemical Society, Vol. 137, No. 15, 08.04.2015, p. 4948-4951.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

TY - JOUR

T1 - Biotin[6]uril Esters

T2 - Chloride-selective transmembrane anion carriers employing C-H···anion interactions

AU - Lisbjerg, Micke

AU - Valkenier, Hennie

AU - Jessen, Bo M.

AU - Al-Kerdi, Hana

AU - Davis, Anthony P.

AU - Pittelkow, Michael

PY - 2015/4/8

Y1 - 2015/4/8

N2 - 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-, NO3-) over hard, stongly hydrated anions (e.g., HCO3- and SO42-). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.

AB - 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-, NO3-) over hard, stongly hydrated anions (e.g., HCO3- and SO42-). Especially relevant is the selectivity between chloride and bicarbonate, the major inorganic anions in biological systems.

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U2 - 10.1021/jacs.5b02306

DO - 10.1021/jacs.5b02306

M3 - Article (Academic Journal)

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VL - 137

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EP - 4951

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 15

ER -

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

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3-month Core Capability for Chemistry Research

Synthetic Anionophores with Therapeutic Potential - a Coordinated Two-Centre Approach

SYNTHETIC ANION CARRIERS FOR BIOMEDICAL APPLICATIONS

Professor Anthony P Davis

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

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Projects

3-month Core Capability for Chemistry Research

Synthetic Anionophores with Therapeutic Potential - a Coordinated Two-Centre Approach

SYNTHETIC ANION CARRIERS FOR BIOMEDICAL APPLICATIONS

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Professor Anthony P Davis

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