Novel resorcin[4]arenes as potassium-selective ion-channel and transporter mimics

Angela J. Wright; Sarah E. Matthews; Wolfgang B. Fischer; Paul D. Beer

doi:10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6

Novel resorcin[4]arenes as potassium-selective ion-channel and transporter mimics

Angela J. Wright, Sarah E. Matthews, Wolfgang B. Fischer, Paul D. Beer

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

73 Citations (Scopus)

Abstract

A series of novel resorcin[4]arenes with extended it systems have been synthesised and developed as potassium-selective transporters. Resorcin[4]arenes that feature crown ether moieties function as efficient carriers of K+ across bulk liquid membranes showing enhanced selectivity over the other alkali metal ions relative to a model system (benzo[15]crown-5). Incorporation of functionalities suitable for pore formation, in addition to an extra annulus of aromatic residues, gives molecules which have remarkable ion-channel-mimicking behaviour in a biological lipid bilayer with outstanding K+/Na+ selectivity.

Original language	English
Pages (from-to)	3474-3481
Number of pages	8
Journal	Chemistry - A European Journal
Volume	7
Issue number	16
DOIs	https://doi.org/10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6
Publication status	Published - 2001

Keywords

CALIX<4>ARENES
ionophores
BILAYERS
MEMBRANES
HOST MOLECULES
ion channels
planar lipid bilayer
alkali metals
BIND BIPYRIDINIUM
BENZO CROWN-ETHER
resorcin[4]arenes
GRAMICIDIN

Access to Document

10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6

Cite this

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title = "Novel resorcin[4]arenes as potassium-selective ion-channel and transporter mimics",

abstract = "A series of novel resorcin[4]arenes with extended it systems have been synthesised and developed as potassium-selective transporters. Resorcin[4]arenes that feature crown ether moieties function as efficient carriers of K+ across bulk liquid membranes showing enhanced selectivity over the other alkali metal ions relative to a model system (benzo[15]crown-5). Incorporation of functionalities suitable for pore formation, in addition to an extra annulus of aromatic residues, gives molecules which have remarkable ion-channel-mimicking behaviour in a biological lipid bilayer with outstanding K+/Na+ selectivity.",

keywords = "CALIX<4>ARENES, ionophores, BILAYERS, MEMBRANES, HOST MOLECULES, ion channels, planar lipid bilayer, alkali metals, BIND BIPYRIDINIUM, BENZO CROWN-ETHER, resorcin[4]arenes, GRAMICIDIN",

author = "Wright, {Angela J.} and Matthews, {Sarah E.} and Fischer, {Wolfgang B.} and Beer, {Paul D.}",

year = "2001",

doi = "10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6",

language = "English",

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pages = "3474--3481",

journal = "Chemistry - A European Journal",

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publisher = "Wiley",

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TY - JOUR

T1 - Novel resorcin[4]arenes as potassium-selective ion-channel and transporter mimics

AU - Wright, Angela J.

AU - Matthews, Sarah E.

AU - Fischer, Wolfgang B.

AU - Beer, Paul D.

PY - 2001

Y1 - 2001

N2 - A series of novel resorcin[4]arenes with extended it systems have been synthesised and developed as potassium-selective transporters. Resorcin[4]arenes that feature crown ether moieties function as efficient carriers of K+ across bulk liquid membranes showing enhanced selectivity over the other alkali metal ions relative to a model system (benzo[15]crown-5). Incorporation of functionalities suitable for pore formation, in addition to an extra annulus of aromatic residues, gives molecules which have remarkable ion-channel-mimicking behaviour in a biological lipid bilayer with outstanding K+/Na+ selectivity.

AB - A series of novel resorcin[4]arenes with extended it systems have been synthesised and developed as potassium-selective transporters. Resorcin[4]arenes that feature crown ether moieties function as efficient carriers of K+ across bulk liquid membranes showing enhanced selectivity over the other alkali metal ions relative to a model system (benzo[15]crown-5). Incorporation of functionalities suitable for pore formation, in addition to an extra annulus of aromatic residues, gives molecules which have remarkable ion-channel-mimicking behaviour in a biological lipid bilayer with outstanding K+/Na+ selectivity.

KW - CALIX<4>ARENES

KW - ionophores

KW - BILAYERS

KW - MEMBRANES

KW - HOST MOLECULES

KW - ion channels

KW - planar lipid bilayer

KW - alkali metals

KW - BIND BIPYRIDINIUM

KW - BENZO CROWN-ETHER

KW - resorcin[4]arenes

KW - GRAMICIDIN

U2 - 10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6

DO - 10.1002/1521-3765(20010817)7:16<3474::AID-CHEM3474>3.0.CO;2-6

M3 - Article

VL - 7

SP - 3474

EP - 3481

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 16

ER -