Literature DB >> 12148985

Synthetic hydraphile channels of appropriate length kill Escherichia coli.

W Matthew Leevy1, Gina M Donato, Riccardo Ferdani, William E Goldman, Paul H Schlesinger, George W Gokel.   

Abstract

Crown ether-based synthetic cation conducting channels called hydraphiles show clear ionophoretic activity in phospholipid vesicles. These compounds are shown to be active against the bacterium E. coli. Disk diffusion assays were performed to assess the toxicity of different hydraphile derivatives. Liquid culture tests were conducted to quantitate the dependence of bacterical activity on channel length. It is proposed that hydraphiles are toxic to bacteria as a result of channel formation in the membrane. The bactericidal activity is found to depend at least on the presence of a functional central relay and proper channel length. It is speculated that hydraphiles insert into the bilayer and disrupt the cell's osmotic balance, leading to cell death.

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Year:  2002        PMID: 12148985     DOI: 10.1021/ja017052o

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  17 in total

1.  NMR and ion selective electrode studies of hydraphile channels correlate with biological activity in E. coli and B. subtilis.

Authors:  W Matthew Leevy; Michelle E Weber; Paul H Schlesinger; George W Gokel
Journal:  Chem Commun (Camb)       Date:  2004-11-25       Impact factor: 6.222

2.  Structure-activity relationships, kinetics, selectivity, and mechanistic studies of synthetic hydraphile channels in bacterial and mammalian cells.

Authors:  W Matthew Leevy; Seth T Gammon; Tatiana Levchenko; David D Daranciang; Oscar Murillo; Vladimir Torchilin; David Piwnica-Worms; James E Huettner; George W Gokel
Journal:  Org Biomol Chem       Date:  2005-08-26       Impact factor: 3.876

3.  Coordination and transport of alkali metal cations through phospholipid bilayer membranes by hydraphile channels.

Authors:  George W Gokel; Megan Michele Daschbach
Journal:  Coord Chem Rev       Date:  2008-04       Impact factor: 22.315

4.  Synthetic anionophores for basic anions as "presumably, OH⁻/Cl⁻ antiporters": from the synthetic ion channels to multi-ion hopping, anti-Hofmeister selectivity, and strong positive AMFE.

Authors:  Sofya Kostina Berezin
Journal:  J Membr Biol       Date:  2014-06-11       Impact factor: 1.843

5.  In vivo cell death mediated by synthetic ion channels.

Authors:  Bryan A Smith; Megan M Daschbach; Seth T Gammon; Shuzhang Xiao; Sarah E Chapman; Caroline Hudson; Mark Suckow; David Piwnica-Worms; George W Gokel; W Matthew Leevy
Journal:  Chem Commun (Camb)       Date:  2011-06-17       Impact factor: 6.222

6.  Correlation of bilayer membrane cation transport and biological activity in alkyl-substituted lariat ethers.

Authors:  W Matthew Leevy; Michelle E Weber; Michael R Gokel; George B Hughes-Strange; David D Daranciang; Riccardo Ferdani; George W Gokel
Journal:  Org Biomol Chem       Date:  2005-04-11       Impact factor: 3.876

7.  Evidence for dimer formation by an amphiphilic heptapeptide that mediates chloride and carboxyfluorescein release from liposomes.

Authors:  Robert Pajewski; Riccardo Ferdani; Jolanta Pajewska; Natasha Djedovic; Paul H Schlesinger; George W Gokel
Journal:  Org Biomol Chem       Date:  2005-01-13       Impact factor: 3.876

8.  Probing Membrane Insertion Activity of Antimicrobial Polymers via Coarse-grain Molecular Dynamics.

Authors:  Carlos F Lopez; Steven O Nielsen; Goundla Srinivas; William F Degrado; Michael L Klein
Journal:  J Chem Theory Comput       Date:  2006-05       Impact factor: 6.006

9.  Anion transport properties of amine and amide-sidechained peptides are affected by charge and phospholipid composition.

Authors:  Lei You; Ruiqiong Li; George W Gokel
Journal:  Org Biomol Chem       Date:  2008-06-16       Impact factor: 3.876

10.  HETEROCYCLIC AMIDE HYDRAPHILE SYNTHETIC CATION TRANSPORTERS.

Authors:  Wei Wang; Carl R Yamnitz; George W Gokel
Journal:  Heterocycles       Date:  2007       Impact factor: 0.831

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