Catechols as membrane anion transporters

J Am Chem Soc. 2009 Feb 25;131(7):2458-9. doi: 10.1021/ja809733c.

Abstract

We report that an amphiphilic bis-catechol (3) functions as a transmembrane anion transporter. Activity depends on the catechol's substitution and amphiphilicity. We also describe a liposomal assay that allows one to readily measure anion transport selectivity. This assay reveals that anion transport selectivity for this amphiphilic bis-catechol follows a Hofmeister sequence wherein anions that are easier to dehydrate are made more permeable to the membrane by 3.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anions / chemistry
  • Catechols / chemistry*
  • Catechols / metabolism*
  • Cell Membrane Permeability
  • Chloride Channels / chemistry
  • Chloride Channels / metabolism
  • Kinetics
  • Lipid Bilayers / chemistry
  • Lipid Bilayers / metabolism
  • Liposomes / chemistry
  • Liposomes / metabolism
  • Models, Molecular
  • Organic Anion Transporters / chemistry*
  • Organic Anion Transporters / metabolism*
  • Thermodynamics

Substances

  • Anions
  • Catechols
  • Chloride Channels
  • Lipid Bilayers
  • Liposomes
  • Organic Anion Transporters