title: Voltage-dependent formation of anion channels by synthetic rigid-rod push-pull beta-barrels.
abstract: Ion channels formed by p-octiphenyls equipped with amphiphilic, cationic tripeptide strands and either with (5) or without (6) axial dipole moment are described (preliminary communication: N. Sakai, S. Matile, J. Am. Chem. Soc. 2002, 124, 1184-1185). Fluorescence kinetics with variably polarized neutral or anionic vesicles, together with planar bilayer conductance measurements, reveal voltage dependence with weakly lyotropic anion selectivity, and deactivation by competing surface potentials of the ion channels formed by asymmetric 5. In planar bilayers, 5 forms short-lived, poorly organized channels--similar to those produced by alpha-helical natural antibiotics--capable of transforming into stable, ohmic p-octiphenyl "beta-barrel" ion channels similar to those of the >99 % homologous but symmetric 6. Fluorescence depth quenching and circular dichroism studies confirm the effect of membrane potentials in promotion of the partitioning of 5 (but not 6) into the bilayers, identifying partitioning as the voltage-dependent step.
authors.affiliation: Department of Organic Chemistry, University of Geneva, 1211 Geneva 4, Switzerland. naomi.sakai@chiorg.unige.ch
authors.forename: Naomi
authors.initials: N
authors.lastname: Sakai
authors.forename: David
authors.initials: D
authors.lastname: Houdebert
authors.forename: Stefan
authors.initials: S
authors.lastname: Matile
mesh_terms: D000838:Anions; D004560:Electricity; D007473:Ion Channels / Q000737:chemistry* / Q000378:metabolism; D008051:Lipid Bilayers / Q000737:chemistry*; D008564:Membrane Potentials; D008968:Molecular Conformation; D010713:Phosphatidylcholines / Q000737:chemistry; D010715:Phosphatidylglycerols / Q000737:chemistry; D013050:Spectrometry, Fluorescence
chemical_list: D000838:Anions; D007473:Ion Channels; D008051:Lipid Bilayers; D010713:Phosphatidylcholines; D010715:Phosphatidylglycerols