An Artificial Molecular Shuttle Operates in Lipid Bilayers for Ion Transport

J Am Chem Soc. 2018 Dec 26;140(51):17992-17998. doi: 10.1021/jacs.8b09580. Epub 2018 Nov 28.

Abstract

Inspired by natural biomolecular machines, synthetic molecular-level machines have been proven to perform well-defined mechanical tasks and measurable work. To mimic the function of channel proteins, we herein report the development of a synthetic molecular shuttle, [2]rotaxane 3, as a unimolecular vehicle that can be inserted into lipid bilayers to perform passive ion transport through its stochastic shuttling motion. The [2]rotaxane molecular shuttle is composed of an amphiphilic molecular thread with three binding stations, which is interlocked in a macrocycle wheel component that tethers a K+ carrier. The structural characteristics enable the rotaxane to transport ions across the lipid bilayers, similar to a cable car, transporting K+ with an EC50 value of 1.0 μM (3.0 mol % relative to lipid). We expect that this simple molecular machine will provide new opportunities for developing more effective and selective ion transporters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen-Ion Concentration
  • Ion Transport*
  • Lipid Bilayers / metabolism*
  • Models, Chemical
  • Potassium / metabolism*
  • Rotaxanes / chemical synthesis
  • Rotaxanes / chemistry
  • Rotaxanes / metabolism*

Substances

  • Lipid Bilayers
  • Rotaxanes
  • Potassium