Highly Selective Artificial Cholesteryl Crown Ether K(+)-Channels

Angew Chem Int Ed Engl. 2015 Nov 23;54(48):14473-7. doi: 10.1002/anie.201506430. Epub 2015 Oct 6.

Abstract

The bacterial KcsA channel conducts K(+) cations at high rates while excluding Na(+) cations. Herein, we report an artificial ion-channel formed by H-bonded stacks of crown-ethers, where K(+) cation conduction is highly preferred to Na(+) cations. The macrocycles aligned along the central pore surround the K(+) cations in a similar manner to the water around the hydrated cation, compensating for the energetic cost of their dehydration. In contrast, the Na(+) cation does not fit the macrocyclic binding sites, so its dehydration is not completely compensated. The present highly K(+)-selective macrocyclic channel may be regarded as a biomimetic of the KcsA channel.

Keywords: biomimetics; crown ethers; hydrogen bonding; ion channels; self-assembly.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cholesterol / chemistry*
  • Crown Ethers / chemistry*
  • Potassium Channels / chemistry*

Substances

  • Crown Ethers
  • Potassium Channels
  • Cholesterol