Self-Assembly of Size-Controlled m-Pyridine-Urea Oligomers and Their Biomimetic Chloride Ion Channels

Angew Chem Int Ed Engl. 2021 May 3;60(19):10833-10841. doi: 10.1002/anie.202102174. Epub 2021 Apr 6.

Abstract

The m-pyridine urea (mPU) oligomer was constructed by using the intramolecular hydrogen bond formed by the pyridine nitrogen atom and the NH of urea and the intermolecular hydrogen bond of the terminal carbonyl group and the NH of urea. Due to the synergistic effect of hydrogen bonds, mPU oligomer folds and exhibits strong self-assembly behaviour. Affected by folding, mPU oligomer generates a twisted plane, and one of its important features is that the carbonyl group of the urea group orientates outwards from the twisted plane, while the NHs tend to direct inward. This feature is beneficial to NH attraction for electron-rich species. Among them, the trimer self-assembles into helical nanotubes, and can efficiently transport chloride ions. This study provides a novel and efficient strategy for constructing self-assembled biomimetic materials for electron-rich species transmission.

Keywords: chloride ion channels; hydrogen bonds; m-pyridine-urea oligomers; pseudomacrocycles; self-assembly.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biomimetic Materials / chemistry*
  • Chloride Channels / chemistry*
  • Particle Size
  • Pyridines / chemistry*
  • Surface Properties
  • Urea / chemistry*

Substances

  • Chloride Channels
  • Pyridines
  • Urea
  • pyridine