Direct dynamic read-out of molecular chirality with autonomous enzyme-driven swimmers

Nat Chem. 2021 Dec;13(12):1241-1247. doi: 10.1038/s41557-021-00798-9. Epub 2021 Oct 14.

Abstract

A key approach for designing bioinspired machines is to transfer concepts from nature to man-made structures by integrating biomolecules into artificial mechanical systems. This strategy allows the conversion of molecular information into macroscopic action. Here, we describe the design and dynamic behaviour of hybrid bioelectrochemical swimmers that move spontaneously at the air-water interface. Their motion is governed by the diastereomeric interactions between immobilized enantiopure oligomers and the enantiomers of a chiral probe molecule present in solution. These dynamic bipolar systems are able to convert chiral information present at the molecular level into enantiospecific macroscopic trajectories. Depending on the enantiomer in solution, the swimmers will move clockwise or anticlockwise; the concept can also be used for the direct visualization of the degree of enantiomeric excess by analysing the curvature of the trajectories. Deciphering in such a straightforward way the enantiomeric ratio could be useful for biomedical applications, for the read-out of food quality or as a more general analogue of polarimetric measurements.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Dihydroxyphenylalanine / analysis*
  • Dihydroxyphenylalanine / chemistry
  • Enzymes, Immobilized / chemistry
  • Equipment Design
  • Motion
  • Oligopeptides / chemistry
  • Oxidoreductases Acting on CH-CH Group Donors / chemistry
  • Polymers / chemistry
  • Pyrroles / chemistry
  • Stereoisomerism
  • Technology / instrumentation*
  • Thiophenes / chemistry

Substances

  • Enzymes, Immobilized
  • Oligopeptides
  • Polymers
  • Pyrroles
  • Thiophenes
  • polypyrrole
  • Dihydroxyphenylalanine
  • Oxidoreductases Acting on CH-CH Group Donors
  • bilirubin oxidase