Selection of supramolecular chirality by application of rotational and magnetic forces

Nat Chem. 2012 Feb 12;4(3):201-7. doi: 10.1038/nchem.1264.

Abstract

Many essential biological molecules exist only in one of two possible mirror-image structures, either because they possess a chiral unit or through their structure (helices, for example, are intrinsically chiral), but so far the origin of this homochirality has not been unraveled. Here we demonstrate that the handedness of helical supramolecular aggregates formed by achiral molecules can be directed by applying rotational, gravitational and orienting forces during the self-assembly process. In this system, supramolecular chirality is determined by the relative directions of rotation and magnetically tuned effective gravity, but the magnetic orientation of the aggregates is also essential. Applying these external forces only during the nucleation step of the aggregation is sufficient to achieve chiral selection. This result shows that an almost instantaneous chiral perturbation can be transferred and amplified in growing supramolecular self-assemblies, and provides evidence that a falsely chiral influence is able to induce absolute enantioselection.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Macromolecular Substances / chemistry*
  • Magnetic Phenomena*
  • Models, Chemical*
  • Models, Molecular
  • Porphyrins / chemistry
  • Rotation
  • Stereoisomerism
  • Thermodynamics

Substances

  • Macromolecular Substances
  • Porphyrins
  • tetraphenylporphine sulfonate