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Enantioseparation via Chiral Supramolecular Gels Comprising Ambidextrous Gelators Based on β-Peptide-type Primary Amines.

Koichi KodamaMasato ObataTakuji Hirose
Published in: ChemPlusChem (2024)
While β-peptides have been paid attention due to their diverse secondary structures, their application to the design of low-molecular-weight gelators (LMWGs) is less explored. In this work, chiral cyclic β-amino acid-based β-peptides were developed as ambidextrous LMWGs, wherein multiple hydrogen bonds between the amide moieties led to high gelation ability. Their molecular assembly was elucidated using spectroscopies, microscopy, and X-ray analysis. Further, the supramolecular gel was used as a platform for the enantioselective extraction of (S)-naproxen from its racemate under optimized conditions. These findings have expanded the utility of β-peptides and shown the potential of supramolecular gels as a distinct dynamic medium for enantiomer separation.
Keyphrases
  • amino acid
  • high resolution
  • capillary electrophoresis
  • water soluble
  • energy transfer
  • single molecule
  • high throughput
  • mass spectrometry
  • working memory
  • magnetic resonance
  • risk assessment
  • human health
  • label free