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Screw sense alone can govern enantioselective extension of a helical peptide by kinetic resolution of a racemic amino acid. | LitMetric

AI Article Synopsis

  • Helical peptides made from the achiral amino acid Aib can show enantioselectivity in reactions when interacting with racemic amino acids.
  • This study highlights that the helical structure itself influences the reaction's outcome without needing chiral components.
  • It marks the first time the secondary structure of peptides has been shown to direct enantioselectivity in peptide coupling processes.

Article Abstract

Helical peptides built principally from the achiral quaternary amino acid Aib but with an induced preferred screw-sense exhibit enantioselectivity in their chain-extension reactions when presented with a racemic tertiary amino acid. This is the first demonstration that secondary structure alone, in the absence of local chiral residues, can direct the enantioselectivity of peptide coupling.

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Source
http://dx.doi.org/10.1039/c5cc01790dDOI Listing

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