Chiral recognition of amino-acid esters by a glucose-derived macrocyclic receptor

Chem Commun (Camb). 2021 Apr 11;57(28):3476-3479. doi: 10.1039/d1cc00878a. Epub 2021 Mar 10.

Abstract

We report a glucose-based crown ether capable of chiral recognition of a wide range of amino-acid methyl esters in aqueous environments. The enantioselectivities towards amino-acids with extended hydrophobic side chains displayed by the glucose-derived macrocycle are among the highest observed for small molecule synthetic receptors to date.

MeSH terms

  • Amino Acids / analysis*
  • Crown Ethers / chemistry*
  • Esters / analysis*
  • Glucose / chemistry*
  • Macrocyclic Compounds / chemical synthesis
  • Macrocyclic Compounds / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Stereoisomerism

Substances

  • Amino Acids
  • Crown Ethers
  • Esters
  • Macrocyclic Compounds
  • Glucose