Chiroptical sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids with metal salts

Chem Commun (Camb). 2019 May 28;55(44):6297-6300. doi: 10.1039/c9cc02525a.

Abstract

Optical chirality sensing of unprotected amino acids, hydroxy acids, amino alcohols, amines and carboxylic acids based on a practical mix-and-measure protocol with readily available copper, iron, palladium, manganese, cerium or rhodium salts is demonstrated. The generation of strong cotton effects allows quantitative ee analysis of small sample amounts with high speed. In contrast to previously reported assays the use of chromophoric reporter ligands and the control of metal coordination kinetics and redox chemistry are not necessary which greatly simplifies the sensing procedure with the benefit of reduced waste production and cost.

MeSH terms

  • Amines / chemistry*
  • Amino Acids / chemistry*
  • Amino Alcohols / chemistry*
  • Carboxylic Acids / chemistry*
  • Hydroxy Acids / chemistry*
  • Ligands
  • Metals / chemistry*
  • Salts / chemistry*
  • Stereoisomerism

Substances

  • Amines
  • Amino Acids
  • Amino Alcohols
  • Carboxylic Acids
  • Hydroxy Acids
  • Ligands
  • Metals
  • Salts