trans-4-Fluoro-l-proline: A Sensitive 19F NMR Probe for the Rapid Simultaneous Enantiomeric Analysis of Multicomponent Amines

Anal Chem. 2022 Jan 25;94(3):1867-1873. doi: 10.1021/acs.analchem.1c04823. Epub 2022 Jan 13.

Abstract

Simultaneous enantiomeric analysis is especially important for medicine, food security, and life science. Chiral analysis of multicomponent amine mixtures still faces many challenges. Here, our work demonstrates for the first time that a novel chiral derivatizing agent CDApro based on trans-4-fluoro-l-proline (trans4Fpro) has been successfully used for the rapid simultaneous analysis of 22 chiral nonamino acid (non-AA) amines, multicomponent l/d-AAs, or mirror-image dipeptides in a mixture, as well as amines with chiral centers several carbons remote to the amino group. Furthermore, determination of enantiomeric purity and quantification of chiral amines can be made using CDApro, which serves as a robust and powerful reagent for the differentiation of multicomponent chiral amines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines* / chemistry
  • Magnetic Resonance Imaging
  • Magnetic Resonance Spectroscopy / methods
  • Proline*
  • Stereoisomerism

Substances

  • Amines
  • Proline