Maleopimaric acid anhydride-bonded silica monolith as chiral stationary phase for separations of phenylthiocarbamyl amino acids by CEC

Electrophoresis. 2010 May;31(9):1488-92. doi: 10.1002/elps.200900716.

Abstract

A new type of chiral silica monolith was successfully developed for the enantioseparation of phenylthiocarbamyl amino acids (PTC-(D/L)-AAs) by CEC. The bare monolithic silica column was prepared by a sol-gel process and has been modified chemically with aminopropyltrimethoxysilane, followed by immobilization of a chiral selector maleopimaric acid anhydride. Eight pairs of tested amino acids enantiomers including PTC-(D/L)-arginine, PTC-(D/L)-valine, PTC-(D/L)-leucine, PTC-(D/L)-4-methylphenylalanine, PTC-(D/L)-phenylalanine, PTC-(D/L)-beta-phenylalanine, PTC-(D/L)-tryptophan and PTC-(D/L)-kynurenine were well resolved with high column efficiencies. The influences of organic modifier in mobile phase on apparent retention factor, enantioselectivity factor and resolution were also investigated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetonitriles / chemistry
  • Amino Acids / chemistry
  • Amino Acids / isolation & purification*
  • Capillary Electrochromatography / methods*
  • Hydrogen-Ion Concentration
  • Microscopy, Electron, Scanning
  • Phase Transition
  • Phenylcarbamates / chemistry
  • Silicon Dioxide / chemistry*
  • Stereoisomerism
  • Thiocarbamates / chemistry
  • Triterpenes / chemistry*

Substances

  • Acetonitriles
  • Amino Acids
  • Phenylcarbamates
  • Thiocarbamates
  • Triterpenes
  • maleopimaric acid
  • Silicon Dioxide
  • acetonitrile