Separation of enantiomers of N-acetylcysteine by capillary electrophoresis after derivatization by o-phthaldialdehyde

Electrophoresis. 1994 Jun;15(6):763-8. doi: 10.1002/elps.11501501106.

Abstract

The optical purity of N-acetyl-L-cysteine was tested by capillary electrophoresis. The D-enantiomer can be found down to a ratio of 0.4:99.6 within 4 min without the use of the D-form or the racemate as a standard. The efficiency was optimized during method development up to a theoretical plate number, N, of several hundred thousand. The migration order and the separation mechanism was explained. The assumed structure of the formed isoindole S-[2-(1-carboxy-2-methylpropyl)isoindole-1-yl]-N-acetylcysteine diastereomers was confirmed and its stability was examined.

MeSH terms

  • Acetylcysteine / analogs & derivatives*
  • Acetylcysteine / chemistry
  • Acetylcysteine / isolation & purification*
  • Electrophoresis / methods*
  • Indoleacetic Acids / chemistry*
  • Isoindoles
  • Molecular Structure
  • Stereoisomerism
  • o-Phthalaldehyde

Substances

  • Indoleacetic Acids
  • Isoindoles
  • S-(2-(1-carboxy-2-methylpropyl)isoindole-1-yl)-N-acetylcysteine
  • o-Phthalaldehyde
  • Acetylcysteine