Synthesis of dinitrophenyl-L-Pro-N-hydroxysuccinimide ester and four new variants of Sanger's reagent having chiral amines and their application for enantioresolution of mexiletine using reversed-phase high-performance liquid chromatography

J Chromatogr A. 2009 Jul 24;1216(30):5769-73. doi: 10.1016/j.chroma.2009.05.086. Epub 2009 Jun 6.

Abstract

Four chiral derivatizing reagents (CDRs) having enantiomerically pure amines and two CDRs namely, [N-succinimidyl-(S)-2-(6-methoxynaphth-2-yl)propionate], and [dinitrophenyl-L-Pro-N-hydroxysuccinimide ester, DNP-L-Pro-SU] were synthesized and were used to prepare diastereomers of (R,S)-mexiletine (MEX); these were separated by reversed-phase high-performance liquid chromatography (RP-HPLC). The method was validated for linearity, accuracy, limit of detection (LOD) and limit of quantification (LOQ).

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Chromatography, High Pressure Liquid / methods*
  • Indicators and Reagents / chemistry*
  • Mexiletine / chemistry*
  • Sensitivity and Specificity
  • Stereoisomerism
  • Succinimides / chemical synthesis
  • Succinimides / chemistry*

Substances

  • Amines
  • Indicators and Reagents
  • Succinimides
  • Mexiletine
  • N-hydroxysuccinimide