High-performance liquid chromatographic separation of novel atropic alpha,alpha-disubstituted-beta-amino acids, either on different beta-cyclodextrin-bonded phases or as their 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide derivatives

J Chromatogr A. 1999 Jun 18;846(1-2):83-91. doi: 10.1016/s0021-9673(98)01081-4.

Abstract

The high-performance liquid chromatographic enantioresolution of free and N- and/or C-protected derivatives of (R,S)-2',1':1,2;1",2":3,4-dinaphthcyclohepta-1,3-diene-6-aminometh yl-6- carboxylic acid (beta 2-Bin) by direct and indirect methods is reported. The direct separation was carried out on native and different derivatized beta-cyclodextrin-bonded phases. The indirect resolution was achieved by applying pre-column derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide. The effects of different parameters such as the mobile phase composition and the structures of the compounds on the enantiomeric resolution are discussed.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alanine / analogs & derivatives*
  • Alanine / chemistry
  • Amino Acids / chemistry
  • Amino Acids / isolation & purification*
  • Chromatography, High Pressure Liquid / methods*
  • Dinitrobenzenes / chemistry*
  • Hydrogen-Ion Concentration
  • Indicators and Reagents / chemistry*
  • Stereoisomerism

Substances

  • Amino Acids
  • Dinitrobenzenes
  • Indicators and Reagents
  • Marfey's reagent
  • Alanine