High-performance liquid chromatographic separation of stereoisomers of N-phthaloyl-protected amino acids and dipeptidomimetics

István Ilisz, Steven Ballet, Karolien Van Rompaey, Rien De Wachter, Dirk Tourwé, Daniel W. Armstrong, Antal Péter

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The stereoisomers of N-phthaloyl-protected amino acids and dipeptidomimetics were separated on macrocyclic glycopeptide and cellulose-based chiral stationary phases (CSPs) in the RP and polar-ionic modes. The effects of the organic modifier, the mobile phase composition, and the pH on the separations were investigated. Optimization of these separations was achieved through variation of the mobile-phase additive combinations. The elution sequence was determined for some of the samples. A practical application for the monitoring of the reaction conditions for N-phthaloylation of (S)-Phe was demonstrated.

Original languageEnglish
Pages (from-to)1881-1887
Number of pages7
JournalJournal of separation science
Volume30
Issue number12
DOIs
Publication statusPublished - Aug 1 2007

Keywords

  • Dipeptidomimetics
  • Enantiomer separation
  • HPLC
  • N-phthaloyI-protected amino acids

ASJC Scopus subject areas

  • Analytical Chemistry
  • Filtration and Separation

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