High-performance liquid chromatographic enantioseparation of unusual secondary amino acids on a D-penicillamine-based chiral ligand exchange column

I. Ilisz, Dirk Tourwé, Daniel W. Armstrong, A. Péter

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The application of a chiral ligand-exchange column (CLEC) for the direct high-performance liquid chromatographic enantioseparation of unusual secondary amino acids using D-penicillamine-Cu(II) complex as chiral selector is reported. The amino acids investigated were pyrrolidine-2-carboxylic acid, piperidine-2-carboxylic acid, piperazine-2-carboxylic acid, morpholine-3- carboxylic acid, and thiomorpholine-3-carboxylic acid analogs. Chromatographic results are given as the retention, separation, and resolution factors. The chromatographic conditions were varied to achieve optimal separation. The elution sequence of the enantiomers was determined and in most cases the S isomer eluted before R.

Original languageEnglish
Pages (from-to)539-543
Number of pages5
JournalChirality
Volume18
Issue number7
DOIs
Publication statusPublished - 2006

Fingerprint

Imino Acids
Penicillamine
Carboxylic Acids
Carboxylic acids
Amino acids
Ligands
Liquids
Enantiomers
Isomers
Amino Acids

Keywords

  • Chiral ligand exchange chromatography (CLEC)
  • D-penicillamine-ligand-exchange column
  • High-performance liquid chromatography (HPLC)
  • Secondary amino acids
  • Substituted pyrrolidine-2-carboxylic acid analogs

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

High-performance liquid chromatographic enantioseparation of unusual secondary amino acids on a D-penicillamine-based chiral ligand exchange column. / Ilisz, I.; Tourwé, Dirk; Armstrong, Daniel W.; Péter, A.

In: Chirality, Vol. 18, No. 7, 2006, p. 539-543.

Research output: Contribution to journalArticle

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