Enantiomeric separation of nonproteinogenic amino acids by high-performance liquid chromatography

István Ilisz, Anita Aranyi, Zoltán Pataj, Antal Péter

Research output: Contribution to journalReview article

34 Citations (Scopus)

Abstract

Amino acids are essential for life, and have many functions in metabolism. One particularly important function is to serve as the building blocks of peptides and proteins, giving rise complex three dimensional structures through disulfide bonds or crosslinked amino acids. Peptides are frequently cyclic and contain proteinogenic as well as nonproteinogenic amino acids in many instances. Since most of the amino acids contain a chiral carbon atom, the stereoisomers of all these amino acids and the peptides in which they are to be found may possess differences in biological activity in living systems. The development of methods for the separation of enantiomers has attracted great interest, since it became evident that the potential biological or pharmacological applications are mostly restricted to one of the enantiomers. The important analytical task of the separation of isomers is achieved mainly by chromatographic and electrophoretic methods. This special review surveys indirect and direct high-performance liquid chromatographic (HPLC) methods of biologically and pharmaceutically important enantiomers of nonproteinogenic amino acids and related compounds, with emphasis on the literature published from the beginning.

Original languageEnglish
Pages (from-to)94-121
Number of pages28
JournalJournal of Chromatography A
Volume1269
DOIs
Publication statusPublished - Dec 21 2012

Keywords

  • Chiral derivatizing agents (CDAs)
  • Chiral stationary phases (CSPs)
  • Enantiomer separation
  • High-performance liquid chromatography (HPLC)
  • Nonproteinogenic amino acids
  • Review

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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