Enantioseparation of derivatives of amino acids on silica modified by macrocyclic antibiotic eremomycin

  • Е. Н. Шаповалова Shapovalova Elena N. - associate prof., department of analytical chemistry, Moscow State University, Moscow, e-mail: shapovalova_e_n@mail.ru
  • И. А. Федорова Fedorova Irina A. – the post graduate student, department of analytical chemistry, Moscow State University, Moscow, e-mail: irinafedorova89@gmail.com
  • С. М. Староверов Staroverov Sergej M. - grand Ph.D (chemistry), CEO Joint Stock Company BioChemMack ST, Moscow
  • О. А. Шпигун Shpigun Oleg A. – prof., grand Ph.D (chemistry), department of analytical chemistry, Moscow State University, Moscow.
Keywords: high performance liquid chromatography, chiral chromatography, macrocyclic antibiotic, eremomycin, derivatives of amino acids

Abstract

Macrocyclic antibiotic eremomycin is using as chiral selector in chiral HPLC. Sorbents with this
antibiotic permit to enantioseparate optical isomers of amino acids and their derivatives. The main purpose of
this paper was the investigation of enantioseparation of benzyloxycarbonyl- (CBZ), benzoyl-, tbutyloxycarbonyl-
(BOC) derivatives of amino acids on sorbent with eremomycin. Retention time and
efficiency of enantioseparation depend on structure of amino acid and radical of derivatives. Ceteris paribus,
retentions time of derivatives of amino acids on eremomycin increase in the row BOC < benzoyl < CBZ.
More complicated structure, the presence of aromatic rings improve the enantioseparation. Comparison of the
results on vancomycin-sorbent shows the most successful enantioseparation on the eremomycin.
In summary, sorbent with antibiotic eremomycin can be used in chiral chromatography for
enantioseparation of CBZ-, BOC-, benzoyl-derivatives of amino acids.

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Published
2018-02-20
How to Cite
Шаповалова, Е. Н., Федорова, И. А., Староверов, С. М., & Шпигун, О. А. (2018). Enantioseparation of derivatives of amino acids on silica modified by macrocyclic antibiotic eremomycin. Sorbtsionnye I Khromatograficheskie Protsessy, 15(6), 769-775. https://doi.org/10.17308/sorpchrom.2015.15/330