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

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.