title: Chromatographic enantioseparation of amino acids using a new chiral stationary phase based on a macrocyclic glycopeptide antibiotic.
abstract: The separation of the enantiomers of several a-amino acids was studied on a new chiral stationary phase (CSP) which is based on the macrocyclic glycopeptide antibiotic eremomycin attached to silica particles. Retention and separation factors were determined under analytical conditions at ambient temperature for different mobile phase compositions. In order to evaluate the potential with respect to preparative separations the adsorption isotherms of D- and L-methionine were determined for one mobile phase composition applying the elution by characteristic point method. The isotherms were validated by comparing experimentally determined elution profiles with predictions based on the equilibrium dispersive model. Finally, the performance of the eremomycin CSP was compared with a commercially available CSP based on the macrocyclic antibiotic teicoplanin. After determining the isotherms of D- and L-methionine also for the teicoplanin phase, the equilibrium dispersive model was used for both CSP to identify optimal operating conditions. For the separation and conditions considered the new eremomycin CSP revealed a better performance compared to the teicoplanin CSP.
authors.affiliation: Faculty of Technology and Metallurgy, Ss. Cyril and Methodius University, Republic of Macedonia.
authors.forename: Katerina
authors.initials: K
authors.lastname: Petrusevska
authors.forename: Mikhail A
authors.initials: MA
authors.lastname: Kuznetsov
authors.forename: Knut
authors.initials: K
authors.lastname: Gedicke
authors.forename: Vera
authors.initials: V
authors.lastname: Meshko
authors.forename: Sergey M
authors.initials: SM
authors.lastname: Staroverov
authors.forename: Andreas
authors.initials: A
authors.lastname: Seidel-Morgenstern
mesh_terms: D000327:Adsorption; D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods; D006020:Glycopeptides / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008422:Materials Testing; D008433:Mathematics; D015394:Molecular Structure; D016062:Porosity; D013237:Stereoisomerism; D017334:Teicoplanin / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D000900:Anti-Bacterial Agents; D006020:Glycopeptides; D047028:Macrocyclic Compounds; C053759:eremomycin; D017334:Teicoplanin