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Chromatographic enantioseparation of amino acids using a new chiral stationary phase based on a macrocyclic glycopeptide antibiotic
Author(s) -
Petrusevska Katerina,
Kuznetsov Mikhail A.,
Gedicke Knut,
Meshko Vera,
Staroverov Sergey M.,
SeidelMorgenstern Andreas
Publication year - 2006
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200600036
Subject(s) - glycopeptide antibiotic , chemistry , teicoplanin , elution , enantiomer , chromatography , phase (matter) , high performance liquid chromatography , glycopeptide , adsorption , organic chemistry , antibiotics , biochemistry , vancomycin , biology , bacteria , genetics , staphylococcus aureus
Abstract The separation of the enantiomers of several α‐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.