Chromatographic enantioseparation of amino acids using a new chiral stationary phase based on a macrocyclic glycopeptide antibiotic

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 tem...

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Bibliographic Details
Published in:Journal of separation science 2006-07, Vol.29 (10), p.1447-1457
Main Authors: Petrusevska, Katerina, Kuznetsov, Mikhail A., Gedicke, Knut, Meshko, Vera, Staroverov, Sergey M., Seidel-Morgenstern, Andreas
Format: Article
Language:English
Subjects:
Adsorption
Amino acids
Amino Acids - chemistry
Anti-Bacterial Agents - chemistry
Chromatographic enantioseparation
Chromatography, High Pressure Liquid - instrumentation
Chromatography, High Pressure Liquid - methods
Eremomycin
Glycopeptides - chemistry
Macrocyclic Compounds - chemistry
Macrocyclic glycopeptide antibiotics
Materials Testing
Mathematics
Molecular Structure
Porosity
Stereoisomerism
Teicoplanin - chemistry
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Summary: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.
ISSN:1615-9306
1615-9314
DOI:10.1002/jssc.200600036