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Abstract

Preparative chromatography has become an accepted tool in pharmaceutical industry for the production of enantiopure drugs and intermediates. An important reason is the still increasing availability of efficient chiral stationary phases (CSP). Recently, a new CSP of the class of macrocyclic glycopeptides was introduced, based on the immobilization of eremomycin to epoxy-activated silica¹. This new phase has been shown to have a good selectivity with regard to amino acids in the analytical concentration range². The application of this new CSP to preparative enantioseparation using simulated moving bed chromatography (SMB) will be presented. For preparative enantioseparations, besides selectivity, the long term stability of stationary phases is of importance. A critical test for the stability is the application in an SMB-unit, where the stationary phase is subject to high sample concentrations. The separation of the enantiomers of methionine is used as a model system. The mobile phase consists of 20/80v/v Methanol/Water (0.1M NaH₂PO₄). Competitive adsorption isotherms of D- and L-methionine were measured up to the solubility limit in the mobile phase by means of a perturbation method. Extensive perturbation experiments were performed, in order to test column stability and column to column reproducibility. The obtained adsorption isotherms were validated with breakthrough and overloaded elution experiments. In order to test the stability of the stationary phase small injections were performed before and after the perturbation experiments. 8 columns (0.8x6cm) were used for long term simulated moving bed experiments in a lab scale Prochrom SMB unit (Novasep, France). On the poster the results of the determination of the adsorption isotherms, the evaluation of the stability of the columns and the performed SMB-runs will be presented and discussed. ¹ S.M. Staroverov, M.A. Kuznetsov, P.N. Nesterenko, G.G. Vasiarov, G.S. Katrukha, G.B. Fedorova, J. Chromatogr. A 1108 (2006) 263–267 ² K. Petrusevska, M.A. Kuznetsov, K. Gedicke, V. Meshko, S.M. Staroverov, A. Seidel-Morgenstern, J. Sep. Science, accepted