Abstract
High-performance liquid chromatography (HPLC) chiral stationary phases based on a protein are of special interest because of their unique properties of stereoselectivity and because they are suited for separating a wide range of enantiomeric mixtures. These come from the multiple binding sites in a protein, and/or the multiple interactions between a solute and protein. Similarly, capillary electrophoresis (CE) methods using proteins as the immobilized or adsorbed ligands or running buffer additives have been developed for the separation of enantiomeric mixtures (1–4). Proteins used so far as chiral selectors have included albumins, such as bovine serum albumin (BSA), human serum albumin (HSA), and serum albumins from other species; glycoproteins such as α1-acid glycoprotein (AGP), ovomucoid from chicken egg whites (OMCHI), ovoglycoprotein from chicken egg whites (OGCHI), avidin, and riboflavin-binding protein (or flavoprotein); enzymes, such as fungal cellulase from fungus Aspergillus niger, cellobiohydrolase I, pepsin, and lysozyme; and other proteins such as ovotransferrin (or conalbumin), β-lactoglobulin, casein, and human serum transferrin.
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References
Lloyd, D. K., Aubry, A.-F., and De Lorenzi, E. (1995) Selectivity in capillary electrophoresis: the use of proteins. J. Chromatogr. A 792, 349–369.
Hage, D. S. (1997) Chiral separation on capillary electrophoresis using proteins as stereoselective binding agents. Electrophoresis 18, 2311–2321.
Haginaka, J. (2000) Enantiomer separation of drugs by capillary electrophoresis using proteins as chiral selectors. J. Chromatogr. A 875, 235–254.
Tanaka, Y. and Terabe, S. (2001) Recent advances in enantiomeric separations by affinity capillary electrophoresis using proteins and peptides. J. Biochem. Biophys. Methods 48, 103–116.
Lloyd, D. K., Li, S., and Ryan, P. (1995) Protein chiral selector in free-solution capillary electrophoresis and packed-capillary electrochromatography. J. Chromatogr. A 694, 285–296.
Li, S. and Lloyd, D. K. (1993) Direct chiral separations by capillary electrophoresis using capillaries packed with an α1-acid glycoprotein chiral stationary phase. Anal. Chem. 65, 3684–3690.
Hofstetter, H., Hofstetter, O., and Schurig, V. (1998) Enantiomer separation using BSA as chiral stationary phase in affinity OTEC and OTLC. J. Microcol. Sep. 10, 287–291.
Hage, D. S. and Yang, J. (1994) Chiral separations in capillary electrophoresis using human serum albumin as buffer additive. Anal. Chem. 66, 2719–2725.
Hjertén, S. (1985) High-performance electrophoresis. Elimination of electroosmosis and solute interaction. J. Chromatogr. 347, 191–198.
Tanaka, Y. and Terabe, S. (1995) Partial separation zone technique for the separation of enantiomers by affinity electrokinetic chromatography with proteins as chiral pseudostationary phases. J. Chromatogr. A 694, 277–284.
Haginaka, J. and Kanasugi, N. (1997) Separation of basic drug enantiomers by capillary electrophoresis using ovoglycoprotein as a chiral selector. J. Chromatogr. A 782, 281–288.
Matsunaga, H. and Haginaka, J. (2001) Separation of basic drug enantiomers by capillary electrophoresis using ovoglycoprotein as a chiral selector: Comparison of chiral resolution ability of ovoglycoprotein and completely deglycosylated ovoglycoprotein. Electrophoresis 22, 3252–3256.
Haginaka, J., Seyama, C., and Kanasugi, N. (1995) The absence of chiral recognition ability in ovomucoid. Ovoglycoprotein-bonded HPLC stationary phases for chiral recognition. Anal. Chem. 67, 2539–2547.
Miwa, T., Ichikawa, M., Tsuno, M., et al. (1987) Direct liquid chromatographic resolution of racemic compounds. Use of ovomucoid as a column ligand. Chem. Pharm. Bull. 35, 682–686.
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© 2004 Humana Press Inc.,Totowa, NJ
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Haginaka, J. (2004). Chiral Separations by Capillary Electrophoresis Using Proteins as Chiral Selectors. In: Gübitz, G., Schmid, M.G. (eds) Chiral Separations. Methods in Molecular Biology, vol 243. Humana Press. https://doi.org/10.1385/1-59259-648-7:291
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DOI: https://doi.org/10.1385/1-59259-648-7:291
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