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Facile Liquid Chromatographic Enantioresolution Of Native Amino Acids And Peptides Using A Teicoplanin Chiral Stationary Phase, Alain Berthod, Youbang Liu, Christina Bagwill, Daniel W. Armstrong
Facile Liquid Chromatographic Enantioresolution Of Native Amino Acids And Peptides Using A Teicoplanin Chiral Stationary Phase, Alain Berthod, Youbang Liu, Christina Bagwill, Daniel W. Armstrong
Chemistry Faculty Research & Creative Works
The glycopeptide antibiotic teicoplanin is shown to be a highly effective stationary phase chiral selector for the resolution of underivatized amino-acid and imino-acid enantiomers. Fifty four of these compounds (including all chiral protein amino acids) as well as a number of dipeptides were resolved. Hydro-organic mobile phases are used and no buffers or added salts are needed in most cases. Hence the purified analytes are easily isolated in pure form, if needed, by evaporating of the solvent. The effect of pH, organic modifier type and amount are discussed. The enantioselective separation mechanism is examined using both molecular modeling and retention …
Capillary Electrophoretic Enantiomeric Separations Using The Glycopeptide Antibiotic, Teicoplanin, Kimber L. Rundlett, Mary P. Gasper, Eve Y. Zhou, Daniel W. Armstrong
Capillary Electrophoretic Enantiomeric Separations Using The Glycopeptide Antibiotic, Teicoplanin, Kimber L. Rundlett, Mary P. Gasper, Eve Y. Zhou, Daniel W. Armstrong
Chemistry Faculty Research & Creative Works
Teicoplanin is the third in a series of macrocyclic glycopeptide antibiotics that has been evaluated as a chiral selector in capillary electrophoresis (CE). It was used to resolve over 100 anionic racemates at low selector concentrations. Like the other related glycopeptide antibiotics, its enantioselectivity tends to be opposite to that of the ansa-type antibiotics which prefers cationic compounds-particularly amines. Factors that affect teicoplanin-based enantioseparations include the selector concentration, pH, and the concentration of the organic modifier. The temperature and the nature and strength of the buffer are also known to affect the stability of the chiral selector as well as …