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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

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 …