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The HPLC Enantioresolution of Selected Native or Derivatized Amino Acids on Teicoplanin Bonded Chiral Stationary Phase Using a Methanol‐Based Mobile Phase
Author(s) -
Chen Shushi
Publication year - 2002
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200200085
Subject(s) - chemistry , enantiomer , teicoplanin , chromatography , triethylamine , methanol , high performance liquid chromatography , phase (matter) , organic chemistry , vancomycin , biology , bacteria , genetics , staphylococcus aureus
The facile HPLC enantiomeric resolution of a variety of selected native or derivatized amino acids is carried out on the glycopeptide antibiotic teicoplanin bonded chiral stationary phase using a methanol‐based mobile phase and found very sensitive to the structural variations. This mobile phase is mainly composed of methanol. Organic additives such as acetic acid and triethylamine are introduced to the mobile phase in small percentages to control the analyte's retention time. Additive of low viscosity such as ethyl ether or petroleum ether is incorporated in the mobile phase as well to improve the resolution. Further increasing its percentage in the mobile phase deteriorates the resolution slightly; however, it extends the retention scale of enantiomers. The change in enantioselectivity is found to be insignificant under these circumstances. The hydrogen bonding and π‐π complexation in the hydrophobic pocket of teicoplanin chiral selector is believed to be the mechanism mainly responsible for the enantioresolution observed in this report.