Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös utca 6, H-6720 Szeged, Hungary.
J Chromatogr A. 2012 Apr 6;1232:142-51. doi: 10.1016/j.chroma.2011.11.027. Epub 2011 Nov 25.
The enantiomers of four unusual isoxazoline-fused 2-aminocyclopentanecarboxylic acids were directly separated on chiral stationary phases containing macrocyclic glycopeptide antibiotics teicoplanin (Astec Chirobiotic T and T2), teicoplanin aglycone (Chirobiotic TAG), vancomycin (Chirobiotic V) and vancomycin aglycone (Chirobiotic VAG) as chiral selectors. The effects of the mobile phase composition, the structure of the analytes and temperature on the separations were investigated. Experiments were performed at constant mobile phase compositions in the temperature range 5-45 °C to study the effects of temperature, and thermodynamic parameters were calculated from plots of lnk or lnα versus 1/T. Some mechanistic aspects of the chiral recognition process are discussed with respect to the structures of the analytes. It was found that the enantiomeric separations were in most cases enthalpy-driven. The sequence of elution of the enantiomers was determined in all cases.
四种不寻常的异噁唑啉并融合的 2-氨基环戊烷羧酸对映异构体在含有大环糖肽抗生素替考拉宁（Astec Chirobiotic T 和 T2）、替考拉宁糖苷配基（Chirobiotic TAG）、万古霉素（Chirobiotic V）和万古霉素糖苷配基（Chirobiotic VAG）作为手性选择器的手性固定相上直接分离。考察了流动相组成、分析物结构和温度对分离的影响。在 5-45°C 的温度范围内，在恒定的流动相组成下进行实验，以研究温度的影响，并从 lnk 或 lnα对 1/T 的图中计算热力学参数。根据分析物的结构讨论了手性识别过程的一些机理方面。结果发现，对映体的分离在大多数情况下是焓驱动的。在所有情况下都确定了对映异构体的洗脱顺序。
