Ekborg-Ott K H, Zientara G A, Schneiderheinze J M, Gahm K, Armstrong D W
University of Missouri-Rolla, Department of Chemistry, 65409, USA.
Electrophoresis. 1999 Sep;20(12):2438-57. doi: 10.1002/(SICI)1522-2683(19990801)20:12<2438::AID-ELPS2438>3.0.CO;2-C.
Avoparcin, like vancomycin, teicoplanin, and ristocetin A, belongs to the family of macrocyclic glycopeptide antibiotics. These antibiotics have all been used as effective chiral selectors for capillary electrophoresis (CE), thin-layer chromatography (TLC), and high performance liquid chromatography (HPLC). The present work focuses on avoparcin, which has been shown to be an excellent chiral selector for the CE enantioseparation of many N-blocked amino acids, as well as several anti-inflammatory drugs of pharmaceutical importance. The use of avoparcin as a chiral run buffer additive in CE is discussed, as well as the effects of changing experimental parameters, like avoparcin concentration, pH, organic modifiers, etc. Comparisons of enantioseparations of some N-3,5-dinitrobenzoyl-derivatized amino acids, using either avoparcin, ristocetin A, teicoplanin, or vancomycin in the run buffer, are also made. In general, vancomycin had the longest migration times, and ristocetin A the shortest, while avoparcin was intermediate. Generally, at least one of the four chiral selectors produced an excellent separation, while a different macrocyclic antibiotic produced a poor separation. Currently, we see no way to predict which chiral run buffer additive will be best or worst for an individual solute.
阿伏帕星与万古霉素、替考拉宁和ristocetin A一样,属于大环糖肽类抗生素家族。这些抗生素都已被用作毛细管电泳(CE)、薄层色谱(TLC)和高效液相色谱(HPLC)的有效手性选择剂。目前的工作重点是阿伏帕星,它已被证明是用于CE对许多N-保护氨基酸以及几种具有药物重要性的抗炎药物进行对映体分离的出色手性选择剂。本文讨论了阿伏帕星作为CE手性运行缓冲添加剂的使用,以及改变实验参数(如阿伏帕星浓度、pH值、有机改性剂等)的影响。还比较了在运行缓冲液中使用阿伏帕星、ristocetin A、替考拉宁或万古霉素对一些N-3,5-二硝基苯甲酰化氨基酸的对映体分离情况。一般来说,万古霉素的迁移时间最长,ristocetin A最短,而阿伏帕星居中。通常,四种手性选择剂中至少有一种能实现出色的分离,而另一种大环抗生素的分离效果则较差。目前,我们无法预测哪种手性运行缓冲添加剂对单个溶质是最好或最差的。