Department of Analytical Chemistry, University of Vienna, Waehringer Strasse 38, 1090, Vienna, Austria.
Anal Bioanal Chem. 2013 Oct;405(25):8027-38. doi: 10.1007/s00216-013-6938-6. Epub 2013 Jun 9.
We report a chiral high-performance liquid chromatographic enantioseparation method for free α-aminophosphonic, β-aminophosphonic, and γ-aminophosphonic acids, aminohydroxyphosphonic acids, and aromatic aminophosphinic acids with different substitution patterns. Enantioseparation of these synthons was achieved by means of high-performance liquid chromatography on CHIRALPAK ZWIX(+) and ZWIX(-) (cinchona-based chiral zwitterionic ion exchangers) under polar organic chromatographic elution conditions. Mobile phase characteristics such as acid-to-base ratio, type of counterion, and solvent composition were systematically varied in order to investigate their effect on the separation performance and to achieve optimal separation conditions for the set of analytes. Under the optimized conditions, 32 of 37 racemic aminophosphonic acids studied reached baseline separation when we employed a single generic mass-spectrometry-compatible mobile phase, with reversal of the elution order when we used (+) and (-) versions of the chiral stationary phase.
我们报道了一种手性高效液相色谱拆分方法，用于拆分具有不同取代模式的游离α-氨基膦酸、β-氨基膦酸、γ-氨基膦酸、氨基羟膦酸和芳基氨基次膦酸。这些合成子的对映体拆分是通过在 CHIRALPAK ZWIX(+)和 ZWIX(-)(基于金鸡纳的手性两性离子离子交换剂)上进行高效液相色谱在极性有机色谱洗脱条件下实现的。系统地改变了流动相特性，如酸碱比、抗衡离子类型和溶剂组成，以研究它们对分离性能的影响，并为一组分析物达到最佳分离条件。在优化的条件下，当我们使用单一通用质谱兼容的流动相时，研究的 37 种外消旋氨基膦酸中的 32 种达到基线分离，当我们使用手性固定相的(+)和(-)版本时，洗脱顺序发生反转。
