Enantiomer separation by countercurrent chromatography using cinchona alkaloid derivatives as chiral selectors
Enantiomer separation by countercurrent chromatography using cinchona alkaloid derivatives as chiral selectors
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DOI：
10.1021/ac020209q
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发表时间：
2002-08-15
影响因子：
7.4
通讯作者：
Minguillón, C
中科院分区：
文献类型：
--
作者：
Franco, P;Blanc, J;Minguillón, C
金鸡纳衍生阴离子交换型手性选择器已被应用于逆流色谱（CCC）中，用于分离n-衍生氨基酸和2-芳基氧丙酸的对映体。从溶剂体系组成、pH值、离子强度、CCC操作条件等方面对对映体分离进行了精确优化。对各种溶剂混合物进行了评价。在乙酸铵缓冲液/叔戊醇/甲醇/庚烷等体系中，特别是乙酸铵缓冲液/甲基异丁基酮或二异丙基醚等体系中，均能成功分离。最多300 mg （0.92 mmol）的N-（3,5-二硝基苯甲酰）-(+/-)-亮氨酸在122 mL固定相中使用10 mM浓度的手性选择剂一次完全溶解。当采用ph区精炼模式时，该量可增加到900 mg （2.77 mmol）。这些结果说明了CCC作为一种制备对映体分离技术具有很高的潜力。
Cinchona-derived anion-exchange-type chiral selectors have been adapted and employed in countercurrent chromatography (CCC) for the separation of enantiomers of N-derivatized amino acids and 2-aryloxypropionic acids. The accurate optimization of the enantioseparation in terms of solvent system composition, pH values, ionic strength, and CCC operating conditions was performed. A wide range of solvent mixtures was evaluated. Successful resolutions were achieved in systems such as ammonium acetate buffer/tert-amyl alcohol/methanol/heptane and especially ammonium acetate buffer/methyl isobutyl ketone or diisopropyl ether. Up to 300 mg (0.92 mmol) of N-(3,5-dinitrobenzoyl)-(+/-)-leucine was totally resolved in a single run using a 10 mM concentration of chiral selector in 122 mL of stationaty phase. This amount could be increased up to 900 mg (2.77 mmol) when pH-zone-refining mode was applied. The results here presented account for the high potential of CCC As a preparative enantiomer separation technique.