Institute of Physical and Analytical Chemistry, School of Exact and Natural Sciences, Tbilisi State University, Tbilisi, Georgia.
Electrophoresis. 2012 Jun;33(11):1637-47. doi: 10.1002/elps.201200062.
In this study, the enantiomer migration order (EMO) of norephedrine (NEP) in the presence of various CDs was investigated by CE. NMR and CE techniques were used to analyze the mechanism of the chiral recognition between NEP enantiomers and four CDs, i.e., native α-CD, β-CD, heptakis(2,3-di-O-acetyl-6-O-sulfo)-β-CD (HDAS-β-CD), and heptakis(2,3-di-O-methyl-6-O-sulfo)-β-CD (HDMS-β-CD). EMO was reversed in the presence of α-CD and β-CD, although only minor differences in the structures of the complexes formed between NEP and these CDs could be derived from rotating frame nuclear Overhauser experiments (ROESY). The complexes between the enantiomers of NEP and the sulfated CDs, HDMS-β-CD, and HDAS-β-CD, were substantially different. However, EMO of NEP was identical in the presence of these CDs. HDAS-β-CD proved to be the most suitable chiral selector for the CE enantioseparation of NEP.
在这项研究中，通过 CE 研究了去甲麻黄碱（NEP）在各种 CD 存在下的对映体迁移顺序（EMO）。NMR 和 CE 技术用于分析 NEP 对映体与四种 CD（天然 α-CD、β-CD、七（2,3-二-O-乙酰基-6-O-磺酸基）-β-CD（HDAS-β-CD）和七（2,3-二-O-甲基-6-O-磺酸基）-β-CD（HDMS-β-CD））之间手性识别的机制。尽管通过旋转框架核 Overhauser 实验（ROESY）可以推断出 NEP 与这些 CD 形成的配合物的结构差异很小，但在α-CD 和β-CD 的存在下，EMO 被反转。NEP 对映体与磺化 CD（HDMS-β-CD 和 HDAS-β-CD）之间的配合物有很大的不同。然而，在这些 CD 存在下，NEP 的 EMO 是相同的。HDAS-β-CD 被证明是 NEP 的 CE 对映体拆分最适合的手性选择剂。
