Distinction of synthetic DL-α-tocopherol from natural vitamin E (D-α-tocopherol) by reversed-phase liquid chromatography. Enhanced selectivity of a polymeric C18 stationary phase at low temperature and/or at high pressure
Distinction of synthetic DL-α-tocopherol from natural vitamin E (D-α-tocopherol) by reversed-phase liquid chromatography. Enhanced selectivity of a polymeric C18 stationary phase at low temperature and/or at high pressure
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通过反相液相色谱法在低温和/或高压下增强聚合物 C18 固定相的选择性，区分合成 DL-α-生育酚和天然维生素 E（D-α-生育酚）。
DOI：
10.1016/j.chroma.2016.04.076
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发表时间：
2016
影响因子：
4.1
通讯作者：
Nobuo
中科院分区：
文献类型：
--
作者：
Yui;Yuko; Miyazaki;Shota; Ma;Yan; Ohira;Masayoshi; Fiehn;Oliver; Ikegami;Tohru; McCalley;David V.; Tanaka;Nobuo
本文研究了反相液相色谱法分离dl-α-生育酚非对映体的方法。聚合物ODS固定相（Inertsil ODS-P，3 mmID，20 cm）可有效分离合成的dl-α-生育酚的烷基链上存在三个手性中心所产生的异构体。在高压和低温下，ODS-P相的异构体分离得到了很大的改善。在12.0 °C、536巴下实现四对非对映异构体的完全分离，而当在12.0 °C、低压下或在20 °C、488巴下进行分离时观察到三个峰。ODS-P相的较高温度（30.0 ℃）导致即使在高压下也仅部分分离非对映异构体。在12.0 °C和441巴下，用C30固定相（Inertsil C30）对非对映异构体的混合物仅观察到轻微的分离，尽管该固定相对β-和γ-生育酚提供比ODS-P更高的分离度。单体C18固定相在12.0 °C和463巴下未显示任何分离。结果表明，聚合ODS-P相的结合位点对柔性烷基链具有选择性，柔性烷基链为dl-α-生育酚的天然形式（R，R，R）形式和对映体（S，S，S）形式提供最长的保留。
Separation of diastereomers ofdl-α-tocopherol was studied by reversed-phase liquid chromatography using three types of stationary phases, polymeric ODS, polymeric C30, and monomeric ODS. Polymeric ODS stationary phase (Inertsil ODS-P, 3 mmID, 20 cm) was effective for the separation of the isomers created by the presence of three chiral centers on the alkyl chain of syntheticdl-α-tocopherol. Considerable improvement of the separation of isomers was observed on ODS-P phase at high pressure and at low temperature. Complete separation of four pairs of diastereomers was achieved at 12.0 °C, 536 bar, while three peaks were observed when the separation was carried out either at 12.0 °C at low pressure or at 20 °C at 488 bar. Higher temperature (30.0 °C) with the ODS-P phase resulted in only partial separation of the diastereomers even at high pressure. Only slight resolution was observed for the mixture of diastereomers with the C30 stationary phase (Inertsil C30) at 12.0 °C and 441 bar, although the stationary phase afforded greater resolution for β- and γ-tocopherol than ODS-P. A monomeric C18 stationary phase did not show any separation at 12.0 °C and 463 bar. The results suggest that the binding site of the polymeric ODS-P phase is selective for flexible alkyl chains that provided the longest retention for the natural form, (R,R,R) form, and the enantiomer, (S,S,S) form, ofdl-α-tocopherol.