A sulfated cyclodextrin chiral stationary phase for high-performance liquid chromatography.

A sulfated cyclodextrin chiral stationary phase for high-performance liquid chromatography.
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DOI:
10.1021/ac951199e
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发表时间:
1996-04
影响因子:
7.4
通讯作者:
A. Stalcup;K. Gahm
A. Stalcup;K. Gahm
中科院分区:
化学1区
文献类型:
--
作者:
A. Stalcup;K. Gahm

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介绍了一种用于高效液相色谱的新型硫酸化 β-环糊精(取代度约为 13-14/环糊精)键合手性固定相 (CSP)。新型 CSP 用于在各种流动相条件下使用 HPLC 来解析许多对映体对,包括抗组胺药、抗抑郁药和苯乙内酰脲。在成功对映体拆分的 33 种分析物中,除 6 种外,所有分析物都具有一些胺官能团。一般来说,立体异构中心要么并入环系统,要么位于两个芳香环之间的分析物可获得最佳分离效果。保留似乎是由包合络合或静电相互作用产生的。研究发现离子强度和 pH 值会影响手性识别。
A new sulfated beta-cyclodextrin (degree of substitution approximately 13-14/cyclodextrin) bonded chiral stationary phase (CSP) for high-performance liquid chromatography is introduced. The novel CSP was used to resolve a number of enantiomeric pairs, including antihistamines, antidepressants and phenylhydantoins, using HPLC under a variety of mobile phase conditions. Among the 33 analytes successfully enantioresolved, all but six had some amine functionality. Generally, the best separations were obtained for analytes in which the stereogenic center was either incorporated in a ring system or positioned between two aromatic rings. Retention seemed to arise from either inclusion complexation or electrostatic interactions. Ionic strength and pH were found to influence chiral recognition.