György Hevesy Doctoral School of Chemistry, Eötvös Loránd University, Pázmány Péter stny. 1/A, H-1117, Budapest, Hungary; Drug Substance Development Division, Egis Pharmaceuticals PLC, P. O. Box 100, H-1475, Budapest, Hungary.
Joint Research and Training Laboratory on Separation Science, Eötvös Loránd University, Pázmány Péter stny. 1/A, H-1117, Budapest, Hungary; Wessling International Research and Educational Center, Anonymus u. 6., H-1045, Budapest, Hungary.
J Chromatogr A. 2022 Jun 21;1673:463052. doi: 10.1016/j.chroma.2022.463052. Epub 2022 Apr 11.
Alteration of the enantiorecognition ability of polysaccharide-based chiral columns in the shipping normal phase (NP) eluent after exposition to polar organic (PO) mode eluents can be conceived as an incomplete hysteresis cycle. Non-standard solvents provide a solution to overcome this issue with immobilized stationary phases, but a procedure was missing so far to regenerate coated stationary phases from the altered state. Recent results with alcohol mixtures within the PO mode showed that an appropriate order of standard solvents may also be suitable to complete hysteresis. Using an analogous approach, a simple protocol was established to regenerate the original NP retentions on various stationary phases containing amylose tris(3,5-dimethylphenylcarbamate) (ADMPC) chiral selector after the change induced by flushing with 2-propanol or ethanol. The members of a chemically diverse compound set indicated that alterations in retentions and selectivities using different brands and types of ADMPC-based stationary phases can be quite different, but the recovery of the original state was very good for all of them. The proposed protocol eliminates the need of the costly dedication of a chiral column with ADMPC selector to either NP or PO mode. Furthermore, the limits of the alcohol content in the mobile phase compositions where the system is free of hysteresis were determined.
多糖基手性柱在暴露于极性有机(PO)模式洗脱剂后,其在正相(NP)洗脱模式下对映体识别能力的改变可以被视为一个不完全的滞后循环。非标准溶剂为克服固定相的这一问题提供了一种解决方案,但迄今为止,仍缺乏一种从改变状态下再生涂覆固定相的方法。最近在 PO 模式下使用醇混合物的结果表明,适当的标准溶剂顺序也可能适用于完成滞后。使用类似的方法,建立了一种简单的方案,以在使用不同品牌和类型的基于 ADMPC 的固定相通过用 2-丙醇或乙醇冲洗后,从改变诱导的状态下再生各种包含直链淀粉三(3,5-二甲基苯基氨基甲酸酯)(ADMPC)手性选择器的固定相的原始 NP 保留值。一组具有不同化学结构的化合物表明,使用不同品牌和类型的基于 ADMPC 的固定相时,保留值和选择性的变化可能有很大差异,但所有这些变化都能很好地恢复到原始状态。所提出的方案消除了将具有 ADMPC 选择器的手性柱专门用于 NP 或 PO 模式的需要。此外,还确定了在移动相组成中醇含量的限制,在该系统中没有滞后。