CNR Istituto di Scienze e Tecnologie Chimiche "Giulio Natta", Via C. Golgi 19, 20133 Milano, Italy.
Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell'Insubria, Via Valleggio 11, 22100 Como, Italy.
Molecules. 2022 Dec 3;27(23):8527. doi: 10.3390/molecules27238527.
The chiral resolving ability of the commercially available amylose (3,5-dimethylphenylcarbamate)-based chiral stationary phase (CSP) toward four chiral probes representative of four kinds of stereogenicity (central, axial, helical, and planar) was investigated. Besides chirality, the evident structural feature of selectands is an extremely limited conformational freedom. The chiral rigid analytes were analyzed by using pure short alcohols as mobile phases at different column temperatures. The enantioselectivity was found to be suitable for all compounds investigated. This evidence confirms that the use of the amylose-based CSP in HPLC is an effective strategy for obtaining the resolution of chiral compounds containing any kind of stereogenic element. In addition, the experimental retention and enantioselectivity behavior, as well as the established enantiomer elution order of the investigated chiral analytes, may be used as key information to track essential details on the enantiorecognition mechanism of the amylose-based chiral stationary phase.
研究了市售的基于直链淀粉（3,5-二甲基苯基氨基甲酸酯）的手性固定相（CSP）对四种手性探针的手性拆分能力，这四种手性探针代表了四种立体化学（中心、轴向、螺旋和平面）。除了手性外，选择物的明显结构特征是极其有限的构象自由度。在不同柱温下，使用纯短醇作为流动相分析手性刚性分析物。发现所有研究化合物都具有合适的对映选择性。这一证据证实，在手性高效液相色谱法中使用基于直链淀粉的 CSP 是获得含有任何立体元素的手性化合物拆分的有效策略。此外，所研究的手性分析物的实验保留和对映选择性行为，以及确立的对映体洗脱顺序，可以用作关键信息来跟踪基于直链淀粉的手性固定相的对映体识别机制的基本细节。
