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高效液相色谱中手性配体交换色谱的近十年(2008-2018 年):更新综述。

Last ten years (2008-2018) of chiral ligand-exchange chromatography in HPLC: An updated review.

机构信息

Department of Pharmaceutical Sciences, Section of Chemistry and Technology of Drugs, University of Perugia, Perugia, Italy.

Department of Pharmaceutical Care, S. Giovanni Battista Hospital of Foligno, Foligno, Italy.

出版信息

J Sep Sci. 2019 Jan;42(1):21-37. doi: 10.1002/jssc.201800724. Epub 2018 Sep 12.

Abstract

Chiral ligand-exchange chromatography is one of the elective strategies for the direct enantioresolution of small chelating compounds: amino acids, diamines, amino alcohols, diols, small peptides, etc. Unlike other methods, the interaction between chiral selector and analyte enantiomers is mediated by a cation, thus producing diastereomeric ternary complexes. Two main approaches are conventionally applied in chiral ligand-exchange chromatography. The first relies upon chiral stationary phases where the chiral selector is either covalently immobilized or physically adsorbed onto suitable packing materials (coated phases). In the second approach, chiral molecules are added to the eluent, thus generating chiral eluent systems. Among the advantages of chiral ligand-exchange chromatography, the generation of UV/vis-active metal complexes, and the use of commercially available or easy-to-synthesize chiral selectors, in combination to rather inexpensive achiral columns for coated phases and chiral eluents, are noteworthy. Besides amino acids and amino alcohols, other species have proven suitable for chiral ligand-exchange chromatography applications. Recently, the use of either chiral ionic liquids or micellar liquid chromatography systems as well as the successful off-column formation of diastereomeric complexes have expanded the selectivity profiles and application fields. All of these issues are touched in the review, shedding light to the contributions appeared in the last decade.

摘要

手性配体交换色谱是直接拆分手性螯合物的可选策略之一

氨基酸、二胺、氨基醇、二醇、小肽等。与其他方法不同,手性选择剂与分析物对映体之间的相互作用是由阳离子介导的,从而产生非对映体三元配合物。手性配体交换色谱通常采用两种主要方法。第一种方法依赖于手性固定相,其中手性选择剂要么共价固定,要么物理吸附在合适的填充材料(涂层相)上。在第二种方法中,手性分子被添加到洗脱液中,从而产生手性洗脱液体系。在手性配体交换色谱中,值得注意的优点包括生成紫外/可见活性金属配合物、使用市售或易于合成的手性选择剂,以及相对便宜的用于涂层相和手性洗脱液的无手性柱。除了氨基酸和氨基醇外,其他物质也已被证明适合用于手性配体交换色谱应用。最近,手性离子液体或胶束液相色谱系统的使用以及非柱形成的非对映体配合物的成功形成扩展了选择性谱和应用领域。本综述涉及所有这些问题,揭示了过去十年中出现的研究成果。

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