Elucidation of the Chromatographic Enantiomer Elution Order Through Computational Studies

Author(s): Roccaldo Sardella, Federica Ianni, Antonio Macchiarulo, Lucia Pucciarini, Andrea Carotti*, Benedetto Natalini

Journal Name: Mini-Reviews in Medicinal Chemistry

Volume 18 , Issue 2 , 2018

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Graphical Abstract:


During the last twenty years, the interest towards the development of chiral compound has exponentially been increased. Indeed, the set-up of suitable asymmetric enantioselective synthesis protocols is currently one of the focuses of many pharmaceutical research projects. In this scenario, chiral HPLC separations have gained great importance as well, both for analytical- and preparative-scale applications, the latter devoted to the quantitative isolation of enantiopure compounds. Molecular modelling and quantum chemistry methods can be fruitfully applied to solve chirality related problems especially when enantiomerically pure reference standards are missing. In this framework, with the aim to explain the molecular basis of the enantioselective retention, we performed computational studies to rationalize the enantiomer elution order with both low- and high-molecular weight chiral selectors. Semi-empirical and quantum mechanical computational procedures were successfully applied in the domains of chiral ligand-exchange and chiral ion-exchange chromatography, as well as in studies dealing with the use of polysaccharide-based enantioresolving materials.

Keywords: Chiral recognition mechanism, computational studies, enantiomeric elution order, high-performance liquid chromatography, low- and high-molecular weight chiral selectors, medicinal chemistry.

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Article Details

Year: 2018
Published on: 08 January, 2018
Page: [88 - 97]
Pages: 10
DOI: 10.2174/1389557516666161018143629
Price: $65

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