Enantioresolution in electrokinetic chromatography-complete filling technique using sulfated gamma-cyclodextrin. Software-free topological anticipation

Escuder-Gilabert, Laura; Martı́n-Biosca, Yolanda; Medina-Hernández, M.J.; Sagrado, S.

doi:10.1016/j.chroma.2016.06.028

Cited by 6 publications

(17 citation statements)

References 26 publications

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“…Therefore, the group of Escuder-Gilabert presented a modeling approach to predict enantioresolution for a given selector. 35 The model is based on trial runs of selected compounds, correlating mobility to their physicochemical and topological characteristics. Principal component analysis and partial least-squares discriminant analysis models were used to determine the most essential parameters.…”

Section: Techniques and Methodsmentioning

confidence: 99%

Capillary Electrophoresis: Trends and Recent Advances

et al. 2018

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Section: Techniques and Methodsmentioning

confidence: 99%

Capillary Electrophoresis: Trends and Recent Advances

et al. 2018

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“…In previous papers [19][20], the enantioresolution level (RsC-level) of structurally unrelated basic drugs and pesticides, using sulfated β-and γ-cyclodextrins as chiral selectors in electrokinetic chromatography (EKC), was modelled as a function of structural parameters. For sulfated β-cyclodextrin, few structural descriptors, easy to obtain from a free on-line database, were selected [19].…”

Section: Accepted Manuscriptmentioning

confidence: 99%

“…cyclodextrin, few topological parameters, mainly connected to the chiral carbon (so called C*-parameters) were used [20].…”

Section: Accepted Manuscriptmentioning

confidence: 99%

“…Most of the structural variables used in this study were taken from the online ChemSpider chemical structure database [21] and were previously assayed in a study to anticipate the experimental enantioresolution of chiral compounds in electrokinetic chromatography using two sulfated cyclodextrins as chiral selectors [19,20]. The first seven variables (x 1 to x 7 ) correspond to the C * -parameters.…”

Section: Software and Calculationsmentioning

confidence: 99%

“…The first seven variables (x 1 to x 7 ) correspond to the C * -parameters. These parameters are calculated as the count of atoms/groups bonded to the chiral carbon (C * ), for instance C * X (C * -heteroatoms) and C * hA (C * -aromatic heterocycles) [20]. ChemAxon; for instance, aromatic ring count (Arc).…”

Section: Software and Calculationsmentioning

confidence: 99%

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Modelling the enantioresolution capability of cellulose tris(3,5-dichlorophenylcarbamate) stationary phase in reversed phase conditions for neutral and basic chiral compounds

Martı́n-Biosca

Escuder-Gilabert

Medina-Hernández

et al. 2018

Journal of Chromatography A

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To the best of our knowledge, the prediction of the enantioresolution ability of polysaccharides-based stationary phases in liquid chromatography for structurally unrelated compounds has not been previously reported. In this study, structural information of neutral and basic compounds is used to model their enantioresolution levels obtained from an immobilised cellulose tris(3,5-dichlorophenylcarbamate) stationary phase in reversed phase conditions. Thirty-four structurally unrelated chiral drugs and pesticides, from seven families, are studied. Categorical enantioresolution levels (RsC, 0 = no baseline enantioresolution and 1 = baseline enantioresolution) are established from the experimental enantioresolution values obtained at a fixed experimental conditions. From 58 initial structural variables, three topological parameters (two of them connected to the chiral carbon), and six molecular descriptors (one of them also related with the chiral carbon), are selected after a discriminant partial least squares refinement process. The molar total charge of the molecule at the working pH is the most important variable. The relationships between RsC and the most important structural variables and the drug/pesticide family are evaluated. An explicit model is proposed to anticipate the RsC levels, which provides 100% of correct anticipations. A criterion is introduced to alert about the compounds that should not be anticipated.

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