Enantiomeric Separations

A special issue of Separations (ISSN 2297-8739).

Deadline for manuscript submissions: closed (30 November 2020) | Viewed by 5988

Special Issue Editor


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Guest Editor
Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Faculty of Sciences, University of Alcalá, Campus Universitario, Edificio de Química, Ctra. Madrid-Barcelona, Km. 33.600, 28871 Alcalá de Henares (Madrid), Spain
Interests: capillary electrophoresis; chiral separations; liquid chromatography; peptide separations; proteins extraction; drug and food analysis; food byproducts revalorization; metabolomics

Special Issue Information

Dear Colleagues,

The different properties that the enantiomers of a chiral compound may have confer a high interest to their separation. In fact, the individual determination of enantiomers provides very useful information in the pharmaceutical, biomedical, food, or environmental fields, among others. The quality control of drugs or agrochemicals marketed as pure enantiomers, the search of biomarkers of pathologies, the detection of food adulterations, or the evaluation of the real toxicity of environmental samples are examples of some of the relevant applications derived from enantiomeric separations.

Different chromatographic and electrophoretic separation techniques, such as liquid chromatography (HPLC, micro/nano-LC), gas chromatography, supercritical fluid chromatography, capillary electrophoresis, microchip electrophoresis, or multidimensional separation techniques enable to achieve enantioseparations using chiral stationary phases or chiral selectors added in the mobile phase. The development of new chiral stationary phases or the combination of chiral selectors in solution are interesting tools to improve enantioselectivity. Furthermore, the use of offline and online preconcentration techniques and of sensitive detection systems, including mass spectrometry, has allowed to achieve the sensitivity required in some applications.

This Special Issue covers the most recent advances achieved in all aspects of the separation of enantiomers using chromatographic or electrophoretic techniques, including the use of microchips. Contributors are invited to send original articles or reviews dealing with the development of new methodologies or strategies, the fundamentals, or the applications of enantiomeric separations showing the potential of chiral methods to solve a variety of problems in different fields.

Prof. Dr. Maria Luisa Marina
Guest Editor

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Keywords

  • Enantiomeric separation
  • Chiral chromatography
  • Chiral capillary electrophoresis
  • Chiral microchip electrophoresis
  • Multidimensional separation techniques for chiral analysis
  • New chiral stationary phases
  • New chiral selectors and their combinations
  • Reversal in the enantiomer elution/migration order
  • Chiral analysis of drugs, food, clinical or environmental samples (and other)

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Published Papers (2 papers)

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Research

14 pages, 2890 KiB  
Article
Enantioselective Study on the Biodegradation of Verapamil and Cytalopram by Chiral Capillary Electrophoresis
by Yolanda Martín-Biosca, Laura Escuder-Gilabert, Salvador Sagrado and María José Medina-Hernández
Separations 2021, 8(3), 29; https://doi.org/10.3390/separations8030029 - 8 Mar 2021
Cited by 4 | Viewed by 2134
Abstract
Many of the currently available drugs are chiral compounds that are marketed as racemates or, to a lesser extent, in the form of one of the enantiomers since a pair of enantiomers may have different toxicological and ecotoxicological properties compared to each other. [...] Read more.
Many of the currently available drugs are chiral compounds that are marketed as racemates or, to a lesser extent, in the form of one of the enantiomers since a pair of enantiomers may have different toxicological and ecotoxicological properties compared to each other. The evaluation of enantioselectivity in biodegradation processes is essential for environmental risk assessment. The objective of this research is to study the enantioselectivity in the biodegradation of two common chiral drugs, citalopram and verapamil, using highly sulphated-γ-cyclodextrin (HS-γ-CD) as chiral selector in Capillary Electrophoresis. Biodegradation experiments were performed in batch mode using a minimal salt medium inoculated with an activated sludge and supplemented with the corresponding enantiomeric mixture. The cultures were incubated at 20 °C for 28 days. Abiotic degradation of verapamil and citalopram enantiomers was also assessed. The concentration of the enantiomers of verapamil and citalopram were monitored using 0.7% and 0.1% m/v HS-γ-CD solutions as chiral selector, respectively. Separations were carried out using the complete filling technique. The results of biodegradability tests indicate that citalopram could be considered potentially persistent while verapamil is presumed to be a non-persistent compound. No evidence of enantioselectivity was observed in any of the biodegradation processes. Full article
(This article belongs to the Special Issue Enantiomeric Separations)
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12 pages, 1394 KiB  
Article
Enantiomeric Separation of Colchicine and Lacosamide by Nano-LC. Quantitative Analysis in Pharmaceutical Formulations
by Natalia Casado, Zhengjin Jiang, María Ángeles García and María Luisa Marina
Separations 2020, 7(4), 55; https://doi.org/10.3390/separations7040055 - 16 Oct 2020
Cited by 6 | Viewed by 3235
Abstract
A chiral analytical methodology was developed by nano-liquid chromatography (nano-LC) enabling the enantiomeric separation of two chiral drugs, lacosamide (novel antiepileptic drug) and colchicine (antiuremic drug), commercialized as pure enantiomers. A capillary column lab-packed with an amylose tris(3,5-dimethylphenylcarbamate) chiral stationary phase was used [...] Read more.
A chiral analytical methodology was developed by nano-liquid chromatography (nano-LC) enabling the enantiomeric separation of two chiral drugs, lacosamide (novel antiepileptic drug) and colchicine (antiuremic drug), commercialized as pure enantiomers. A capillary column lab-packed with an amylose tris(3,5-dimethylphenylcarbamate) chiral stationary phase was used in a lab-assembled nano-LC system. Lacosamide and colchicine enantiomers were separated in less than 8.0 and 9.0 min, respectively, with resolution values of 1.6 and 2.3, using 20 nL of sample and 1.8 µL of mobile phase per analysis. The analytical characteristics of the proposed methodology were evaluated according to the International Council for Harmonisation (ICH) guidelines, showing good analytical performance with good recoveries (97–98% and 100–103%) and precision values (relative standard deviation (RSD) <10.5 and <3.0%) for lacosamide and colchicine enantiomers, respectively. LODs were 1.7 and 2.0 µg/mL for (S)- and (R)-lacosamide, respectively, and 1.0 µg/mL for both colchicine enantiomers. Additionally, the developed methodology enabled to detect a 0.1% of the enantiomeric impurities, fulfilling the ICH regulation requirements. The method was applied to the determination of lacosamide and colchicine enantiomers in different pharmaceutical formulations to ensure their quality control. The content of the enantiomeric impurities was below a 0.1% and the amount of (R)-lacosamide and (S)-colchicine agreed with their labeled contents. Full article
(This article belongs to the Special Issue Enantiomeric Separations)
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