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Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs

Carbon-based stationary phases for chromatographic separation have been commercially available since the 1980s. Porous graphitic carbon liquid chromatography columns are known to be highly resistant to aggressive mobile phases and extreme pH values of solvents and eluents, an important advantage com...

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Autores principales: Candelaria, Lindsay, Frolova, Liliya V., Kowalski, Brian M., Artyushkova, Kateryna, Serov, Alexey, Kalugin, Nikolai G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6170404/
https://www.ncbi.nlm.nih.gov/pubmed/30282990
http://dx.doi.org/10.1038/s41598-018-33075-w
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author Candelaria, Lindsay
Frolova, Liliya V.
Kowalski, Brian M.
Artyushkova, Kateryna
Serov, Alexey
Kalugin, Nikolai G.
author_facet Candelaria, Lindsay
Frolova, Liliya V.
Kowalski, Brian M.
Artyushkova, Kateryna
Serov, Alexey
Kalugin, Nikolai G.
author_sort Candelaria, Lindsay
collection PubMed
description Carbon-based stationary phases for chromatographic separation have been commercially available since the 1980s. Porous graphitic carbon liquid chromatography columns are known to be highly resistant to aggressive mobile phases and extreme pH values of solvents and eluents, an important advantage compared to conventional silica-based alternatives. In our work, we demonstrate a new variant of carbon-based stationary phases for liquid chromatography, specifically developed for chiral separation. Mesoporous three-dimensional graphene nanosheets (3D GNS), functionalized with tetracyanoethylene oxide (TCNEO) and (S)-(+)-2-pyrrolidinemethanol, demonstrate pharmaceutical-grade chiral separation of model ibuprofen and thalidomide racemic mixtures when used as Chiral Stationary Phases (CSPs), with performance parameters comparable to currently commercially available CSPs. Simple covalent attachment of functionalization groups to the surface of mesoporous three-dimensional graphene nanosheets makes these carbon-based CSPs chemically stable and up to an order of magnitude less expensive than standard silica-based analogues.
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spelling pubmed-61704042018-10-05 Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs Candelaria, Lindsay Frolova, Liliya V. Kowalski, Brian M. Artyushkova, Kateryna Serov, Alexey Kalugin, Nikolai G. Sci Rep Article Carbon-based stationary phases for chromatographic separation have been commercially available since the 1980s. Porous graphitic carbon liquid chromatography columns are known to be highly resistant to aggressive mobile phases and extreme pH values of solvents and eluents, an important advantage compared to conventional silica-based alternatives. In our work, we demonstrate a new variant of carbon-based stationary phases for liquid chromatography, specifically developed for chiral separation. Mesoporous three-dimensional graphene nanosheets (3D GNS), functionalized with tetracyanoethylene oxide (TCNEO) and (S)-(+)-2-pyrrolidinemethanol, demonstrate pharmaceutical-grade chiral separation of model ibuprofen and thalidomide racemic mixtures when used as Chiral Stationary Phases (CSPs), with performance parameters comparable to currently commercially available CSPs. Simple covalent attachment of functionalization groups to the surface of mesoporous three-dimensional graphene nanosheets makes these carbon-based CSPs chemically stable and up to an order of magnitude less expensive than standard silica-based analogues. Nature Publishing Group UK 2018-10-03 /pmc/articles/PMC6170404/ /pubmed/30282990 http://dx.doi.org/10.1038/s41598-018-33075-w Text en © The Author(s) 2018 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Candelaria, Lindsay
Frolova, Liliya V.
Kowalski, Brian M.
Artyushkova, Kateryna
Serov, Alexey
Kalugin, Nikolai G.
Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title_full Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title_fullStr Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title_full_unstemmed Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title_short Surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
title_sort surface-modified three-dimensional graphene nanosheets as a stationary phase for chromatographic separation of chiral drugs
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6170404/
https://www.ncbi.nlm.nih.gov/pubmed/30282990
http://dx.doi.org/10.1038/s41598-018-33075-w
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