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Chromatographic Separation of Vitamin E Enantiomers

Vitamin E is recognized as an essential vitamin since its discovery in 1922. Most vegetable oils contain a mixture of tocopherols and tocotrienols in the vitamin E composition. Structurally, tocopherols and tocotrienols share a similar chromanol ring and a side chain at the C-2 position. Owing to th...

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Autores principales: Fu, Ju-Yen, Htar, Thet-Thet, De Silva, Leanne, Tan, Doryn Meam-Yee, Chuah, Lay-Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155869/
https://www.ncbi.nlm.nih.gov/pubmed/28165404
http://dx.doi.org/10.3390/molecules22020233
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author Fu, Ju-Yen
Htar, Thet-Thet
De Silva, Leanne
Tan, Doryn Meam-Yee
Chuah, Lay-Hong
author_facet Fu, Ju-Yen
Htar, Thet-Thet
De Silva, Leanne
Tan, Doryn Meam-Yee
Chuah, Lay-Hong
author_sort Fu, Ju-Yen
collection PubMed
description Vitamin E is recognized as an essential vitamin since its discovery in 1922. Most vegetable oils contain a mixture of tocopherols and tocotrienols in the vitamin E composition. Structurally, tocopherols and tocotrienols share a similar chromanol ring and a side chain at the C-2 position. Owing to the three chiral centers in tocopherols, they can appear as eight different stereoisomers. Plant sources of tocopherol are naturally occurring in the form of RRR while synthetic tocopherols are usually in the form of all-racemic mixture. Similarly, with only one chiral center, natural tocotrienols occur as the R-isoform. In this review, we aim to discuss a few chromatographic methods that had been used to separate the stereoisomers of tocopherols and tocotrienols. These methods include high performance liquid chromatography, gas chromatography and combination of both. The review will focus on method development including selection of chiral columns, detection method and choice of elution solvent in the context of separation efficiency, resolution and chiral purity. The applications for separation of enantiomers in vitamin E will also be discussed especially in terms of the distinctive biological potency among the stereoisoforms.
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spelling pubmed-61558692018-11-13 Chromatographic Separation of Vitamin E Enantiomers Fu, Ju-Yen Htar, Thet-Thet De Silva, Leanne Tan, Doryn Meam-Yee Chuah, Lay-Hong Molecules Review Vitamin E is recognized as an essential vitamin since its discovery in 1922. Most vegetable oils contain a mixture of tocopherols and tocotrienols in the vitamin E composition. Structurally, tocopherols and tocotrienols share a similar chromanol ring and a side chain at the C-2 position. Owing to the three chiral centers in tocopherols, they can appear as eight different stereoisomers. Plant sources of tocopherol are naturally occurring in the form of RRR while synthetic tocopherols are usually in the form of all-racemic mixture. Similarly, with only one chiral center, natural tocotrienols occur as the R-isoform. In this review, we aim to discuss a few chromatographic methods that had been used to separate the stereoisomers of tocopherols and tocotrienols. These methods include high performance liquid chromatography, gas chromatography and combination of both. The review will focus on method development including selection of chiral columns, detection method and choice of elution solvent in the context of separation efficiency, resolution and chiral purity. The applications for separation of enantiomers in vitamin E will also be discussed especially in terms of the distinctive biological potency among the stereoisoforms. MDPI 2017-02-04 /pmc/articles/PMC6155869/ /pubmed/28165404 http://dx.doi.org/10.3390/molecules22020233 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Fu, Ju-Yen
Htar, Thet-Thet
De Silva, Leanne
Tan, Doryn Meam-Yee
Chuah, Lay-Hong
Chromatographic Separation of Vitamin E Enantiomers
title Chromatographic Separation of Vitamin E Enantiomers
title_full Chromatographic Separation of Vitamin E Enantiomers
title_fullStr Chromatographic Separation of Vitamin E Enantiomers
title_full_unstemmed Chromatographic Separation of Vitamin E Enantiomers
title_short Chromatographic Separation of Vitamin E Enantiomers
title_sort chromatographic separation of vitamin e enantiomers
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155869/
https://www.ncbi.nlm.nih.gov/pubmed/28165404
http://dx.doi.org/10.3390/molecules22020233
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