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Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers

William Griffiths Orcid Logo, Thomas Hearn, Peter J. Crick, Jonas Abdel-Khalik, Alison Dickson, Eylan Yutuc Orcid Logo, Yuqin Wang

Chemistry and Physics of Lipids, Volume: 207, Pages: 69 - 80

Swansea University Authors: William Griffiths Orcid Logo, Eylan Yutuc Orcid Logo

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DOI (Published version): 10.1016/j.chemphyslip.2017.04.004

Abstract

The introduction of a hydroxy group to the cholesterol skeleton introduces not only the possibility for positional isomers but also diastereoisomers, where two or more isomers have different configurations at one or more of the stereocentres but are not mirror images. The differentiation of diastere...

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Published in: Chemistry and Physics of Lipids
ISSN: 00093084
Published: 2017
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URI: https://cronfa.swan.ac.uk/Record/cronfa32978
Abstract: The introduction of a hydroxy group to the cholesterol skeleton introduces not only the possibility for positional isomers but also diastereoisomers, where two or more isomers have different configurations at one or more of the stereocentres but are not mirror images. The differentiation of diastereoisomers is important as differing isomers can have differing biochemical properties and are formed via different biochemical pathways. Separation of diasterioisomers is not always easy by chromatographic methods. Here we demonstrate, by application of charge-tagging and derivatisation with the Girard P reagent, the separation and detection of biologically relevant diastereoisomers using liquid chromatography – mass spectrometry with multistage fragmentation.
Keywords: Sterol, Hydroxycholesterol, Cholestenoic acid, Epimer, Derivatisation
College: Faculty of Medicine, Health and Life Sciences
Start Page: 69
End Page: 80

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