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Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers / William, Griffiths; Eylan, Yutuc

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

Swansea University Authors: William, Griffiths, Eylan, Yutuc

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
Online Access: Check full text

URI: https://cronfa.swan.ac.uk/Record/cronfa32978
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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: Swansea University Medical School
Start Page: 69
End Page: 80