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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

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
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spelling 2017-10-17T15:50:01.1310170 v2 32978 2017-04-11 Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers 3316b1d1b524be1831790933eed1c26e 0000-0002-4129-6616 William Griffiths William Griffiths true false 99332f073ce913a9b7d8b6441b17516d 0000-0001-9971-1950 Eylan Yutuc Eylan Yutuc true false 2017-04-11 BMS 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. Journal Article Chemistry and Physics of Lipids 207 69 80 00093084 Sterol, Hydroxycholesterol, Cholestenoic acid, Epimer, Derivatisation 31 12 2017 2017-12-31 10.1016/j.chemphyslip.2017.04.004 COLLEGE NANME Biomedical Sciences COLLEGE CODE BMS Swansea University BBSRC, BB/ I001735/1, BB/N015932/1 2017-10-17T15:50:01.1310170 2017-04-11T09:06:32.7296017 Faculty of Medicine, Health and Life Sciences Swansea University Medical School - Medicine William Griffiths 0000-0002-4129-6616 1 Thomas Hearn 2 Peter J. Crick 3 Jonas Abdel-Khalik 4 Alison Dickson 5 Eylan Yutuc 0000-0001-9971-1950 6 Yuqin Wang 7 0032978-17102017154906.pdf GriffithsChargeTagging2017.pdf 2017-10-17T15:49:06.4830000 Output 4349687 application/pdf Version of Record true 2017-10-17T00:00:00.0000000 true eng
title Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
spellingShingle Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
William Griffiths
Eylan Yutuc
title_short Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
title_full Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
title_fullStr Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
title_full_unstemmed Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
title_sort Charge-tagging liquid chromatography–mass spectrometry methodology targeting oxysterol diastereoisomers
author_id_str_mv 3316b1d1b524be1831790933eed1c26e
99332f073ce913a9b7d8b6441b17516d
author_id_fullname_str_mv 3316b1d1b524be1831790933eed1c26e_***_William Griffiths
99332f073ce913a9b7d8b6441b17516d_***_Eylan Yutuc
author William Griffiths
Eylan Yutuc
author2 William Griffiths
Thomas Hearn
Peter J. Crick
Jonas Abdel-Khalik
Alison Dickson
Eylan Yutuc
Yuqin Wang
format Journal article
container_title Chemistry and Physics of Lipids
container_volume 207
container_start_page 69
publishDate 2017
institution Swansea University
issn 00093084
doi_str_mv 10.1016/j.chemphyslip.2017.04.004
college_str Faculty of Medicine, Health and Life Sciences
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hierarchy_top_id facultyofmedicinehealthandlifesciences
hierarchy_top_title Faculty of Medicine, Health and Life Sciences
hierarchy_parent_id facultyofmedicinehealthandlifesciences
hierarchy_parent_title Faculty of Medicine, Health and Life Sciences
department_str Swansea University Medical School - Medicine{{{_:::_}}}Faculty of Medicine, Health and Life Sciences{{{_:::_}}}Swansea University Medical School - Medicine
document_store_str 1
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description 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.
published_date 2017-12-31T03:40:35Z
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