Literature DB >> 16442307

Analysis of oxysterols by electrospray tandem mass spectrometry.

William J Griffiths1, Yuqin Wang, Gunvor Alvelius, Suya Liu, Karl Bodin, Jan Sjövall.   

Abstract

Oxysterols are oxygenated derivatives of cholesterol. They are intermediates in cholesterol excretion pathways and may also be regarded as transport forms of cholesterol. The introduction of additional hydroxyl groups to the cholesterol skeleton facilitates the flux of oxysterols across the blood brain barrier, and oxysterols have been implicated in mediating a number of cholesterol-induced metabolic effects. Oxysterols are difficult to analyze by atmospheric pressure ionization mass spectrometry on account of the absence of basic or acidic functional groups in their structures. In this communication, we report a method for the derivatization and analysis of oxysterols by electrospray mass spectrometry. Oxysterols with a 3beta-hydroxy-Delta5 structure were converted by cholesterol oxidase to 3-oxo-Delta4 steroids and then derivatized with the Girard P reagent to give Girard P hydrazones, which were subsequently analyzed by tandem mass spectrometry. The improvement in sensitivity for the analysis of 25-hydroxycholesterol upon oxidation and derivatization was over 1000.

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Year:  2006        PMID: 16442307     DOI: 10.1016/j.jasms.2005.10.012

Source DB:  PubMed          Journal:  J Am Soc Mass Spectrom        ISSN: 1044-0305            Impact factor:   3.109


  56 in total

Review 1.  Oxysterols: friends, foes, or just fellow passengers?

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3.  Rapid monitoring assay of congenital adrenal hyperplasia with microbore high-performance liquid chromatography/electrospray ionization tandem mass spectrometry from dried blood spots.

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Journal:  Rapid Commun Mass Spectrom       Date:  2001       Impact factor: 2.419

4.  Key regulatory oxysterols in liver: analysis as delta4-3-ketone derivatives by HPLC and response to physiological perturbations.

Authors:  Z Zhang; D Li; D E Blanchard; S R Lear; S K Erickson; T A Spencer
Journal:  J Lipid Res       Date:  2001-04       Impact factor: 5.922

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6.  cDNA cloning of cholesterol 24-hydroxylase, a mediator of cholesterol homeostasis in the brain.

Authors:  E G Lund; J M Guileyardo; D W Russell
Journal:  Proc Natl Acad Sci U S A       Date:  1999-06-22       Impact factor: 11.205

7.  Rapid screening assay of congenital adrenal hyperplasia by measuring 17 alpha-hydroxyprogesterone with high-performance liquid chromatography/electrospray ionization tandem mass spectrometry from dried blood spots.

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  26 in total

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Review 2.  Recommendations on the Development of a Bioanalytical Assay for 4β-Hydroxycholesterol, an Emerging Endogenous Biomarker of CYP3A Activity.

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3.  A sensitive and selective LC-differential mobility-mass spectrometric analysis of allopregnanolone and pregnanolone in human plasma.

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4.  Novel fragmentation pathways of anionic adducts of steroids formed by electrospray anion attachment involving regioselective attachment, regiospecific decompositions, charge-induced pathways, and ion-dipole complex intermediates.

Authors:  Nalaka S Rannulu; Richard B Cole
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5.  Liquid chromatography/mass spectrometry of pre-ionized Girard P derivatives for quantifying estrone and its metabolites in serum from postmenopausal women.

Authors:  Kannan Rangiah; Sumit J Shah; Anil Vachani; Eugene Ciccimaro; Ian A Blair
Journal:  Rapid Commun Mass Spectrom       Date:  2011-05-15       Impact factor: 2.419

6.  Cerebrospinal fluid steroidomics: are bioactive bile acids present in brain?

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Journal:  J Biol Chem       Date:  2009-12-07       Impact factor: 5.157

7.  A highly sensitive method for analysis of 7-dehydrocholesterol for the study of Smith-Lemli-Opitz syndrome.

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8.  Analysis of bioactive oxysterols in newborn mouse brain by LC/MS.

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9.  Profiling sterols in cerebrotendinous xanthomatosis: utility of Girard derivatization and high resolution exact mass LC-ESI-MS(n) analysis.

Authors:  Andrea E DeBarber; Yana Sandlers; Anuradha S Pappu; Louise S Merkens; P Barton Duell; Steven R Lear; Sandra K Erickson; Robert D Steiner
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10.  Targeted lipidomic analysis of oxysterols in the embryonic central nervous system.

Authors:  Yuqin Wang; Kyle M Sousa; Karl Bodin; Spyridon Theofilopoulos; Paola Sacchetti; Martin Hornshaw; Gary Woffendin; Kersti Karu; Jan Sjövall; Ernest Arenas; William J Griffiths
Journal:  Mol Biosyst       Date:  2009-03-27
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