- Synthesis of 3 alpha-deuterated 7 alpha-hydroxy-DHEA and 7-oxo-DHEA a…
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Synthesis of 3 alpha-deuterated 7 alpha-hydroxy-DHEA and 7-oxo-DHEA and application in LC-MS/MS plasma analysis

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    SYSNO ASEP0463516
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleSynthesis of 3 alpha-deuterated 7 alpha-hydroxy-DHEA and 7-oxo-DHEA and application in LC-MS/MS plasma analysis
    Author(s) Sosvorova, L.K. (CZ)
    Sarek, J. (CZ)
    Vitku, J. (CZ)
    Kvasnica, Miroslav (UEB-Q) RID, ORCID
    Source TitleSteroids. - : Elsevier - ISSN 0039-128X
    Roč. 112, AUG (2016), s. 88-94
    Number of pages7 s.
    Languageeng - English
    CountryUS - United States
    Keywords7 alpha-Hydroxy-DHEA ; 7-Oxo-DHEA ; Deuterated standard
    Subject RIVCE - Biochemistry
    Institutional supportUEB-Q - RVO:61389030
    UT WOS000380602100011
    DOI https://doi.org/10.1016/j.steroids.2016.05.001
    Annotation7-Oxygenated metabolites of dehydroepiandrosterone (DHEA) are known for their neuroprotective and immunomodulatory properties. These neuroactive steroids are currently predominately analysed by mass spectrometry, for which the use of internal deuterated standards is necessary. The aim of this study was to synthesize the deuterated derivatives of 7 alpha-hydroxy-DHEA and 7-oxo-DHEA and test them in liquid chromatography-tandem mass spectrometry (LC-MS/MS) in order to enhance the performance characteristics of this method. Here we report the synthesis of 3 alpha deuterium-labelled 7 alpha-hydroxy-DHEA and 7-oxo-DHEA. Deuterium was introduced into the 3 alpha position by reduction of the corresponding 3-ketone with a protected 17-carbonyl group using NaBD4. Our new procedure allows the easier synthesis of deuterated steroid labelled compounds. The use of these deuterated steroids enabled us to improve the human plasma LC-MS/MS analysis of 7 alpha-hydroxy-DHEA and 7-oxo-DHEA in terms of sensitivity, precision and recovery.
    WorkplaceInstitute of Experimental Botany
    ContactDavid Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
    Year of Publishing2017
Number of the records: 1  

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