Synthesis of 3 alpha-deuterated 7 alpha-hydroxy-DHEA and 7-oxo-DHEA and application in LC-MS/MS plasma analysis
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F16%3A00463516" target="_blank" >RIV/61389030:_____/16:00463516 - isvavai.cz</a>
Alternative codes found
RIV/00023761:_____/16:N0000011
Result on the web
<a href="http://dx.doi.org/10.1016/j.steroids.2016.05.001" target="_blank" >http://dx.doi.org/10.1016/j.steroids.2016.05.001</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.steroids.2016.05.001" target="_blank" >10.1016/j.steroids.2016.05.001</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of 3 alpha-deuterated 7 alpha-hydroxy-DHEA and 7-oxo-DHEA and application in LC-MS/MS plasma analysis
Original language description
7-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.
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CE - Biochemistry
OECD FORD branch
—
Result continuities
Project
<a href="/en/project/NT13369" target="_blank" >NT13369: The impact of selected endocrine disruptors on human spermatogenesis</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Steroids
ISSN
0039-128X
e-ISSN
—
Volume of the periodical
112
Issue of the periodical within the volume
AUG
Country of publishing house
US - UNITED STATES
Number of pages
7
Pages from-to
88-94
UT code for WoS article
000380602100011
EID of the result in the Scopus database
—