Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 16, Pages 3311-3322Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob00375a
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This study reports a new stable isotope label for sulfate metabolites, which enables the synthesis of various SIL-steroid conjugates suitable for mass spectrometry detection and internal standards. The method was applied to investigate the mass spectrometry behavior of steroid bis(sulfate) compounds through collision-induced dissociation experiments.
Steroid bis(sulfate) metabolites derived from the two-fold sulfation of unconjugated precursors represent an important yet understudied portion of the steroid profile. The investigation of these compounds in fields such as medicine or anti-doping science relies on mass spectrometry (MS) as the principal tool to identify and quantify biomarkers of interest and depends in turn on access to steroid reference materials and their stable isotope labelled (SIL) derivatives. A new [O-18] stable isotope label for sulfate metabolites is reported, which allows for the selective, late-stage and 'one-pot' synthesis of a variety of SIL-steroid conjugates suitable as MS probes and internal standards. The method is applied to more comprehensively study the MS behaviour of steroid bis(sulfate) compounds through collision-induced dissociation (CID) experiments.
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