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Mass Spectrometry of Anabolic Steroids as Their tert ‐Butyldimethylsilyl Ether Derivatives
Author(s) -
Steffenrud Steffen
Publication year - 1996
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/(sici)1097-0231(199610)10:13<1698::aid-rcm675>3.0.co;2-5
Subject(s) - chemistry , derivatization , anabolism , chromatography , urine , ether , mass spectrometry , trimethylsilyl , organic chemistry , biochemistry
The aim of the present study was the development of an improved method for derivatization of anabolic steroids. A suitable derivative should facilitate identification of anabolic steroids and their metabolites in human urine without using reference standards. Compared with commonly used trimethylsilyl ether derivatives, tert ‐butyldimethylsilyl ether derivatives were found to give an increased production of the molecular ion and diagnostic ions above m/z 300 upon electron impact mass spectrometry. The bulky tert‐ butyldimethylsilyl group could also be introduced into the sterically crowded 17‐position of anabolic steroids. This was accomplished simultaneously with enolization of 3‐keto functionalities by using a small amount of tert‐ butyldimethylsilyl triflate as a catalyst. The versatility of the presented method is demonstrated by derivatization and full scan mass spectra of urine metabolites of anabolic steroids.