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Steroid phosphorus compounds. V—mass spectrometry of phosphinic esters of monohydroxy steroids
Author(s) -
Jacob K.,
Vogt W.,
Knedel M.,
Schäfer W.
Publication year - 1976
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200030205
Subject(s) - chemistry , mass spectrum , steroid , protonation , mass spectrometry , organic chemistry , ion , chromatography , phosphorus , gas chromatography–mass spectrometry , medicinal chemistry , base (topology) , biochemistry , mathematical analysis , mathematics , hormone
The mass spectra of the dimethylphosphinic, dimethylthiophosphinic and dimethylphosphinous ester derivatives of several monohydroxy steroids are reported. The fragmentations of the derivatized steroids largely depend on the nature of the the phosphorus‐containing ester group. Phenolic ester derivatives exhibit the base peak at the molecular ion, whereas the spectra of the secondary phosphinic esters are dominated by very intense protonated phosphinic acid ions [Me 2 P(XH)(OH)] + at m / e 95 (X = O) or at m / e 111 (X = S). The present results also indicate the low ionization potential for the phosphinic ester group. Due to their good gas chromatographic properties, these steroid derivatives appear to be particularly suitable for gas chromatographic mass spectrometric analysis of biochemical materials.