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Distinction between 17‐epimeric hydroxy steroids of the 3,17‐dioxygenated androstane series by chemical ionization
Author(s) -
Prome Danielle,
Prome JeanClaude,
Stahl Daniel
Publication year - 1985
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210200808
Subject(s) - ammonia , chemistry , chemical ionization , androstane , ionization , mass spectrum , ion , spectral line , mass spectrometry , analytical chemistry (journal) , stereochemistry , organic chemistry , chromatography , physics , astronomy
The distinction between 17‐epimeric 3,17‐dioxygenated hydroxyandrostanes has been made by comparison of both their methane or ammonia positive and OH − negative chemical ionization (CI) mass spectra. In the methane or ammonia positive CI, the 17α‐configuration in the eight stereoisomeric 5ξ‐androstane‐3ξ,17ξ‐diols can be determined by the relative abundances of the ion [MH2 H 2 O] + . In the ammonia CI spectra, the ion [M+NH 4 H 2 O] + possesses only a low abundance, but a comparison of the relative rates of the loss of water v. the loss of ammonia from [M.NH 4 ] + in the second field‐free region allows a clear distinction to be made between the 17α‐ and 17β‐series. In the OH − negative CI mass spectra, the 5ξ‐androstane‐3‐one‐17ξ‐ols produce an intense ion [MHH 2 O] − in the 17α‐series only.