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Electron impact and chemical ionization mass spectrometry of cis‐ and trans‐S‐ (2‐hydroxyclohexyl) ‐N‐ acetyl‐(l)‐cysteine methyl esters
Author(s) -
Vermeulen N. P. E.,
Cauvet J.,
Luijten W. C. M. M.,
van Bladeren P. J.
Publication year - 1980
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.1200071002
Subject(s) - chemistry , electron ionization , chemical ionization , mass spectrometry , protonation , stereoselectivity , ionization , ion , chromatography , medicinal chemistry , organic chemistry , catalysis
The electron impact and chemical ionization (ammonia and methane) mass spectral behaviour of the cis ‐ and trans ‐(2‐hydroxycyclohexyl)‐mercapturic acid methyl esters, metabolites of cyclohexeneoxide, was examined. Only with chemical ionization was it possible to differentiate between these two configurational isomers, by observing the stereoselective loss of H 2 O from the protonated molecular ions. Using this stereoselective process, a method was developed for the assessment of the relative amounts of stereoisomeric mercapturic acids, excreted as metabolites in the urine of rats treated with cyclohexeneoxide.