Electron impact and chemical ionization mass spectrometry of cis- and trans-S-(2-hydroxycyclohexyl)-N-acetyl-(1)-cysteine methyl esters

N P Vermeulen, J Cauvet, W.C. Luijten, P.J. van Bladeren

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

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 H2O 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.

Original languageEnglish
Pages (from-to)413-7
Number of pages5
JournalBiomedical mass spectrometry
Volume7
Issue number10
Publication statusPublished - Oct 1980

Fingerprint

Acetylcysteine
Metabolites
Ionization
Mass spectrometry
Mass Spectrometry
Mass Behavior
Electrons
Methane
Ammonia
Isomers
Rats
Esters
Urine
Ions
mecysteine

Keywords

  • Acetylcysteine
  • Animals
  • Gas Chromatography-Mass Spectrometry
  • Injections, Intraperitoneal
  • Rats
  • Stereoisomerism
  • Journal Article

Cite this

@article{7052cb101a77482197a9bb3204375720,
title = "Electron impact and chemical ionization mass spectrometry of cis- and trans-S-(2-hydroxycyclohexyl)-N-acetyl-(1)-cysteine methyl esters",
abstract = "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 H2O 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.",
keywords = "Acetylcysteine, Animals, Gas Chromatography-Mass Spectrometry, Injections, Intraperitoneal, Rats, Stereoisomerism, Journal Article",
author = "Vermeulen, {N P} and J Cauvet and W.C. Luijten and {van Bladeren}, P.J.",
year = "1980",
month = "10",
language = "English",
volume = "7",
pages = "413--7",
journal = "Biomedical mass spectrometry",
issn = "0306-042X",
publisher = "Heyden And Son",
number = "10",

}

Electron impact and chemical ionization mass spectrometry of cis- and trans-S-(2-hydroxycyclohexyl)-N-acetyl-(1)-cysteine methyl esters. / Vermeulen, N P; Cauvet, J; Luijten, W.C.; van Bladeren, P.J.

In: Biomedical mass spectrometry, Vol. 7, No. 10, 10.1980, p. 413-7.

Research output: Contribution to JournalArticleAcademicpeer-review

TY - JOUR

T1 - Electron impact and chemical ionization mass spectrometry of cis- and trans-S-(2-hydroxycyclohexyl)-N-acetyl-(1)-cysteine methyl esters

AU - Vermeulen, N P

AU - Cauvet, J

AU - Luijten, W.C.

AU - van Bladeren, P.J.

PY - 1980/10

Y1 - 1980/10

N2 - 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 H2O 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.

AB - 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 H2O 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.

KW - Acetylcysteine

KW - Animals

KW - Gas Chromatography-Mass Spectrometry

KW - Injections, Intraperitoneal

KW - Rats

KW - Stereoisomerism

KW - Journal Article

M3 - Article

VL - 7

SP - 413

EP - 417

JO - Biomedical mass spectrometry

JF - Biomedical mass spectrometry

SN - 0306-042X

IS - 10

ER -