Identification and quantitative determination of mercapturic acids formed from Z- and E-1,3-dichloropropene by the rat, using gas chromatography with three different detection techniques

W. Onkenhout, P P Mulder, P.J. Boogaard, WC Buijs, N P Vermeulen

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

Z- and E-1,3-dichloropropene, mutagenic geometric isomers and major constituents of commercial soil fumigants, were found to be metabolized to mercapturic acid derivatives by the rat. Extremely small quantities of mixtures of the parent compounds were administered intraperitoneally to the rat and the isomeric urinary mercapturic acids were quantified in three ways. Gas chromatographic procedures with nitrogen selective, sulphur selective and mass spectrometric detection, using negative chemical ionization with single ion detection, were evaluated with respect to selectivity and sensitivity. Applying the former two techniques, urinary mercapturic acids could still be quantified following 5 micrograms doses of each of the dichloropropene isomers. With gas chromatography-negative chemical ionization mass spectrometry, only mercapturic acid metabolites arising from 25 micrograms doses and higher could be quantified because of interference from endogenous compounds. These results suggest that all three analytical methods can be used to determine exposure of men to soil fumigants containing low levels of 1,3-dichloropropene.

Original languageEnglish
Pages (from-to)235-41
Number of pages7
JournalArchives of Toxicology
Volume59
Issue number4
DOIs
Publication statusPublished - Dec 1986

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1,3-dichloro-1-propene
Acetylcysteine
Gas chromatography
Gas Chromatography
Rats
Isomers
Ionization
Soil
Soils
Metabolites
Sulfur
Mass spectrometry
Mass Spectrometry
Nitrogen
Gases
Ions
Derivatives

Keywords

  • Acetylcysteine
  • Allyl Compounds
  • Animals
  • Biotransformation
  • Chromatography, Gas
  • Gas Chromatography-Mass Spectrometry
  • Hydrocarbons, Chlorinated
  • Insecticides
  • Male
  • Nitrogen
  • Rats
  • Rats, Inbred Strains
  • Spectrum Analysis
  • Stereoisomerism
  • Sulfur
  • Journal Article

Cite this

@article{e7931ab1059a42999cd65b90ba499e25,
title = "Identification and quantitative determination of mercapturic acids formed from Z- and E-1,3-dichloropropene by the rat, using gas chromatography with three different detection techniques",
abstract = "Z- and E-1,3-dichloropropene, mutagenic geometric isomers and major constituents of commercial soil fumigants, were found to be metabolized to mercapturic acid derivatives by the rat. Extremely small quantities of mixtures of the parent compounds were administered intraperitoneally to the rat and the isomeric urinary mercapturic acids were quantified in three ways. Gas chromatographic procedures with nitrogen selective, sulphur selective and mass spectrometric detection, using negative chemical ionization with single ion detection, were evaluated with respect to selectivity and sensitivity. Applying the former two techniques, urinary mercapturic acids could still be quantified following 5 micrograms doses of each of the dichloropropene isomers. With gas chromatography-negative chemical ionization mass spectrometry, only mercapturic acid metabolites arising from 25 micrograms doses and higher could be quantified because of interference from endogenous compounds. These results suggest that all three analytical methods can be used to determine exposure of men to soil fumigants containing low levels of 1,3-dichloropropene.",
keywords = "Acetylcysteine, Allyl Compounds, Animals, Biotransformation, Chromatography, Gas, Gas Chromatography-Mass Spectrometry, Hydrocarbons, Chlorinated, Insecticides, Male, Nitrogen, Rats, Rats, Inbred Strains, Spectrum Analysis, Stereoisomerism, Sulfur, Journal Article",
author = "W. Onkenhout and Mulder, {P P} and P.J. Boogaard and WC Buijs and Vermeulen, {N P}",
year = "1986",
month = "12",
doi = "10.1007/BF00290544",
language = "English",
volume = "59",
pages = "235--41",
journal = "Archives of Toxicology",
issn = "0340-5761",
publisher = "Springer Verlag",
number = "4",

}

Identification and quantitative determination of mercapturic acids formed from Z- and E-1,3-dichloropropene by the rat, using gas chromatography with three different detection techniques. / Onkenhout, W.; Mulder, P P; Boogaard, P.J.; Buijs, WC; Vermeulen, N P.

In: Archives of Toxicology, Vol. 59, No. 4, 12.1986, p. 235-41.

Research output: Contribution to JournalArticleAcademicpeer-review

TY - JOUR

T1 - Identification and quantitative determination of mercapturic acids formed from Z- and E-1,3-dichloropropene by the rat, using gas chromatography with three different detection techniques

AU - Onkenhout, W.

AU - Mulder, P P

AU - Boogaard, P.J.

AU - Buijs, WC

AU - Vermeulen, N P

PY - 1986/12

Y1 - 1986/12

N2 - Z- and E-1,3-dichloropropene, mutagenic geometric isomers and major constituents of commercial soil fumigants, were found to be metabolized to mercapturic acid derivatives by the rat. Extremely small quantities of mixtures of the parent compounds were administered intraperitoneally to the rat and the isomeric urinary mercapturic acids were quantified in three ways. Gas chromatographic procedures with nitrogen selective, sulphur selective and mass spectrometric detection, using negative chemical ionization with single ion detection, were evaluated with respect to selectivity and sensitivity. Applying the former two techniques, urinary mercapturic acids could still be quantified following 5 micrograms doses of each of the dichloropropene isomers. With gas chromatography-negative chemical ionization mass spectrometry, only mercapturic acid metabolites arising from 25 micrograms doses and higher could be quantified because of interference from endogenous compounds. These results suggest that all three analytical methods can be used to determine exposure of men to soil fumigants containing low levels of 1,3-dichloropropene.

AB - Z- and E-1,3-dichloropropene, mutagenic geometric isomers and major constituents of commercial soil fumigants, were found to be metabolized to mercapturic acid derivatives by the rat. Extremely small quantities of mixtures of the parent compounds were administered intraperitoneally to the rat and the isomeric urinary mercapturic acids were quantified in three ways. Gas chromatographic procedures with nitrogen selective, sulphur selective and mass spectrometric detection, using negative chemical ionization with single ion detection, were evaluated with respect to selectivity and sensitivity. Applying the former two techniques, urinary mercapturic acids could still be quantified following 5 micrograms doses of each of the dichloropropene isomers. With gas chromatography-negative chemical ionization mass spectrometry, only mercapturic acid metabolites arising from 25 micrograms doses and higher could be quantified because of interference from endogenous compounds. These results suggest that all three analytical methods can be used to determine exposure of men to soil fumigants containing low levels of 1,3-dichloropropene.

KW - Acetylcysteine

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KW - Animals

KW - Biotransformation

KW - Chromatography, Gas

KW - Gas Chromatography-Mass Spectrometry

KW - Hydrocarbons, Chlorinated

KW - Insecticides

KW - Male

KW - Nitrogen

KW - Rats

KW - Rats, Inbred Strains

KW - Spectrum Analysis

KW - Stereoisomerism

KW - Sulfur

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JO - Archives of Toxicology

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