Mutagenic peroxides in diethyl ether

Wei Chen, Jyh ming Lin, Lisa Reinhart, John H. Weisburger

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Concentration of water-saturated commercial samples of diethyl ether by a stream of nitrogen yielded an aqueous residue mutagenic in S. typhimurium strains TA100 and TA102, but not TA1535. Reverse phase high-performance liquid chromatography resolved the mixture into 4 UV absorbing peaks, each of which was positive for peroxide and mutagenic in strain TA100 and TA102. One of these was identified as H2O2 based on HPLC retention time and sensitivity to decomposition by catalase, and another as 1-ethoxyethylhydroperoxide, based on its 1H-NMR spectrum. The mutagenic peroxides appeared to be stable in water between pH 3 and 6, but unstable above pH 7; they were less stable in methanol, acetonitrile, and least stable in chloroform, in which they partially decomposed after 24 h at 20°C. Generalization of the results suggests that adverse effects observed in vitro and in vivo with chemicals containing ether linkages that actually have been caused by contaminant peroxides and reactive oxygen compounds.

Original languageEnglish (US)
Pages (from-to)227-233
Number of pages7
JournalMutation Research - Fundamental and Molecular Mechanisms of Mutagenesis
Volume287
Issue number2
DOIs
StatePublished - Jan 1 1993

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Peroxides
Ether
Oxygen Compounds
High Pressure Liquid Chromatography
Water
Reverse-Phase Chromatography
Chloroform
Catalase
Methanol
Nitrogen

All Science Journal Classification (ASJC) codes

  • Molecular Biology
  • Genetics
  • Health, Toxicology and Mutagenesis

Cite this

Chen, Wei ; Lin, Jyh ming ; Reinhart, Lisa ; Weisburger, John H. / Mutagenic peroxides in diethyl ether. In: Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis. 1993 ; Vol. 287, No. 2. pp. 227-233.
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Mutagenic peroxides in diethyl ether. / Chen, Wei; Lin, Jyh ming; Reinhart, Lisa; Weisburger, John H.

In: Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis, Vol. 287, No. 2, 01.01.1993, p. 227-233.

Research output: Contribution to journalArticle

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AU - Chen, Wei

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AU - Reinhart, Lisa

AU - Weisburger, John H.

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N2 - Concentration of water-saturated commercial samples of diethyl ether by a stream of nitrogen yielded an aqueous residue mutagenic in S. typhimurium strains TA100 and TA102, but not TA1535. Reverse phase high-performance liquid chromatography resolved the mixture into 4 UV absorbing peaks, each of which was positive for peroxide and mutagenic in strain TA100 and TA102. One of these was identified as H2O2 based on HPLC retention time and sensitivity to decomposition by catalase, and another as 1-ethoxyethylhydroperoxide, based on its 1H-NMR spectrum. The mutagenic peroxides appeared to be stable in water between pH 3 and 6, but unstable above pH 7; they were less stable in methanol, acetonitrile, and least stable in chloroform, in which they partially decomposed after 24 h at 20°C. Generalization of the results suggests that adverse effects observed in vitro and in vivo with chemicals containing ether linkages that actually have been caused by contaminant peroxides and reactive oxygen compounds.

AB - Concentration of water-saturated commercial samples of diethyl ether by a stream of nitrogen yielded an aqueous residue mutagenic in S. typhimurium strains TA100 and TA102, but not TA1535. Reverse phase high-performance liquid chromatography resolved the mixture into 4 UV absorbing peaks, each of which was positive for peroxide and mutagenic in strain TA100 and TA102. One of these was identified as H2O2 based on HPLC retention time and sensitivity to decomposition by catalase, and another as 1-ethoxyethylhydroperoxide, based on its 1H-NMR spectrum. The mutagenic peroxides appeared to be stable in water between pH 3 and 6, but unstable above pH 7; they were less stable in methanol, acetonitrile, and least stable in chloroform, in which they partially decomposed after 24 h at 20°C. Generalization of the results suggests that adverse effects observed in vitro and in vivo with chemicals containing ether linkages that actually have been caused by contaminant peroxides and reactive oxygen compounds.

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