title: Amylenes do not lead to bacterial mutagenicity in contrast to structurally related epoxides.
abstract: Amylenes are unsaturated hydrocarbons (C5H10), such as 1-pentene, 2-pentene, 2-methyl-but-1-en (3-methyl-1-butene), 2-methyl-but-2-en (isopentene), and 3-methyl-but-1-en. We investigated bacterial mutagenicity of 1-pentene, 2-pentene, and 3-methyl-but-1-en in the Ames test. 2-Pentene was investigated as racemate and as pure diastereomers. We included the methyltransferase deficient Salmonella Typhimurium strain YG7108 and the application of a gas-tight preincubation to reduce the risk of false negative results. 1,2-Epoxypentane which may arise from 1-pentene was used as positive control. None of the investigated amylenes showed mutagenic effects, whereas 1,2-epoxypentane was mutagenic exceeding 100 μ g per plate. An exceptional high reverse mutation in the negative control plates in the experiments with 1,2-epoxypentane was obviously caused by evaporation into the incubator which was shown by placing the control plates in a separate apparatus. No differences were seen upon use of YG7108 and its parent strain TA1535. In conclusion, 1,2-epoxypentane is most probably not a substrate of the deleted bacterial methyltransferases. The comparison of the bacterial mutagenicity of the investigated amylenes and 1,2-epoxipentane suggests that epoxidation of amylenes in the S9-mix does not proceed effectively or is counterbalanced by detoxifying reactions. The assessment of mutagenic effects of short chained aliphatic epoxides can be underestimated due to the evaporation of these compounds.
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Götz A
authors: GA
authors: Westphal
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Carolin
authors: C
authors: Tüshaus
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Christian
authors: C
authors: Monsé
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Nina
authors: N
authors: Rosenkranz
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Thomas
authors: T
authors: Brüning
authors: IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
authors: Jürgen
authors: J
authors: Bünger
mesh_terms: D000475:Alkenes / Q000633:toxicity*; D004852:Epoxy Compounds / Q000633:toxicity*; D009153:Mutagens / Q000633:toxicity*; D009154:Mutation / Q000187:drug effects*; D012486:Salmonella typhimurium / Q000187:drug effects*
chemical_list: D000475:Alkenes; D004852:Epoxy Compounds; D009153:Mutagens