Westphal Götz A, Tüshaus Carolin, Monsé Christian, Rosenkranz Nina, Brüning Thomas, Bünger Jürgen
IPA-Institute for Prevention and Occupational Medicine of the German Social Accident Insurance, Ruhr-Universität Bochum, 44789 Bochum, Germany.
Biomed Res Int. 2014;2014:592434. doi: 10.1155/2014/592434. Epub 2014 Jan 6.
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.
戊烯是不饱和烃（C5H10），如1-戊烯、2-戊烯、2-甲基-1-丁烯（3-甲基-1-丁烯）、2-甲基-2-丁烯（异戊烯）和3-甲基-1-丁烯。我们在艾姆斯试验中研究了1-戊烯、2-戊烯和3-甲基-1-丁烯的细菌诱变性。对2-戊烯进行了外消旋体和纯非对映异构体的研究。我们纳入了甲基转移酶缺陷型鼠伤寒沙门氏菌菌株YG7108，并采用气密预孵育以降低假阴性结果的风险。可能由1-戊烯产生的1,2-环氧戊烷用作阳性对照。所研究的戊烯均未显示诱变性，而1,2-环氧戊烷每平板的诱变性超过100μg。在1,2-环氧戊烷实验中，阴性对照平板出现异常高的回复突变，显然是由于蒸发到培养箱中，将对照平板放置在单独的仪器中证实了这一点。使用YG7108及其亲本菌株TA1535时未观察到差异。总之，1,2-环氧戊烷很可能不是缺失的细菌甲基转移酶的底物。所研究的戊烯与1,2-环氧戊烷的细菌诱变性比较表明，S9混合物中戊烯的环氧化反应不能有效进行，或被解毒反应抵消。由于这些化合物的蒸发，短链脂肪族环氧化物的诱变性评估可能被低估。
