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Quantitative structure-activity relationships for the mutagenicity of propylene oxides with Salmonella (1993)

Abstract
A quantitative structure-activity relationship approach was used to investigate the mutagenicity of a series of seventeen-monosubstituted propylene oxides in Salmonella typhimurium strains TA100 and TA1535. Mutagenicity in strain TA100, using a liquid suspension assay, was found to correlate with chemical reactivity, as measured by the rates of reaction with two model bionucleophiles, nicotinamide and 4-(4-nitrobenzyl)pyridine. However, since the reactivity of three of the epoxides did not correlate to their Taft [sigma]* values, as a measure of the electronic effects of substituent groups, neither was their mutagenicity predicted by this substituent constant. The relative mutagenicity for the propylene oxides was different in the liquid suspension assay than that determined by the standard plate incorporation assay and also differed between the two bacterial strains. The assay differences were attributed to epoxide stability. The differences between strains was observed to be due to the response of the error-prone repair system, found only in TA100, to the stronger alkylating agents.. Peer Reviewed. http://deepblue.lib.umich.edu/bitstream/2027.42/30853/1/0000515.pdf

Publication details
Download , http://www.sciencedirect.com/science/article/B73FB-474X50M-G/2/2eaee7860af72b5167411acde88622e9
http://hdl.handle.net/2027.42/30853
http://www.ncbi.nlm.nih.gov/sites/entrez?cmd=retrieve&db=pubmed&list_uids=7680427&dopt=citation
Publisher Elsevier
Contributors College of Pharmacy, University of Michigan, Ann Arbor, MI 48109-1065, USA, College of Pharmacy, University of Michigan, Ann Arbor, MI 48109-1065, USA, College of Pharmacy, University of Michigan, Ann Arbor, MI 48109-1065, USA
Repository University of Michigan (United States)
Keywords Molecular, Cellular and Developmental Biology, Genetics, Biological Chemistry, Science, Health Sciences
Language English

Cited publications (4)
Comparative Studies of Monoepoxides as Inducers of Reverse Mutations in Neurospora
Mutagenicity of aryl propylene and butylene oxides with Salmonella (1987)
Mutagenicity of aromatic glycidyl ethers with Salmonella (1988)
Mutagenicity of aliphatic epoxides (1978)