Lack of uniformity in the mutational spectra of chlorohydroxyfuranones in Salmonella typhimurium strain TA100

Mutagenesis. 1995 Jul;10(4):321-3. doi: 10.1093/mutage/10.4.321.

Abstract

The mutational specificity of three chlorohydroxyfuranones found in chlorinated drinking water, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), 3-chloro-4(chloromethyl)-5-hydroxy-2(5H)-furanone (CMCF) and 3,4-dichloro-5-hydroxy-2(5H)-furanone (mucochloric acid, MCA), was examined in Salmonella typhimurium strain TA100. DNA colony-hybridization of TA100 revertants showed that MX and CMCF both induced predominantly G:C-->T:A transversions (87 and 75% of total, respectively) with a 3:1 preference for the second position of the hisG46 (CCC) target codon. By contrast, MCA produced primarily G:C-->A:T transitions (66% of the total) with a 4:1 preference for the second position of the CCC codon. The mutational specificity of MCA is consistent with the idea that chloroacetaldehyde, a degradation product of MCA, is responsible for the observed mutations. The chemical mechanism by which either MX or CMCF induces G:C-->T:A transversions remains unknown.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Composition
  • Codon
  • DNA, Neoplasm / drug effects
  • DNA, Neoplasm / genetics
  • Dose-Response Relationship, Drug
  • Furans / toxicity*
  • Molecular Structure
  • Mutagenesis*
  • Mutagenicity Tests / methods*
  • Mutagens / toxicity*
  • Salmonella typhimurium / drug effects*
  • Structure-Activity Relationship

Substances

  • Codon
  • DNA, Neoplasm
  • Furans
  • Mutagens