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Identification and quantification of the Ames mutagenic compound 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone and of its geometric isomer (E)-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid in chlorine-treated humic water and drinking water extracts

Journal Article · · Environ. Sci. Technol.; (United States)
DOI:https://doi.org/10.1021/es00174a016· OSTI ID:6143020
; ; ;
Mutagenic compounds in XAD extracts of chlorinated humic water were separated in two stages of fractionation by reversed-phase high-performance liquid chromatography. Analyses of mutagenic fractions by gas chromatography/mass spectroscopy resulted in the identification of the strong Ames mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and its geometric isomer (E)-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid (E-MX). Both compounds were also detected in extracts of chlorinated drinking waters. MX accounted for 50-100% of the activity of extracts of chlorinated humic water and for 20-50% of the activity of extracts of drinking water. E-MX exhibited at most one-tenth of the MX mutagenicity and accounted for 2% or less of the activity of the extracts of drinking water. However, because of the poor reproducibility of E-MX mutagenicity tests and the ability of the compound to isomerize the MX, there is uncertainty about the significance of E-MX in chlorinated waters.
Research Organization:
Univ. of Abo Akademi (Finland)
OSTI ID:
6143020
Journal Information:
Environ. Sci. Technol.; (United States), Journal Name: Environ. Sci. Technol.; (United States) Vol. 22:9; ISSN ESTHA
Country of Publication:
United States
Language:
English

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Related Subjects

520200 -- Environment
Aquatic-- Chemicals Monitoring & Transport-- (-1989)
54 ENVIRONMENTAL SCIENCES
560300* -- Chemicals Metabolism & Toxicology
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
BACTERIA
CHEMICAL REACTIONS
CHLORINATION
CHROMATOGRAPHY
DRINKING WATER
FRACTIONATION
GAS CHROMATOGRAPHY
HALOGENATION
HYDROGEN COMPOUNDS
LIQUID COLUMN CHROMATOGRAPHY
MASS SPECTROSCOPY
MICROORGANISMS
MUTAGEN SCREENING
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
OXYGEN COMPOUNDS
SALMONELLA
SCREENING
SEPARATION PROCESSES
SPECTROSCOPY
TOXICITY
WATER