title: Unusual polar metabolites in the groundwater of a contaminated waste site indicate a new pathway of mononitrotoluene transformation.
abstract: At a mononitrotoluene-contaminated waste disposal site, the groundwater was screened for polar transformation products of mononitrotoluenes, by means of HPLC-MS, HPLC-NMR and further off-line NMR and MS techniques. Besides expected metabolites such as aminotoluenes (ATs) and nitrobenzoic acids (NBAs), three unknowns (di- and tetrahydro-derivatives of (2-oxo-quinolin-3-yl) acetic acid) could be identified which, in the context of explosives and related compounds, are new metabolites. Evidence could be provided by microcosm experiments with 2-nitrotoluene (2-NT) that these metabolites are microbial transformation products of 2-NT under anaerobic conditions. The NMR and MS data are presented and the possible pathway for the formation of these metabolites after addition of 2-NT to fumarate is discussed.
authors.affiliation: Fraunhofer Institute of Toxicology and Experimental Medicine Hannover, Germany. alfred.preiss@item.fraunhofer.de
authors.forename: Alfred
authors.initials: A
authors.lastname: Preiss
authors.forename: Edith
authors.initials: E
authors.lastname: Berger-Preiss
authors.forename: Manfred
authors.initials: M
authors.lastname: Elend
authors.forename: Anne-Kirsten
authors.initials: AK
authors.lastname: Reineke
authors.forename: Juliane
authors.initials: J
authors.lastname: Hollender
mesh_terms: D002851:Chromatography, High Pressure Liquid; D053834:Explosive Agents / Q000032:analysis / Q000378:metabolism; D060587:Groundwater / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009579:Nitrobenzoates / Q000737:chemistry; D012037:Refuse Disposal; D012989:Soil Pollutants / Q000032:analysis / Q000378:metabolism*; D014050:Toluene / Q000031:analogs & derivatives / Q000737:chemistry; D014052:Toluidines / Q000737:chemistry
chemical_list: D053834:Explosive Agents; D009579:Nitrobenzoates; D012989:Soil Pollutants; D014052:Toluidines; D014050:Toluene; C029955:2-nitrotoluene