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Hewitt L.M., K.R. Munkittrick, I.M. Scott, J.H. Carey, K.R. Solomon, and M.R. Servos,
1995. Use of an MFO-Directed Toxicity Identification Evaluation to Isolate and
Characterize Bioactive Impurities from a Lampricide Formulation. University of Guelph
Reprinted from Environmental Toxicology & Chemistry (1996) 15 (6): 894-905
Use of an MFO-Directed Toxicity Identification Evaluation to Isolate and
Characterize Bioactive Impurities from a Lampricide Formulation
Abstract
Recently, a held formulation of the lampricide containing 3-trifluoromethyl-4-nitrophenol
(TFM) was identified as a potent inducer of mixed-function oxygenase (MFO) detoxification
enzymes in fish. It was further shown that induction was not associated with primary
formulation ingredients. Using a toxicity identification evaluation (TIE) approach based
on rainbow trout hepatic ,MFO activity, the TFM field formulation was investigated to
isolate the compound(s) responsible for induction. Solid phase extraction and
reverse-phase high-pressure liquid chromatography (HPLC) isolated activity in two distinct
fractions. which were profiled by gas chromatography-high-resolution mass spectrometry.
The major constituents in both fractions were confirmed by synthesis as
nitro-trifluoromethyl-, and/or chloro-substituted diphenyl ethers. However. fish exposures
to the pure compounds failed to cause MFO induction. After further fractionations by HPLC,
induction was determined in three new subfractions. Confident identification of a
chloro-nitro-trifluoromethyl-substituted dibenzo-p-dioxin has been made in two of these
fractions. Although the specific chemicals responsible for induction have not been
confirmed, a suite of impurities including chloro-. and/or nitro-. and/or trifluoromethyl
substituted phenols, diphenyl ethers. and dibenzo-p-dioxins have been identified in the
formulation. It IS likely that these materials originate during industrial synthesis of
TFM. These findings suggest that additional structurally related impurities UC also
present in this formulation.
Contact: L. Mark Hewitt, Dept. of Environmental Biology,
Univ. of Guelph, Guelph, ON
NAG 2W1
Keywords: Sea_lamprey, Chemical_control, Prevention
Product Type: Research, Control
User Type: Resource_management
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