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Environmental behavior of the chiral herbicide haloxyfop. 2. Unchanged enantiomer composition in blackgrass (Alopecurus myosuroides) and garden cress (Lepidium sativum)
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[1] Buerge, Ignaz J.
[2] Bächli, Astrid
[3] Heller, Werner E.
[4] Keller, Martina
[5] Poiger, Thomas
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Haloxyfop-methyl is a chiral herbicide against grasses in dicotyledonous crops. In plants and soil;
haloxyfop-methyl is rapidly hydrolyzed to haloxyfop-acid;
whose R-enantiomer carries the actual herbicidal activity. In soil;
S-haloxyfop-acid is converted within less than 1 day and almost completely into R-haloxyfop-acid. In this study;
we investigated the possible interconversion of the enantiomers of haloxyfop-methyl and haloxyfop-acid in blackgrass and garden cress. Racemic or enantiopure haloxyfop-methyl was applied to the leaves of plants grown in agar. The metabolism was followed during 4 days using enantioselective GC-MS. In contrast to soils;
no interconversion was observed in plants;
and metabolism was nonenantioselective. These findings are consistent with the fact that after pre-emergence application to soil and uptake by roots;
the observed herbicidal effect is basically independent of the enantiomer composition of the applied substance;
whereas after postemergence application;
the efficacy clearly is different for the two enantiomers. © 2015 American Chemical Society;
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