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Stereoselective degradation of benalaxyl in tomato, tobacco, sugar beet, capsicum, and soil
Author(s) -
Gu Xu,
Wang Peng,
Liu Donghui,
Lv Chunguang,
Lu Yuele,
Zhou Zhiqiang
Publication year - 2008
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20504
Subject(s) - chemistry , stereoselectivity , enantiomer , sugar beet , chirality (physics) , residue (chemistry) , chromatography , organic chemistry , horticulture , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , biology , quark , catalysis
The stereoselective degradation of the racemic benalaxyl in vegetables such as tomato, tobacco, sugar beet, capsicum, and the soil has been investigated. The two enantiomers of benalaxyl in the matrix were extracted by organic solvent and determined by validated chiral high‐performance liquid chromatography with a cellulose‐tris‐(3, 5‐dimethylphenylcarbamate)‐based chiral column. Rac ‐benalaxyl was fortified into the soil and foliar applied to vegetables. The assay method was linear over a range of concentrations (0.5–50 μg ml −1 ) and the mean recoveries in all the samples were more than 70% for the two enantiomers. The limit of detection for both enantiomers was 0.05 μg g −1 . The results in soil showed that R ‐(−)‐enantiomer dissipated faster than S ‐(+)‐enantiomer and the stereoselectivity might be caused by microorganisms. In tomato, tobacco, sugar, beet, and capsicum plants, there was significantly stereoselective metabolism. The preferential absorption and degradation of S ‐(+)‐enantiomer resulted an enrichment of the R ‐(−)‐enantiomer residue in all the vegetables. Chirality, 2008. © 2007 Wiley‐Liss, Inc.