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Investigation on the chemical structure of nonextractable residues of the fungicide cyprodinil in spring wheat using 13C-C1-Phenyl-Cyprodinil on 13C-depleted plants

An alternative approach to investigate nonextractable residues
: Ertunc, T.; Schmidt, B.; Kühn, H.; Bertmer, M.; Schäffer, A.


Journal of environmental science and health. Part B, pesticides, food contaminants, and agricultural wastes 39 (2004), No.5-6, pp.689-707
ISSN: 0360-1234
Journal Article
Fraunhofer IME ()
cyprodinil; non-extractable residue; cell wall fractionation

13C-labelled cyprodinil was applied on 13C-depleted wheat plants with 27-fold field application rate. A control experiment applying same amounts of 14C-cyprodinil showed that main portions of the residues were detected in the cellulose (15% NER), hemicellulose (28.3% NER), and lignin fraction (23.3% NER). 16.7% were detected in water soluble polymers, 6% in both, pectin and protein fraction, and 4% in the starch containing fraction. Free cyprodinil was detectable by TLC in all fractions except lignin. A direct characterization of the residues in vivo by CP-MAS was not successful. Cell wall fractions were further analysed by liquid state NMR to determine the structure of the mobilized highly polymer/polar residues: Within lignin, where most of the residues were located at field application rate, neither intact cyprodinil nor its metabolites could not be detected. The 13C-label introduced was probably incorporated in the polymer as natural lignin monomers and thus are not considered as bound residues according to IUPAC definition.