In the follow-up studies on environmental fate of cyclodiene pesticides, the chiral
insecticide bromocyclen has also been investigated with respect to its enantiomeric
distribution patterns (Pfaffenberger et al. 1994a, b; Bethan et al. 1996, 1997;
Fidalgo-Used et al. 2008). Since this substance possesses neither a plane nor a centre
of symmetry and, therefore, it exists in two enantiomeric forms (Fig. 8.16).
cGC conditions: 30-m fused silica capillary column coated with 50% (w/w)
heptakis(6-O-tert-butyldimethylsilyl-2,3-O-methyl)-β-cyclodextrin
and
50%
OV-1701. Column temperature program: initial 333K, increased at 10K/min to
413 K, 40 min isothermal; carrier gas: H 2 (60 kPA); on-column injection,
ECD-detection; from (Pfaffenberger et al. 1994a, b).
Due to its very low mammalian toxicity, in Europe bromocyclen is still used
against ectoparasites for the treatment of domestic animals. In 1992, Rimkus and
Wolf were the first to report about the contamination of both German and imported
Fig. 8.16 Enantiomer
separation of bromocyclen
extracted from fish samples:
(a) Standard solution; (b)
rainbow trout from a Danish
fish farm
8.2 Transformation/Accumulation of Chiral Xenobiotics in Higher Organisms
155
insecticide bromocyclen has also been investigated with respect to its enantiomeric
distribution patterns (Pfaffenberger et al. 1994a, b; Bethan et al. 1996, 1997;
Fidalgo-Used et al. 2008). Since this substance possesses neither a plane nor a centre
of symmetry and, therefore, it exists in two enantiomeric forms (Fig. 8.16).
cGC conditions: 30-m fused silica capillary column coated with 50% (w/w)
heptakis(6-O-tert-butyldimethylsilyl-2,3-O-methyl)-β-cyclodextrin
and
50%
OV-1701. Column temperature program: initial 333K, increased at 10K/min to
413 K, 40 min isothermal; carrier gas: H 2 (60 kPA); on-column injection,
ECD-detection; from (Pfaffenberger et al. 1994a, b).
Due to its very low mammalian toxicity, in Europe bromocyclen is still used
against ectoparasites for the treatment of domestic animals. In 1992, Rimkus and
Wolf were the first to report about the contamination of both German and imported
Fig. 8.16 Enantiomer
separation of bromocyclen
extracted from fish samples:
(a) Standard solution; (b)
rainbow trout from a Danish
fish farm
8.2 Transformation/Accumulation of Chiral Xenobiotics in Higher Organisms
155