870 PCBs AND ASSOCIATED AROMATICS
FIGURE 12 Mono-ortho-chlorobiphenyls.
FIGURE 11
Ah receptor with much lower affinity, but elicit dioxin-like
responses. The di-ortho-coplanar PCBs are very insoluble
so that receptor-binding activity cannot be readily measured,
but at sufficiently high doses, dioxin-like responses have
been observed. PCB congeners which lack a para-chloro
substituent also produce weak dioxin-like effects.
The main mechanism of PCB metabolism in birds
and mammals involves the insertion of oxygen into two
adjacent carbon atoms on the ring by hepatic microsomal
oxidases (HMOs) to form a transient arene oxide inter-
mediate which then becomes degraded to hydroxylated
PCBs. For example, the metabolism of 4,4’dichlorobiphenyl
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