Polychlorinated dibenzofuran (PCDF) binding to the Ah receptor(s) and associated enzyme induction. Theoretical model based on molecular parameters

A model based on dispersion interactions previously developed to interpret cytosol receptor (Ah receptor)-PCB binding data is applied to PCDFs and extended to interpret associated monooxygenase induction potencies (AHH and EROD activities). The essential parameters in the model are the PCDF polarizability and the PCDF to receptor separation distance. An empirical relationship based on solvent accessible polar surface area is used to estimate the solvation contribution to the binding free energy. Considerations of PCDF solubility and desolvation energy in the assay are suggested as possible refinements of the model which may improve predictive ability. PCDF binding and enzyme induction potencies are seen to increase with increasing polarizability which is controlled to a large extent by the number of chlorine substituents.

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