Partitioning of polychlorinated biphenyls in octanol/water, triolein/water, and membrane/water systems

The use of the octanol/water partition constant (Kow) as a surrogate parameter for lipid/water partitioning of persistent organic pollutants (POPs) was reassessed by comparing the measured Kow of 12 selected polychlorinated biphenyl congeners (PCBs) with partition constants in triolein/water (Ktw) and membrane/water (Kmw) systems. Kow and Ktw were measured by the slow-stirring method. Kmw was measured by an adaptation of the slow-stirring method using suspensions of phosphatidylcholine and phosphatidylserine liposomes. Partitioning of POPs to octanol, triolein, and liposomes is similar but not equal. The log-log correlation for Kow and Ktw is excellent (r2 = 0.982) and that for Kow and Kmw is somewhat weaker (r2 = 0.856). Ktw values are greater than Kow by a factor of 1.6. Kmw of some PCB congeners exceed both Kow and Ktw by an order of magnitude. The differences are attributed to different PCB activity coefficients in the different lipid phases. The results imply that Kow can be used as a reasonable conservative estimate of lipid/water partitioning. But the observed differences between Kow and Kmw also indicate that using Kow to predict accumulation of POPs, particularly highly hydrophobic ones, in the polar lipids of organisms will underestimate their concentrations at equilibrium.