Ganey and Boyd (2005) used the bioremediation of polychlorinated biphenyls (PCBs) as an example, which was an excellent choice. However, the subject of metabolism of the PCB bioremediation metabolites should also be considered. As chlorines are removed by bioremediation, the less-chlorinated products could be more readily metabolized by many species exposed to the bioremediated material. That is, less-heavily chlorinated products (or intermediates) of bioremediation may be less toxic because of shorter half-lives due to metabolism. This phenomenon can be exemplified by work we conducted years ago at Michigan State University. We showed that 3,4,3',4'-tetrabromobiphenyl was less toxic than 3,4,5,3',4',5'-hexabromobiphenyl, even though it was bound at higher affinity by the dioxin receptors because it was more readily metabolized and eliminated (Millis et al. 1985).
Commercial preparations contain few or no strictly coplanar PCB or polybrominated biphenyl congeners. This fact does not seem to be appreciated, and the impression is sometimes given that those very toxic congeners are in the environment. In fact, the coplanar polyhalogenated biphenyls probably receive way too much attention, most likely because they were used rather extensively in research; however, they were used only as model toxic congeners. The synthesis of strictly coplanar halogenated biphenyls (i.e., 3,4,3',4'-PCB) is much different from that of the commercial preparations (which was by simple halogenation of biphenyl). Phenyl is strongly ortha-para directing, leading to non-coplanar halogenated biphenyls. The initial para and/or ortho halogenation makes for an even stronger ortho-para directive. Thus, the major components will be non-coplanar halobiphenyls. Only very small amounts of single ortho halobiphenyls can be found in commercial mixtures, and these mixtures are quite ineffective in eliciting effects associated with binding by the dioxin receptor.
The author declares he has no competing financial interests.
Steven D. Aust
Chemistry and Biochemistry Department
Utah State University
Editor's note: In accordance with journal policy, Ganey and Boyd were asked whether they wanted to respond to this letter, but they chose not to do so.
Ganey PE, Boyd SA. 2005. An approach to evaluation of the effect of bioremediation on biological activity of environmental contaminants: dechlorination of polychlorinated biphenyls. Environ Health Perspect 113:180-185.
Millis CD, Mills RA, Sleight SD, Aust SD. 1985. Toxicity of 3,4,5,3',4',5'-hexabrominated biphenyl and 3,4,3',4'-tetrabrominated biphenyl. Toxicol Appl Pharmacol 78:88-95.
|Printer friendly Cite/link Email Feedback|
|Title Annotation:||Perspectives / Correspondence|
|Author:||Aust, Steven D.|
|Publication:||Environmental Health Perspectives|
|Date:||Jul 1, 2005|
|Next Article:||The shape of food allergenicity.|