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ACS Chem Biol. 2014 Sep 19;9(9):1980-4. doi: 10.1021/cb5004338. Epub 2014 Jul 28.

Enzymatic synthesis of polybrominated dioxins from the marine environment.

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  • 1Center for Oceans and Human Health, Scripps Institution of Oceanography and ‡Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California , San Diego, California 92093, United States.

Abstract

Polyhalogenated dibenzo-p-dioxins are arguably among the most toxic molecules known to man. In addition to anthropogenic sources, marine invertebrates also harbor polybrominated dibenzo-p-dioxins of as yet unknown biogenic origin. Here, we report that the bmp gene locus in marine bacteria, a recently characterized source of polybrominated diphenyl ethers, can also synthesize dibenzo-p-dioxins by employing different phenolic initiator molecules. Our findings also diversify the structural classes of diphenyl ethers accessed by the bmp biosynthetic pathway. This report lays the biochemical foundation of a likely biogenetic origin of dibenzo-p-dioxins present in the marine metabolome and greatly expands the toxicity potential of marine derived polyhaloganated natural products.

PMID:
25061970
[PubMed - indexed for MEDLINE]
PMCID:
PMC4168793
Free PMC Article
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