Complexity of naturally produced polybrominated diphenyl ethers revealed via mass spectrometry

TitleComplexity of naturally produced polybrominated diphenyl ethers revealed via mass spectrometry
Publication TypeJournal Article
Year of Publication2015
AuthorsAgarwal V., Li J., Rahman I., Borgen M., Aluwihare LI, Biggs J.S, Paul VJ, Moore BS
JournalEnvironmental Science & Technology
Volume49
Pagination1339-1346
Date Published2015/02
Type of ArticleArticle
ISBN Number0013-936X
Accession NumberWOS:000349060300014
Keywordsanalogs; biosynthesis; halogenation; identification; inhibitors; marine sponge; metabolites; oh-pbdes; quantification; vanadium bromoperoxidase
Abstract

Polybrominated diphenyl ethers (PBDEs) are persistent and bioaccumulative anthropogenic and natural chemicals that are broadly distributed in the marine environment. PBDEs are potentially toxic due to inhibition of various mammalian signaling pathways and enzymatic reactions. PBDE isoforms vary in toxicity in accordance with structural differences, primarily in the number and pattern of hydroxyl moieties afforded upon a conserved core structure. Over four decades of isolation and discovery-based efforts have established an impressive repertoire of natural PBDEs. Based on our recent reports describing the bacterial biosyntheses of PBDEs, we predicted the presence of additional classes of PBDEs to those previously identified from marine sources. Using mass spectrometry and NMR spectroscopy, we now establish the existence of new structural classes of PBDEs in marine sponges. Our findings expand the chemical space explored by naturally produced PBDEs, which may inform future environmental toxicology studies. Furthermore, we provide evidence for iodinated PBDEs and direct attention toward the contribution of promiscuous halogenating enzymes in further expanding the diversity of these polyhalogenated marine natural products.

DOI10.1021/es505440j
Short TitleEnviron. Sci. Technol.
Student Publication: 
No
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