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Title: Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges

Abstract

Naturally produced polybrominated diphenyl ethers (PBDEs) pervade the marine environment and structurally resemble toxic man-made brominated flame retardants. PBDEs bioaccumulate in marine animals and are likely transferred to the human food chain. However, the biogenic basis for PBDE production in one of their most prolific sources, marine sponges of the order Dysideidae, remains unidentified. Here, we report the discovery of PBDE biosynthetic gene clusters within sponge microbiome-associated cyanobacterial endosymbionts by employing an unbiased metagenome mining approach. By expression of PBDE biosynthetic genes in heterologous cyanobacterial hosts, we correlate the structural diversity of naturally produced PBDEs to modifications within PBDE biosynthetic gene clusters in multiple sponge holobionts. Our results establish the genetic and molecular foundation for the production of PBDEs in one of the most abundant natural sources of these molecules, further setting the stage for a metagenomic-based inventory of other PBDE sources in the marine environment.

Authors:
 [1];  [1]; ORCiD logo [1];  [1];  [1];  [1];  [2];  [2];  [1];  [3]; ORCiD logo [4];  [1];  [1]; ORCiD logo [1]
+ Show Author Affiliations
  1. Univ. of California, San Diego, CA (United States)
  2. Univ. of Utah, Salt Lake City, UT (United States)
  3. Smithsonian Marin Station, Fort Pierce, FL (United States)
  4. Univ. of Guam Marine Lab., Mangilao (Guam)
Publication Date:
Research Org.:
Univ. of California, San Diego, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1463262
Grant/Contract Number:  
EE0003373
Resource Type:
Accepted Manuscript
Journal Name:
Nature Chemical Biology
Additional Journal Information:
Journal Volume: 13; Journal Issue: 5; Journal ID: ISSN 1552-4450
Publisher:
Nature Publishing Group
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES

Citation Formats

Agarwal, Vinayak, Blanton, Jessica M., Podell, Sheila, Taton, Arnaud, Schorn, Michelle A., Busch, Julia, Lin, Zhenjian, Schmidt, Eric W., Jensen, Paul R., Paul, Valerie J., Biggs, Jason S., Golden, James W., Allen, Eric E., and Moore, Bradley S. Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges. United States: N. p., 2017. Web. doi:10.1038/NCHEMBIO.2330.
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Agarwal, Vinayak, Blanton, Jessica M., Podell, Sheila, Taton, Arnaud, Schorn, Michelle A., Busch, Julia, Lin, Zhenjian, Schmidt, Eric W., Jensen, Paul R., Paul, Valerie J., Biggs, Jason S., Golden, James W., Allen, Eric E., & Moore, Bradley S. Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges. United States. https://doi.org/10.1038/NCHEMBIO.2330
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Agarwal, Vinayak, Blanton, Jessica M., Podell, Sheila, Taton, Arnaud, Schorn, Michelle A., Busch, Julia, Lin, Zhenjian, Schmidt, Eric W., Jensen, Paul R., Paul, Valerie J., Biggs, Jason S., Golden, James W., Allen, Eric E., and Moore, Bradley S. Mon . "Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges". United States. https://doi.org/10.1038/NCHEMBIO.2330. https://www.osti.gov/servlets/purl/1463262.
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@article{osti_1463262,
title = {Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges},
author = {Agarwal, Vinayak and Blanton, Jessica M. and Podell, Sheila and Taton, Arnaud and Schorn, Michelle A. and Busch, Julia and Lin, Zhenjian and Schmidt, Eric W. and Jensen, Paul R. and Paul, Valerie J. and Biggs, Jason S. and Golden, James W. and Allen, Eric E. and Moore, Bradley S.},
abstractNote = {Naturally produced polybrominated diphenyl ethers (PBDEs) pervade the marine environment and structurally resemble toxic man-made brominated flame retardants. PBDEs bioaccumulate in marine animals and are likely transferred to the human food chain. However, the biogenic basis for PBDE production in one of their most prolific sources, marine sponges of the order Dysideidae, remains unidentified. Here, we report the discovery of PBDE biosynthetic gene clusters within sponge microbiome-associated cyanobacterial endosymbionts by employing an unbiased metagenome mining approach. By expression of PBDE biosynthetic genes in heterologous cyanobacterial hosts, we correlate the structural diversity of naturally produced PBDEs to modifications within PBDE biosynthetic gene clusters in multiple sponge holobionts. Our results establish the genetic and molecular foundation for the production of PBDEs in one of the most abundant natural sources of these molecules, further setting the stage for a metagenomic-based inventory of other PBDE sources in the marine environment.},
doi = {10.1038/NCHEMBIO.2330},
journal = {Nature Chemical Biology},
number = 5,
volume = 13,
place = {United States},
year = {Mon Mar 20 00:00:00 EDT 2017},
month = {Mon Mar 20 00:00:00 EDT 2017}
}
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https://doi.org/10.1038/NCHEMBIO.2330
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Cited by: 113 works
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Figures / Tables:

Figure 1 Figure 1: Synthetic and naturally occurring polyhalogenated molecules Structural similarity between (A) synthetic and (B) naturally produced marine halogenated phenolic toxins and pollutants.
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Works referenced in this record:

Hydroxylated Polybrominated Diphenyl Ethers in Paired Maternal and Cord Sera
journal, April 2013

  • Chen, Aimin; Park, June-Soo; Linderholm, Linda
  • Environmental Science & Technology, Vol. 47, Issue 8
  • DOI: 10.1021/es3046839

Effects of sponge secondary metabolites in different diets on feeding by three groups of consumers
journal, July 1994

  • Pennings, Steven C.; Pablo, Sonia R.; Paul, Valerie J.
  • Journal of Experimental Marine Biology and Ecology, Vol. 180, Issue 1
  • DOI: 10.1016/0022-0981(94)90083-3

Two Abundant Bioaccumulated Halogenated Compounds Are Natural Products
journal, February 2005

Sequence and mutational analysis of the devBCA gene cluster encoding a putative ABC transporter in the cyanobacterium Anabaena variabilis ATCC 29413
journal, October 1998

  • Fiedler, Gabriele; Arnold, Matthias; Maldener, Iris
  • Biochimica et Biophysica Acta (BBA) - Biomembranes, Vol. 1375, Issue 1-2
  • DOI: 10.1016/S0005-2736(98)00147-3

Approaches to identify, clone, and express symbiont bioactive metabolite genes
journal, January 2004

  • Hildebrand, Mark; Waggoner, Laura E.; Lim, Grace E.
  • Natural Product Reports, Vol. 21, Issue 1
  • DOI: 10.1039/b302336m

PyNAST: a flexible tool for aligning sequences to a template alignment
journal, November 2009

New polychlorinated amino acid derivatives from the marine sponge Dysidea herbacea
journal, November 1993

  • Unson, Mia D.; Rose, Charles B.; Faulkner, D. John
  • The Journal of Organic Chemistry, Vol. 58, Issue 23
  • DOI: 10.1021/jo00075a029

NMR Strategy for Unraveling Structures of Bioactive Sponge-Derived Oxy-polyhalogenated Diphenyl Ethers ⊥
journal, March 2009

  • Calcul, Laurent; Chow, Raymond; Oliver, Allen G.
  • Journal of Natural Products, Vol. 72, Issue 3
  • DOI: 10.1021/np800737z

Chapter 23 Cyanobactin Ribosomally Synthesized Peptides—A Case of Deep Metagenome Mining
book, January 2009

  • Schmidt, Eric W.; Donia, Mohamed S.
  • Complex Enzymes in Microbial Natural Product Biosynthesis, Part A: Overview Articles and Peptides
  • DOI: 10.1016/S0076-6879(09)04823-X

Patellamide A and C biosynthesis by a microcin-like pathway in Prochloron didemni, the cyanobacterial symbiont of Lissoclinum patella
journal, May 2005

  • Schmidt, E. W.; Nelson, J. T.; Rasko, D. A.
  • Proceedings of the National Academy of Sciences, Vol. 102, Issue 20
  • DOI: 10.1073/pnas.0501424102

Genome streamlining and chemical defense in a coral reef symbiosis
journal, November 2012

  • Kwan, J. C.; Donia, M. S.; Han, A. W.
  • Proceedings of the National Academy of Sciences, Vol. 109, Issue 50
  • DOI: 10.1073/pnas.1213820109

Bromination of phenols in bromoperoxidase-catalyzed oxidations
journal, November 2012

Nontargeted Biomonitoring of Halogenated Organic Compounds in Two Ecotypes of Bottlenose Dolphins ( Tursiops truncatus ) from the Southern California Bight
journal, January 2015

  • Shaul, Nellie J.; Dodder, Nathan G.; Aluwihare, Lihini I.
  • Environmental Science & Technology, Vol. 49, Issue 3
  • DOI: 10.1021/es505156q

Biosynthesis of coral settlement cue tetrabromopyrrole in marine bacteria by a uniquely adapted brominase–thioesterase enzyme pair
journal, March 2016

  • El Gamal, Abrahim; Agarwal, Vinayak; Diethelm, Stefan
  • Proceedings of the National Academy of Sciences, Vol. 113, Issue 14
  • DOI: 10.1073/pnas.1519695113

Enzymatic Reductive Dehalogenation Controls the Biosynthesis of Marine Bacterial Pyrroles
journal, September 2016

  • El Gamal, Abrahim; Agarwal, Vinayak; Rahman, Imran
  • Journal of the American Chemical Society, Vol. 138, Issue 40
  • DOI: 10.1021/jacs.6b08512

Assembly-Driven Community Genomics of a Hypersaline Microbial Ecosystem
journal, April 2013

Phylogeny and Systematics of Demospongiae in Light of New Small-Subunit Ribosomal DNA (18S) Sequences
journal, June 2013

  • Redmond, N. E.; Morrow, C. C.; Thacker, R. W.
  • Integrative and Comparative Biology, Vol. 53, Issue 3
  • DOI: 10.1093/icb/ict078

Speciation and Biosynthetic Variation in Four Dictyoceratid Sponges and Their Cyanobacterial Symbiont, Oscillatoria spongeliae
journal, March 2005

Specialized Techniques for Site-Directed Mutagenesis in Cyanobacteria
book, January 2007

Molecular Evidence for a Uniform Microbial Community in Sponges from Different Oceans
journal, September 2002

Enzymatic Synthesis of Polybrominated Dioxins from the Marine Environment
journal, July 2014

  • Agarwal, Vinayak; Moore, Bradley S.
  • ACS Chemical Biology, Vol. 9, Issue 9
  • DOI: 10.1021/cb5004338

Dioxins: An Overview and History †
journal, January 2011

  • Hites, Ronald A.
  • Environmental Science & Technology, Vol. 45, Issue 1
  • DOI: 10.1021/es1013664

Localization Studies of Bioactive Cyclic Peptides in the Ascidian Lissoclinum p atella
journal, May 2002

  • Salomon, Christine E.; Faulkner, D. John
  • Journal of Natural Products, Vol. 65, Issue 5
  • DOI: 10.1021/np010556f

Spongiadioxins A and B, Two New Polybrominated Dibenzo- p -dioxins from an Australian Marine Sponge Dysidea dendyi
journal, February 2001

  • Utkina, Natalia K.; Denisenko, Vladimir A.; Scholokova, Olga V.
  • Journal of Natural Products, Vol. 64, Issue 2
  • DOI: 10.1021/np0003544

Effects of depth and light on secondary metabolites and cyanobacterial symbionts of the sponge Dysidea granulosa
journal, January 2004

Genomic insights into the marine sponge microbiome
journal, July 2012

  • Hentschel, Ute; Piel, Jörn; Degnan, Sandie M.
  • Nature Reviews Microbiology, Vol. 10, Issue 9
  • DOI: 10.1038/nrmicro2839

The SILVA ribosomal RNA gene database project: improved data processing and web-based tools
journal, November 2012

  • Quast, Christian; Pruesse, Elmar; Yilmaz, Pelin
  • Nucleic Acids Research, Vol. 41, Issue D1
  • DOI: 10.1093/nar/gks1219

Regulation of Gene Expression in Diverse Cyanobacterial Species by Using Theophylline-Responsive Riboswitches
journal, August 2014

  • Ma, Amy T.; Schmidt, Calvin M.; Golden, James W.
  • Applied and Environmental Microbiology, Vol. 80, Issue 21
  • DOI: 10.1128/AEM.01697-14

Investigation of Oscillatoria spongeliae-Dominated Bacterial Communities in Four Dictyoceratid Sponges
journal, November 2005

Complexity of Naturally Produced Polybrominated Diphenyl Ethers Revealed via Mass Spectrometry
journal, January 2015

  • Agarwal, Vinayak; Li, Jie; Rahman, Imran
  • Environmental Science & Technology, Vol. 49, Issue 3
  • DOI: 10.1021/es505440j

Polybrominated diphenyl ethers from Dysidea herbacea, Dysidea chlorea and Phyllospongia foliascens
journal, January 1981

Broad-host-range vector system for synthetic biology and biotechnology in cyanobacteria
journal, July 2014

  • Taton, Arnaud; Unglaub, Federico; Wright, Nicole E.
  • Nucleic Acids Research, Vol. 42, Issue 17
  • DOI: 10.1093/nar/gku673

Evolution, radiation and chemotaxonomy of Lamellodysidea, a demosponge genus with anti-plasmodial metabolites
journal, February 2012

Two New Minor Polybrominated Dibenzo- p -dioxins from the Marine Sponge Dysidea dendyi
journal, August 2002

  • Utkina, Natalia K.; Denisenko, Vladimir A.; Virovaya, Marina V.
  • Journal of Natural Products, Vol. 65, Issue 8
  • DOI: 10.1021/np0106438

Sponge halogenated natural products found at parts-per-million levels in marine mammals
journal, October 2002

  • Vetter, Walter; Stoll, Elke; Garson, Mary J.
  • Environmental Toxicology and Chemistry, Vol. 21, Issue 10
  • DOI: 10.1002/etc.5620211002

Fast gapped-read alignment with Bowtie 2
journal, March 2012

  • Langmead, Ben; Salzberg, Steven L.
  • Nature Methods, Vol. 9, Issue 4
  • DOI: 10.1038/nmeth.1923

Identification, Quantification, and Synthesis of a Novel Dimethoxylated Polybrominated Biphenyl in Marine Mammals Caught Off the Coast of Japan
journal, November 2005

  • Marsh, GÖran; Athanasiadou, Maria; Athanassiadis, Ioannis
  • Environmental Science & Technology, Vol. 39, Issue 22
  • DOI: 10.1021/es051153v

Polyketide assembly lines of uncultivated sponge symbionts from structure-based gene targeting
journal, May 2009

  • Fisch, Katja M.; Gurgui, Cristian; Heycke, Nina
  • Nature Chemical Biology, Vol. 5, Issue 7
  • DOI: 10.1038/nchembio.176

Differential abundance analysis for microbial marker-gene surveys
journal, September 2013

  • Paulson, Joseph N.; Stine, O. Colin; Bravo, Héctor Corrada
  • Nature Methods, Vol. 10, Issue 12
  • DOI: 10.1038/nmeth.2658

Vanadate-dependent bromoperoxidases from Ascophyllum nodosum in the synthesis of brominated phenols and pyrroles
journal, January 2013

  • Wischang, Diana; Radlow, Madlen; Hartung, Jens
  • Dalton Transactions, Vol. 42, Issue 33
  • DOI: 10.1039/c3dt51582f

Hydroxylated and methoxylated polybrominated diphenyl ethers in blood plasma of humans in Hong Kong
journal, October 2012

Hydroxylated Polybrominated Diphenyl Ethers and Bisphenol A in Pregnant Women and Their Matching Fetuses: Placental Transfer and Potential Risks
journal, July 2010

  • Wan, Yi; Choi, Kyungho; Kim, Sunmi
  • Environmental Science & Technology, Vol. 44, Issue 13
  • DOI: 10.1021/es1002764

Biosynthesis of polybrominated aromatic organic compounds by marine bacteria
journal, June 2014

  • Agarwal, Vinayak; El Gamal, Abrahim A.; Yamanaka, Kazuya
  • Nature Chemical Biology, Vol. 10, Issue 8
  • DOI: 10.1038/nchembio.1564

Isolation of Oscillatoria spongeliae, the filamentous cyanobacterial symbiont of the marine sponge Dysidea herbacea
journal, April 1994

  • Hinde, R.; Pironet, F.; Borowitzka, M. A.
  • Marine Biology, Vol. 119, Issue 1
  • DOI: 10.1007/BF00350111

Computational approaches to natural product discovery
journal, August 2015

  • Medema, Marnix H.; Fischbach, Michael A.
  • Nature Chemical Biology, Vol. 11, Issue 9
  • DOI: 10.1038/nchembio.1884

Host specificity of the symbiotic cyanobacterium Oscillatoria spongeliae in marine sponges, Dysidea spp.
journal, February 2003

Biosynthetic origin of natural products isolated from marine microorganism-invertebrate assemblages
journal, February 2008

  • Simmons, T. L.; Coates, R. C.; Clark, B. R.
  • Proceedings of the National Academy of Sciences, Vol. 105, Issue 12
  • DOI: 10.1073/pnas.0709851105

The Sequence Alignment/Map format and SAMtools
journal, June 2009

Approaches to Identify, Clone, and Express Symbiont Bioactive Metabolite Genes
journal, April 2004

  • Hildebrand, Mark; Waggoner, Laura E.; Lim, Grace E.
  • ChemInform, Vol. 35, Issue 17
  • DOI: 10.1002/chin.200417288

Analysis of immune, microbiota and metabolome maturation in infants in a clinical trial of Lactobacillus paracasei CBA L74-fermented formula
journal, June 2020

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    Microbial and Functional Biodiversity Patterns in Sponges that Accumulate Bromopyrrole Alkaloids Suggest Horizontal Gene Transfer of Halogenase Genes
    journal, March 2018

    • Rua, Cintia P. J.; de Oliveira, Louisi S.; Froes, Adriana
    • Microbial Ecology, Vol. 76, Issue 3
    • DOI: 10.1007/s00248-018-1172-6

    Localized production of defence chemicals by intracellular symbionts of Haliclona sponges
    journal, April 2019

    • Tianero, Ma. Diarey; Balaich, Jared N.; Donia, Mohamed S.
    • Nature Microbiology, Vol. 4, Issue 7
    • DOI: 10.1038/s41564-019-0415-8

    A computational framework to explore large-scale biosynthetic diversity
    journal, November 2019

    • Navarro-Muñoz, Jorge C.; Selem-Mojica, Nelly; Mullowney, Michael W.
    • Nature Chemical Biology, Vol. 16, Issue 1
    • DOI: 10.1038/s41589-019-0400-9

    The chemical cue tetrabromopyrrole induces rapid cellular stress and mortality in phytoplankton
    journal, October 2018

    • Whalen, Kristen E.; Kirby, Christopher; Nicholson, Russell M.
    • Scientific Reports, Vol. 8, Issue 1
    • DOI: 10.1038/s41598-018-33945-3

    Parallel lives of symbionts and hosts: chemical mutualism in marine animals
    journal, January 2018

    • Morita, Maho; Schmidt, Eric W.
    • Natural Product Reports, Vol. 35, Issue 4
    • DOI: 10.1039/c7np00053g

    Heterologous expression of bacterial natural product biosynthetic pathways
    journal, January 2019

    • Huo, Liujie; Hug, Joachim J.; Fu, Chengzhang
    • Natural Product Reports, Vol. 36, Issue 10
    • DOI: 10.1039/c8np00091c

    Sponge-derived polybrominated diphenyl ethers and dibenzo- p -dioxins, irreversible inhibitors of the bacterial α- d -galactosidase
    journal, January 2019

    • Utkina, Natalia K.; Likhatskaya, Galina N.; Balabanova, Larisa A.
    • Environmental Science: Processes & Impacts, Vol. 21, Issue 10
    • DOI: 10.1039/c9em00301k

    Genetic platforms for heterologous expression of microbial natural products
    journal, January 2019

    • Zhang, Jia Jia; Tang, Xiaoyu; Moore, Bradley S.
    • Natural Product Reports, Vol. 36, Issue 9
    • DOI: 10.1039/c9np00025a

    Single-bacterial genomics validates rich and varied specialized metabolism of uncultivated Entotheonella sponge symbionts
    journal, February 2018

    • Mori, Tetsushi; Cahn, Jackson K. B.; Wilson, Micheal C.
    • Proceedings of the National Academy of Sciences, Vol. 115, Issue 8
    • DOI: 10.1073/pnas.1715496115

    Chemical Ecology of Marine Sponges: New Opportunities through “-Omics”
    journal, April 2019

    • Paul, Valerie J.; Freeman, Christopher J.; Agarwal, Vinayak
    • Integrative and Comparative Biology, Vol. 59, Issue 4
    • DOI: 10.1093/icb/icz014

    antiSMASH 5.0: updates to the secondary metabolite genome mining pipeline
    journal, April 2019

    • Blin, Kai; Shaw, Simon; Steinke, Katharina
    • Nucleic Acids Research, Vol. 47, Issue W1
    • DOI: 10.1093/nar/gkz310

    Discovery of a polybrominated aromatic secondary metabolite from a planctomycete points at an ambivalent interaction with its macroalgae host
    posted_content, August 2019

    • Panter, Fabian; Garcia, Ronald; Thewes, Angela
    • ACS Chemical Biology
    • DOI: 10.1101/723874

    Organohalide respiration in pristine environments: implications for the natural halogen cycle: Organohalide respiration in pristine environments
    journal, December 2017

    • Atashgahi, Siavash; Häggblom, Max M.; Smidt, Hauke
    • Environmental Microbiology, Vol. 20, Issue 3
    • DOI: 10.1111/1462-2920.14016

    Diversity and distribution of the bmp gene cluster and its Polybrominated products in the genus Pseudoalteromonas
    journal, February 2019

    • Busch, Julia; Agarwal, Vinayak; Schorn, Michelle
    • Environmental Microbiology, Vol. 21, Issue 5
    • DOI: 10.1111/1462-2920.14532

    Characterization of a thaumarchaeal symbiont that drives incomplete nitrification in the tropical sponge Ianthella basta
    journal, July 2019

    • Moeller, Florian U.; Webster, Nicole S.; Herbold, Craig W.
    • Environmental Microbiology, Vol. 21, Issue 10
    • DOI: 10.1111/1462-2920.14732

    Comparative Genomics of Cyanobacterial Symbionts Reveals Distinct, Specialized Metabolism in Tropical Dysideidae Sponges
    journal, May 2019

    • Schorn, Michelle A.; Jordan, Peter A.; Podell, Sheila
    • mBio, Vol. 10, Issue 3
    • DOI: 10.1128/mbio.00821-19

    A genomic view of trophic and metabolic diversity in clade-specific Lamellodysidea sponge microbiomes
    journal, June 2020

    Flux, Impact, and Fate of Halogenated Xenobiotic Compounds in the Gut
    journal, July 2018

    An Overview on Marine Sponge-Symbiotic Bacteria as Unexhausted Sources for Natural Product Discovery
    journal, September 2017

    • Brinkmann, Candice; Marker, Amberlee; Kurtböke, D.
    • Diversity, Vol. 9, Issue 4, p. 40
    • DOI: 10.3390/d9040040

    Epigenetic Effects of Polybrominated Diphenyl Ethers on Human Health
    journal, July 2019

    • Poston, Robert G.; Saha, Ramendra N.
    • International Journal of Environmental Research and Public Health, Vol. 16, Issue 15
    • DOI: 10.3390/ijerph16152703

    Marine Natural Products
    journal, May 2004

    • Blunt, John W.; Copp, Brent R.; Munro, Murray H. G.
    • ChemInform, Vol. 35, Issue 20
    • DOI: 10.1002/chin.200420237

    Epigenetic Effects of Polybrominated Diphenyl Ethers on Human Health
    posted_content, July 2019

    Heterologous expression of bacterial natural product biosynthetic pathways
    collection, January 2019

    • Huo, Liujie; Hug, Joachim Josef; Fu, Chengzhang
    • Universität des Saarlandes
    • DOI: 10.22028/d291-29377

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    Discovery of a polybrominated aromatic secondary metabolite from a planctomycete points at an ambivalent interaction with its macroalgae host
    collection, January 2019

    • Panter, Fabian; Garcia, Ronald; Thewes, Angela
    • Universität des Saarlandes
    • DOI: 10.22028/d291-28547

    Marine natural products
    journal, January 2020

    • Carroll, Anthony R.; Copp, Brent R.; Davis, Rohan A.
    • Natural Product Reports, Vol. 37, Issue 2
    • DOI: 10.1039/c9np00069k
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