Evidence map›Paper›PMID 26769357›Full record

ArticleChembiochem : a European journal of chemical biology2016

The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide.

Matthew J Bertin, Alexandra Vulpanovici, Emily A Monroe, Anton Korobeynikov, David H Sherman, Lena Gerwick, William H Gerwick

Open access · greenAbstract read
In one paragraph

Article in Chembiochem : a European journal of chemical biology, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing papers in PubMed
4.8field-weighted citation impact, top 5% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

17 citing papers in PubMed, 42 citations in OpenAlex.

  1. Article
  2. Article
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  4. Evolution-guided engineering ofScience (New York, N.Y.) · 2024
    Article
  5. Enzymatic Halogenation of Terminal Alkynes.Journal of the American Chemical Society · 2023
    Article
  6. Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Article
  13. A Polyketide Synthase Component for Oxygen Insertion into Polyketide Backbones.Angewandte Chemie (International ed. in English) · 2018
    Article
  14. Article
  15. Article
  16. Polyketide stereocontrol: a study in chemical biology.Beilstein journal of organic chemistry · 2017
    Review
  17. Integrating mass spectrometry and genomics for cyanobacterial metabolite discovery.Journal of industrial microbiology & biotechnology · 2016
    Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors at 5 institutions in 2 countries.

Matthew J BertinCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, 9500 Gilman Drive, MC 0212, La Jolla, CA, 92093, USA.
Alexandra VulpanoviciDepartment of Biochemistry and Biophysics, Oregon State University, 2011 Agricultural and Life Sciences, 2750 SW Campus Way, Corvallis, OR, 97331, USA.
Emily A MonroeDepartment of Biology, William Paterson University, 300 Pompton Road, Wayne, NJ, 07470, USA.
Anton KorobeynikovThe Center for Algorithmic Biotechnology, Department of Statistical Modeling, St. Petersburg State University, Universitetskiy 28, Stary Peterhof, St. Petersburg, 198504, Russia.
David H ShermanLife Sciences Institute, Department of Medicinal Chemistry, Department of Chemistry, Department of Microbiology and Immunology, University of Michigan, 4008 Life Sciences Institute, 210 Washtenaw Avenue, Ann Arbor, MI, 48109, USA.
Lena GerwickCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, 9500 Gilman Drive, MC 0212, La Jolla, CA, 92093, USA.
William H GerwickCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, 9500 Gilman Drive, MC 0212, La Jolla, CA, 92093, USA) address. wgerwick@ucsd.edu.
University of California, San Diego · USOregon State University · USSt Petersburg University · RUUniversity of Michigan–Ann Arbor · USWilliam Paterson University · US

Funding

Unified Computation Tools for Natural Products ResearchR01GM107550 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI COTTRELL, GARRISON W, GERWICK, WILLIAM HENRY · 2013 to 2025
$8.2M
Biosynthetic Analysis of Marine Cyanobacterial PathwaysR01CA108874 · NCI · UNIVERSITY OF MICHIGAN AT ANN ARBOR · PI GERWICK, WILLIAM HENRY, SHERMAN, DAVID H · 2006 to 2015
$3.4M
TRAINING IN NEUROSCIENCE RELATED TO DRUG ABUSET32DA007315 · NIDA · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI HOOK, VIVIAN Y. H · 2000 to 2013
$2.7M
NCI NIH HHS NIH CA108874NCI NIH HHS R01 CA108874NIDA NIH HHS NRSA 5T32 DA 7315-11NIDA NIH HHS T32 DA007315NIGMS NIH HHS NIH GM107550NIGMS NIH HHS R01 GM107550
6 · The paper itself

Abstract

Phormidolide is a polyketide produced by a cultured filamentous marine cyanobacterium and incorporates a 16-membered macrolactone. Its complex structure is recognizably derived from a polyketide synthase pathway, but possesses unique and intriguing structural features that prompted interest in investigating its biosynthetic origin. Stable isotope incorporation experiments confirmed the polyketide nature of this compound. We further characterized the phormidolide gene cluster (phm) through genome sequencing followed by bioinformatic analysis. Two discrete trans-type acyltransferase (trans-AT) ORFs along with KS-AT adaptor regions (ATd) within the polyketide synthase (PKS) megasynthases, suggest that the phormidolide gene cluster is a trans-AT PKS. Insights gained from analysis of the mode of acetate incorporation and ensuing keto reduction prompted our reevaluation of the stereochemistry of phormidolide hydroxy groups located along the linear polyketide chain.

Indexed as

Computational BiologyMacrolidesMultigene FamilyPolyketide SynthasesAcyltransferasesAmino Acid SequenceConserved SequenceCyanobacteriaSequence AlignmentAcyltransferasesMacrolidesphormidolidePolyketide Synthasesbiosynthesismacrolactonesphormidolidepolyketide synthasetrans-AT

Identifiers

PMID26769357
PMCPMC4878910
OpenAlexW2175772286

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.