Evidence map›Paper›PMID 27347911›Full record

ArticleMolecules (Basel, Switzerland)2016

Activating and Attenuating the Amicoumacin Antibiotics.

Hyun Bong Park, Corey E Perez, Elena Kim Perry, Jason M Crawford

Open access · goldAbstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.

0numbers the graph read from it
0cells of the map it votes in
32citing papers in PubMed
5.1field-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

32 citing papers in PubMed, 52 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Amicoumacins produced by the native citrus microbiome isolateApplied and environmental microbiology · 2025
    Article
  5. Article
  6. Animal Microbiomes as a Source of Novel Antibiotic-Producing Strains.International journal of molecular sciences · 2023
    Review
  7. Review
  8. Antibiotics (Basel, Switzerland) · 2023
    Article
  9. Review
  10. Article
  11. Article
  12. Life (Basel, Switzerland) · 2022
    Review
  13. Article
  14. Review
  15. Deep Functional Profiling of Wild Animal Microbiomes Reveals ProbioticInternational journal of molecular sciences · 2022
    Article
  16. AntimicrobialAntibiotics (Basel, Switzerland) · 2022
    Review
  17. Article
  18. A Conserved Nonribosomal Peptide Synthetase inJournal of natural products · 2021
    Article
  19. Article
  20. Article
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

4 authors at 1 institution in 1 country.

Hyun Bong ParkDepartment of Chemistry, Yale University, New Haven, CT 06520, USA. hyunbong.park@yale.edu.
Corey E PerezDepartment of Chemistry, Yale University, New Haven, CT 06520, USA. corey.perez@yale.edu.
Elena Kim PerryChemical Biology Institute, Yale University, West Haven, CT 06516, USA. e.kim.perry@gmail.com.
Jason M CrawfordDepartment of Chemistry, Yale University, New Haven, CT 06520, USA. jason.crawford@yale.edu.
Yale University · US

Funding

Cryptic gut bacterial metabolites that regulate colorectal cancer formationDP2CA186575 · NCI · YALE UNIVERSITY · PI CRAWFORD, JASON MICHAEL · 2013 to 2013
$2.5M
Ecological triggers to exploit antibiotic and virulence factor regulationR00GM097096 · NIGMS · YALE UNIVERSITY · PI CRAWFORD, JASON MICHAEL · 2012 to 2014
$721k
NCI NIH HHS DP2 CA186575NIGMS NIH HHS R00 GM097096
6 · The paper itself

Abstract

The amicoumacins belong to a class of dihydroisocoumarin natural products and display antibacterial, antifungal, anticancer, and anti-inflammatory activities. Amicoumacins are the pro-drug activation products of a bacterial nonribosomal peptide-polyketide hybrid biosynthetic pathway and have been isolated from Gram-positive Bacillus and Nocardia species. Here, we report the stimulation of a "cryptic" amicoumacin pathway in the entomopathogenic Gram-negative bacterium Xenorhabdus bovienii, a strain not previously known to produce amicoumacins. X. bovienii participates in a multi-lateral symbiosis where it is pathogenic to insects and mutualistic to its Steinernema nematode host. Waxmoth larvae are common prey of the X. bovienii-Steinernema pair. Employing a medium designed to mimic the amino acid content of the waxmoth circulatory fluid led to the detection and characterization of amicoumacins in X. bovienii. The chemical structures of the amicoumacins were supported by 2D-NMR, HR-ESI-QTOF-MS, tandem MS, and polarimeter spectral data. A comparative gene cluster analysis of the identified X. bovienii amicoumacin pathway to that of the Bacillus subtilis amicoumacin pathway and the structurally-related Xenorhabdus nematophila xenocoumacin pathway is presented. The X. bovienii pathway encodes an acetyltransferase not found in the other reported pathways, which leads to a series of N-acetyl-amicoumacins that lack antibacterial activity. N-acetylation of amicoumacin was validated through in vitro protein biochemical studies, and the impact of N-acylation on amicoumacin's mode of action was examined through ribosomal structural analyses.

Indexed as

Anti-Bacterial AgentsBacteriaCoumarinsMetabolomicsMicrobial Sensitivity TestsModels, MolecularMolecular ConformationMolecular StructureMultigene FamilyProtein BindingRibosomesSecondary MetabolismXenorhabdusAnti-Bacterial AgentsCoumarinsbiosynthesisgenome mininginsect pathogenisocoumarinnatural productorphan pathway

Identifiers

PMID27347911
PMCPMC5055758
OpenAlexW2462908446

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.