Evidence map›Paper›PMID 26013201›Full record

ArticleScientific reports2015

Depsipeptide Intermediates Interrogate Proposed Biosynthesis of Cereulide, the Emetic Toxin of Bacillus cereus.

Sandra Marxen, Timo D Stark, Andrea Rütschle, Genia Lücking, Elrike Frenzel, Siegfried Scherer, Monika Ehling-Schulz, Thomas Hofmann

Open access · goldAbstract read
In one paragraph

Article in Scientific reports, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing papers in PubMed
2.0field-weighted citation impact, top 14% 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

18 citing papers in PubMed, 38 citations in OpenAlex.

  1. Article
  2. Cereulide and EmeticFoods (Basel, Switzerland) · 2023
    Review
  3. Genomic characterization ofFrontiers in microbiology · 2023
    Article
  4. Molecules (Basel, Switzerland) · 2022
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Review
  11. TheMicrobiology spectrum · 2019
    Review
  12. Article
  13. Article
  14. Article
  15. Article
  16. Temperature Exerts Control ofFrontiers in microbiology · 2016
    Article
  17. Article
  18. 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

8 authors at 4 institutions in 3 countries.

Sandra MarxenChair of Food Chemistry and Molecular Sensory Science, Technische Universität München, Lise-Meitner-Straße 34, Freising, 85354, Germany.
Timo D StarkChair of Food Chemistry and Molecular Sensory Science, Technische Universität München, Lise-Meitner-Straße 34, Freising, 85354, Germany.
Andrea RütschleDepartment of Microbiology, Central Institute for Food and Nutrition Research, Technische Universität München, Freising, 85350.
Genia LückingDepartment of Microbiology, Central Institute for Food and Nutrition Research, Technische Universität München, Freising, 85350.
Elrike FrenzelInstitute of Microbiology Department of Pathobiology, Functional Microbiology, University of Veterinary Medicine Vienna, Vienna, 1210, Austria.
Siegfried SchererDepartment of Microbiology, Central Institute for Food and Nutrition Research, Technische Universität München, Freising, 85350.
Monika Ehling-SchulzInstitute of Microbiology Department of Pathobiology, Functional Microbiology, University of Veterinary Medicine Vienna, Vienna, 1210, Austria.
Thomas HofmannChair of Food Chemistry and Molecular Sensory Science, Technische Universität München, Lise-Meitner-Straße 34, Freising, 85354, Germany.
Technical University of Munich · DELeibniz-Institute for Food Systems Biology at the Technical University of Munich · DEUniversity of Veterinary Medicine Vienna · ATFood & Nutrition · NL

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Cereulide and isocereulides A-G are biosynthesized as emetic toxins by Bacillus cereus via a non-ribosomal peptide synthetase (NRPS) called Ces. Although a thiotemplate mechanisms involving cyclo-trimerization of ready-made D-O-Leu-D-Ala-L-O-Val-L-Val via a thioesterase (TE) domain is proposed for cereulide biosynthesis, the exact mechanism is far from being understood. UPLC-TOF MS analysis of B. cereus strains in combination with (13)C-labeling experiments now revealed tetra-, octa-, and dodecapeptides of a different sequence, namely (L-O-Val-L-Val-D-O-Leu-D-Ala)1-3, as intermediates of cereulide biosynthesis. Surprisingly, also di-, hexa-, and decadepsipeptides were identified which, together with the structures of the previously reported isocereulides E, F, and G, do not correlate to the currently proposed mechanism for cereulide biosynthesis and violate the canonical NRPS biosynthetic logic. UPLC-TOF MS metabolite analysis and bioinformatic gene cluster analysis highlighted dipeptides rather than single amino or hydroxy acids as the basic modules in tetradepsipeptide assembly and proposed the CesA C-terminal C* domain and the CesB C-terminal TE domain to function as a cooperative esterification and depsipeptide elongation center repeatedly recruiting the action of the C* domain to oligomerize tetradepsipeptides prior to the release of cereulide from the TE domain by macrocyclization.

Indexed as

Amino Acid SequenceBacillus cereusBacterial ProteinsCarbon IsotopesChromatography, High Pressure LiquidCyclizationDepsipeptidesMolecular Sequence DataMultigene FamilyPeptide SynthasesProtein Structure, TertiarySequence AlignmentSpectrometry, Mass, Electrospray IonizationBacterial ProteinsCarbon IsotopescereulideDepsipeptidesnon-ribosomal peptide synthasePeptide Synthases

Identifiers

PMID26013201
PMCPMC4445039
OpenAlexW366609761

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.