Evidence map›Paper›PMID 19514719›Full record

ArticleJournal of the American Chemical Society2009

Escherichia coli allows efficient modular incorporation of newly isolated quinomycin biosynthetic enzyme into echinomycin biosynthetic pathway for rational design and synthesis of potent antibiotic unnatural natural product.

Kenji Watanabe, Kinya Hotta, Mino Nakaya, Alex P Praseuth, Clay C C Wang, Daiki Inada, Kosaku Takahashi, Eri Fukushi, Hiroki Oguri, Hideaki Oikawa

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.

0numbers the graph read from it
0cells of the map it votes in
23citing papers in PubMed
3.2field-weighted citation impact, top 9% 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

23 citing papers in PubMed, 59 citations in OpenAlex.

  1. Review
  2. Natural product reports · 2023
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  4. Cobalamin-Dependent RadicalACS bio & med chem Au · 2022
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  5. Structure of a BNature · 2022
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  6. Article
  7. Biomolecules · 2020
    Article
  8. Review
  9. Article
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  11. Review
  12. Article
  13. Consecutive radical S-adenosylmethionine methylations form the ethyl side chain in thienamycin biosynthesis.Proceedings of the National Academy of Sciences of the United States of America · 2015
    Article
  14. Article
  15. Review
  16. Radical SAM-mediated methylation reactions.Current opinion in chemical biology · 2013
    Review
  17. Article
  18. Article
  19. Review
  20. 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

10 authors at 1 institution in 1 country.

Kenji WatanabeResearch Core for Interdisciplinary Sciences, Okayama University, Okayama 700-8530, Japan. kenji55@cc.okayama-u.ac.jp
Kinya Hotta
Mino Nakaya
Alex P Praseuth
Clay C C Wang
Daiki Inada
Kosaku Takahashi
Eri Fukushi
Hiroki Oguri
Hideaki Oikawa
Okayama University · JP

Funding

Platforms for nonribosomal peptide manipulation(RMI)R01GM075857 · NIGMS · UNIVERSITY OF SOUTHERN CALIFORNIA · PI WANG, CLAY C · 2005 to 2007
$834k
NIGMS NIH HHS GM 075857-01NIGMS NIH HHS R01 GM075857
6 · The paper itself

Abstract

Natural products display impressive activities against a wide range of targets, including viruses, microbes, and tumors. However, their clinical use is hampered frequently by their scarcity and undesirable toxicity. Not only can engineering Escherichia coli for plasmid-based pharmacophore biosynthesis offer alternative means of simple and easily scalable production of valuable yet hard-to-obtain compounds, but also carries a potential for providing a straightforward and efficient means of preparing natural product analogs. The quinomycin family of nonribosomal peptides, including echinomycin, triostin A, and SW-163s, are important secondary metabolites imparting antibiotic antitumor activity via DNA bisintercalation. Previously we have shown the production of echinomycin and triostin A in E. coli using our convenient and modular plasmid system to introduce these heterologous biosynthetic pathways into E. coli. However, we have yet to develop a novel biosynthetic pathway capable of producing bioactive unnatural natural products in E. coli. Here we report an identification of a new gene cluster responsible for the biosynthesis of SW-163s that involves previously unknown biosynthesis of (+)-(1S, 2S)-norcoronamic acid and generation of aliphatic side chains of various sizes via iterative methylation of an unactivated carbon center. Substituting an echinomycin biosynthetic gene with a gene from the newly identified SW-163 biosynthetic gene cluster, we were able to rationally re-engineer the plasmid-based echinomycin biosynthetic pathway for the production of a novel bioactive compound in E. coli.

Indexed as

Anti-Bacterial AgentsBacillus subtilisBiosynthetic PathwaysEchinomycinEscherichia coliEscherichia coli ProteinsGenes, BacterialMultigene FamilyStreptomycesAnti-Bacterial AgentsEchinomycinEscherichia coli Proteins

Identifiers

PMID19514719
PMCPMC2757413
OpenAlexW2085950639

What OpenQuestion holds

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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.