Evidence map›Paper›PMID 25934627›Full record

ArticleApplied and environmental microbiology2015

Acute Limonene Toxicity in Escherichia coli Is Caused by Limonene Hydroperoxide and Alleviated by a Point Mutation in Alkyl Hydroperoxidase AhpC.

Victor Chubukov, Florence Mingardon, Wendy Schackwitz, Edward E K Baidoo, Jorge Alonso-Gutierrez, Qijun Hu, Taek Soon Lee, Jay D Keasling, Aindrila Mukhopadhyay

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In one paragraph

Article in Applied and environmental microbiology, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 28 papers.

0numbers the graph read from it
0cells of the map it votes in
28citing papers in PubMed
–field-weighted citation impact
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

28 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Review
  5. Article
  6. Pharmaceutics · 2023
    Article
  7. Article
  8. Review
  9. Article
  10. Microbial valorization of underutilized and nonconventional waste streams.Journal of industrial microbiology & biotechnology · 2022
    Review
  11. Article
  12. Review
  13. Efficient Synthesis of (Frontiers in bioengineering and biotechnology · 2022
    Article
  14. Article
  15. Article
  16. Review
  17. A Gram-Scale Limonene Production Process with EngineeredMolecules (Basel, Switzerland) · 2020
    Article
  18. Review
  19. Article
  20. Cell-free biosynthesis of limonene using enzyme-enrichedSynthetic biology (Oxford, England) · 2019
    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

9 authors.

Victor ChubukovJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA.
Florence MingardonTotal New Energies USA, Inc., Emeryville, California, USA.
Wendy SchackwitzJoint Genome Institute, Walnut Creek, California, USA.
Edward E K BaidooJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA.
Jorge Alonso-GutierrezJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA.
Qijun HuJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA Department of Bioengineering, University of California, Berkeley, California, USA.
Taek Soon LeeJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA.
Jay D KeaslingJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA Department of Bioengineering, University of California, Berkeley, California, USA Department of Chemical & Biomolecular Engineering, University of California, Berkeley, California, USA.
Aindrila MukhopadhyayJoint BioEnergy Institute, Emeryville, California, USA Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, California, USA amukhopadhyay@lbl.gov.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Limonene, a major component of citrus peel oil, has a number of applications related to microbiology. The antimicrobial properties of limonene make it a popular disinfectant and food preservative, while its potential as a biofuel component has made it the target of renewable production efforts through microbial metabolic engineering. For both applications, an understanding of microbial sensitivity or tolerance to limonene is crucial, but the mechanism of limonene toxicity remains enigmatic. In this study, we characterized a limonene-tolerant strain of Escherichia coli and found a mutation in ahpC, encoding alkyl hydroperoxidase, which alleviated limonene toxicity. We show that the acute toxicity previously attributed to limonene is largely due to the common oxidation product limonene hydroperoxide, which forms spontaneously in aerobic environments. The mutant AhpC protein with an L-to-Q change at position 177 (AhpC(L177Q)) was able to alleviate this toxicity by reducing the hydroperoxide to a more benign compound. We show that the degree of limonene toxicity is a function of its oxidation level and that nonoxidized limonene has relatively little toxicity to wild-type E. coli cells. Our results have implications for both the renewable production of limonene and the applications of limonene as an antimicrobial.

Indexed as

Point MutationCyclohexenesEscherichia coliEscherichia coli ProteinsHydrogen PeroxideLimonenePeroxiredoxinsTerpenesahpC protein, E coliCyclohexenesEscherichia coli ProteinsHydrogen PeroxideLimonenePeroxiredoxinsTerpenes

Identifiers

PMID25934627
PMCPMC4551201

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Registered trials

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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.