Evidence map›Paper›PMID 30405138›Full record

ArticleNature communications2018

Kauniolide synthase is a P450 with unusual hydroxylation and cyclization-elimination activity.

Qing Liu, Arman Beyraghdar Kashkooli, David Manzano, Irini Pateraki, Lea Richard, Pim Kolkman, Maria Fátima Lucas, Victor Guallar, Ric C H de Vos, Maurice C R Franssen and 2 more

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing papers in PubMed
1.3field-weighted citation impact, top 19% 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

21 citing papers in PubMed, 37 citations in OpenAlex.

  1. Article
  2. Review
  3. Metabolic engineering inaBIOTECH · 2025
    Review
  4. Review
  5. Plant sesquiterpene lactones.Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2024
    Review
  6. Review
  7. Plant terpene specialized metabolism: complex networks or simple linear pathways?The Plant journal : for cell and molecular biology · 2023
    Review
  8. Article
  9. Article
  10. Article
  11. Article
  12. Biotransformation of (-)-α-Bisabolol byMolecules (Basel, Switzerland) · 2022
    Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Review
  18. Review
  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

12 authors at 6 institutions in 3 countries.

Qing LiuLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands.
Arman Beyraghdar KashkooliLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands. arman.beyraghdarkashkooli@wur.nl.
David ManzanoPlant Metabolism and Metabolic Engineering Program, Centre for Research in Agricultural Genomics (CRAG) (CSIC-IRTA-UAB-UB), 08193, Barcelona, Spain.
Irini PaterakiDepartment of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, Frederiksberg, 1871, Denmark.ORCID http://orcid.org/0000-0002-7526-2334
Lea RichardLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands.
Pim KolkmanLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands.
Maria Fátima LucasBarcelona Supercomputing Center (BSC), C/ Jordi Girona 29, 08034, Barcelona, Spain.
Victor GuallarBarcelona Supercomputing Center (BSC), C/ Jordi Girona 29, 08034, Barcelona, Spain.
Ric C H de VosWageningen Plant Research, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands.
Maurice C R FranssenLaboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708 WE, Wageningen, The Netherlands.
Alexander van der KrolLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands.ORCID http://orcid.org/0000-0001-6585-7572
Harro BouwmeesterLaboratory of Plant Physiology, Wageningen University and Research, Droevendaalsesteeg 1, 6708 PB, Wageningen, The Netherlands. h.j.bouwmeester@uva.nl.ORCID http://orcid.org/0000-0003-0907-2732
Wageningen University & Research · NLUniversity of Copenhagen · DKBarcelona Supercomputing Center · ESCenter for Research in Agricultural Genomics · ESGraduate School Experimental Plant Sciences · NLInstitució Catalana de Recerca i Estudis Avançats · ES

Funding

European Commission (EC) 227448
6 · The paper itself

Abstract

Guaianolides are an important class of sesquiterpene lactones with unique biological and pharmaceutical properties. They have been postulated to be derived from germacranolides, but for years no progress has been made in the elucidation of their biosynthesis that requires an unknown cyclization mechanism. Here we demonstrate the isolation and characterization of a cytochrome P450 from feverfew (Tanacetum parthenium), kauniolide synthase. Kauniolide synthase catalyses the formation of the guaianolide kauniolide from the germacranolide substrate costunolide. Unlike most cytochrome P450s, kauniolide synthase combines stereoselective hydroxylation of costunolide at the C3 position, with water elimination, cyclization and regioselective deprotonation. This unique mechanism of action is supported by in silico modelling and docking experiments. The full kauniolide biosynthesis pathway is reconstructed in the heterologous hosts Nicotiana benthamiana and yeast, paving the way for biotechnological production of guaianolide-type sesquiterpene lactones.

Indexed as

Biosynthetic PathwaysCyclizationCytochrome P-450 Enzyme SystemHydroxylationLactonesMolecular Docking SimulationNicotianaSaccharomyces cerevisiaeSesquiterpenesTanacetumcostunolideCytochrome P-450 Enzyme SystemLactonesparthenolideSesquiterpenes

Identifiers

PMID30405138
PMCPMC6220293
OpenAlexW2898765856

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.