Evidence map›Paper›PMID 21048708›Full record

ArticleNature2010

Integrating carbon-halogen bond formation into medicinal plant metabolism.

Weerawat Runguphan, Xudong Qu, Sarah E O'Connor

Abstract read
In one paragraph

Article in Nature, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 72 papers.

0numbers the graph read from it
0cells of the map it votes in
72citing papers in PubMed
22.8field-weighted citation impact, top 1% 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

72 citing papers in PubMed, 223 citations in OpenAlex.

  1. Article
  2. Cinchona alkaloid scaffold decoded.Plant communications · 2026
    Article
  3. Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Review
  9. Advances in the Study of Halogenated Natural Products.Current topics in medicinal chemistry · 2025
    Review
  10. Article
  11. Article
  12. Article
  13. Review
  14. Article
  15. Article
  16. Article
  17. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  18. Review
  19. Review
  20. Article

12 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

3 authors at 1 institution in 2 countries.

Weerawat RunguphanDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Xudong Qu
Sarah E O'Connor
Massachusetts Institute of Technology · US

Funding

Early Steps in Alkaloid BiosynthesisR01GM074820 · NIGMS · UNIVERSITY OF EAST ANGLIA · PI O'CONNOR, SARAH E · 2007 to 2011
$1.5M
NIGMS NIH HHS GM074820NIGMS NIH HHS R01 GM074820
6 · The paper itself

Abstract

Halogenation, which was once considered a rare occurrence in nature, has now been observed in many natural product biosynthetic pathways. However, only a small fraction of halogenated compounds have been isolated from terrestrial plants. Given the impact that halogenation can have on the biological activity of natural products, we reasoned that the introduction of halides into medicinal plant metabolism would provide the opportunity to rationally bioengineer a broad variety of novel plant products with altered, and perhaps improved, pharmacological properties. Here we report that chlorination biosynthetic machinery from soil bacteria can be successfully introduced into the medicinal plant Catharanthus roseus (Madagascar periwinkle). These prokaryotic halogenases function within the context of the plant cell to generate chlorinated tryptophan, which is then shuttled into monoterpene indole alkaloid metabolism to yield chlorinated alkaloids. A new functional group-a halide-is thereby introduced into the complex metabolism of C. roseus, and is incorporated in a predictable and regioselective manner onto the plant alkaloid products. Medicinal plants, despite their genetic and developmental complexity, therefore seem to be a viable platform for synthetic biology efforts.

Indexed as

Aromatic-L-Amino-Acid DecarboxylasesBacterial ProteinsBiological ProductsBiotechnologyCarbonCatharanthusChlorineHalogenationHeterocyclic Compounds, 4 or More RingsIndole AlkaloidsMonoterpenesPlant RootsPlants, Genetically ModifiedPlants, MedicinalRhizobiumSecologanin Tryptamine Alkaloids19,20-dihydroakuammicineAromatic-L-Amino-Acid DecarboxylasesBacterial ProteinsBiological ProductsCarbonChlorineHeterocyclic Compounds, 4 or More RingsIndole AlkaloidsMonoterpenesraubasineSecologanin Tryptamine AlkaloidsTryptophan

Identifiers

PMID21048708
PMCPMC3058899
OpenAlexW2028778151

What OpenQuestion holds

Textmetadata
LicenceTDM
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.