Biosynthesis of fomannoxin in the root rotting pathogen Heterobasidion occidentale

David Hansson1, Audrius Menkis, Ke Olson

  • 1Department of Chemistry, Uppsala BioCenter, Swedish University of Agricultural Sciences, P.O. Box 7015, SE-75007 Uppsala, Sweden.

Phytochemistry
|September 18, 2012
PubMed

Insights

Researchers investigated the biosynthesis of fomannoxin, a compound linked to the fungal pathogen Heterobasidion annosum. The study revealed fomannoxin

Area of Science:

  • Mycology
  • Natural Product Biosynthesis
  • Biochemistry

Background:

  • Fomannoxin is a benzohydrofuran implicated in the pathogenicity of Heterobasidion annosum.
  • Understanding its biosynthesis is crucial for comprehending fungal virulence.

Purpose of the Study:

  • To elucidate the biosynthetic pathway of fomannoxin.
  • To identify key intermediates in fomannoxin production by H. annosum.

Main Methods:

  • Isotopic enrichment study using [1-¹³C]glucose as a metabolic tracer.
  • Carbon-13 Nuclear Magnetic Resonance (¹³C NMR) spectroscopy for analyzing labeling patterns.
  • Isolation and characterization of natural products.

Main Results:

  • The isoprene unit of fomannoxin originates from the mevalonic acid pathway.
  • The aromatic moiety is synthesized via the shikimic acid pathway, involving pyruvate elimination from chorismic acid.
  • A novel intermediate, 4-hydroxy-3-(3-methylbut-2-enyl)benzaldehyde, was identified.

Conclusions:

  • The study clarifies the distinct origins of fomannoxin's structural components.
  • Identified intermediate provides insight into the biosynthesis of fomannoxin and related metabolites in H. annosum.
  • Findings contribute to understanding secondary metabolism in plant-pathogenic fungi.

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