Related Experiment Video
Updated: May 18, 2026

Quantification of Fungal Colonization, Sporogenesis, and Production of Mycotoxins Using Kernel Bioassays
Published on: April 23, 2012
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.
Abstract:
Fomannoxin is a biologically active benzohydrofuran, which has been suggested to be involved in the pathogenicity of the root rotting fungus Heterobasidion annosum sensu lato. The biosynthesis of fomannoxin was investigated through an isotopic enrichment study utilizing [1-¹³C]glucose as metabolic tracer. ¹³C NMR spectroscopic analysis revealed the labeling pattern and showed that the isoprene building block originates from the mevalonic acid pathway, whereas the aromatic motif is formed via the shikimic acid route by elimination of pyruvate from chorismic acid. A natural product, 4-hydroxy-3-(3-methylbut-2-enyl)benzaldehyde, was isolated and characterized, and was suggested to be a key intermediate in the biosynthesis of fomannoxin and related secondary metabolites previously identified from the H. annosum fungal species complex.
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.
Related Concept Videos
Fungal Phylum Basidiomycota
Fungal Group Zygomycota
The Roles of Bacteria and Fungi in Plant Nutrition
Necrosis
Morphological Manifestations of Necrosis
Necrotic cells show different types of morphological appearance depending on the type of tissue and infection. In coagulative necrosis, cells become anucleated and die, but their...
Biosynthesis in Bacteria
Biodeterioration

