Journal
JOURNAL OF BIOLOGICAL CHEMISTRY
Volume 288, Issue 52, Pages 37289-37295Publisher
AMER SOC BIOCHEMISTRY MOLECULAR BIOLOGY INC
DOI: 10.1074/jbc.M113.512665
Keywords
Antibiotics; Anticancer Drug; Fungi; Natural Product Biosynthesis; Secondary Metabolism; Toxins
Categories
Funding
- Perspective Genbiotics program
- Stichting toegepaste wetenschappen (STW)
- Netherlands Metabolomics Centre (NMC), which is a part of the Netherlands Genomics Initiative/Netherlands Organization for Scientific Research
- STW
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Metabolic profiling and structural elucidation of novel secondary metabolites obtained from derived deletion strains of the filamentous fungus Penicillium chrysogenum were used to reassign various previously ascribed synthetase genes of the roquefortine/meleagrin pathway to their corresponding products. Next to the structural characterization of roquefortine F and neoxaline, which are for the first time reported for P. chrysogenum, we identified the novel metabolite roquefortine L, including its degradation products, harboring remarkable chemical structures. Their biosynthesis is discussed, questioning the exclusive role of glandicoline A as key intermediate in the pathway. The results reveal that further enzymes of this pathway are rather unspecific and catalyze more than one reaction, leading to excessive branching in the pathway with meleagrin and neoxaline as end products of two branches.
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