Novel Key Metabolites Reveal Further Branching of the Roquefortine/Meleagrin Biosynthetic Pathway

Ries, M. I., Ali, H., Lankhorst, P. P., Hankemeier, T., Bovenberg, R. A. L., Driessen, A. J. M. & Vreeken, R. J., 2013, In : J. Biol. Chem.. 288, 52, p. 37289-37295 7 p.

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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.
Original languageEnglish
Pages (from-to)37289-37295
Number of pages7
JournalJ. Biol. Chem.
Issue number52
Publication statusPublished - 2013


  • Toxins, Natural Product Biosynthesis, Secondary Metabolism, Fungi, Anticancer Drug, Antibiotics

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