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RESEARCH PRODUCT
Biosynthesis of Sinapigladioside, an Antifungal Isothiocyanate from Burkholderia Symbionts
Christian HertweckChristian HertweckKirstin ScherlachMartin KaltenpothSarah P. NiehsBenjamin DoseLaura V. FlórezSophie Shahdasubject
Burkholderia gladioliAntifungal AgentsBurkholderianatural productsMolecular ConformationMutagenesis (molecular biology technique)Microbial Sensitivity Tests010402 general chemistry01 natural sciencesBiochemistrychemistry.chemical_compoundBiosynthesisVery Important PaperIsothiocyanatesGene clustergenome miningBacterial phylaMolecular Biologybiology010405 organic chemistryCommunicationOrganic Chemistrybiology.organism_classificationCommunications0104 chemical sciencesBiosynthetic PathwaysBurkholderiaBiochemistrychemistryIsothiocyanateHypocrealesMolecular MedicinebiosynthesisisothiocyanateBacteriadescription
Abstract Sinapigladioside is a rare isothiocyanate‐bearing natural product from beetle‐associated bacteria (Burkholderia gladioli) that might protect beetle offspring against entomopathogenic fungi. The biosynthetic origin of sinapigladioside has been elusive, and little is known about bacterial isothiocyanate biosynthesis in general. On the basis of stable‐isotope labeling, bioinformatics, and mutagenesis, we identified the sinapigladioside biosynthesis gene cluster in the symbiont and found that an isonitrile synthase plays a key role in the biosynthetic pathway. Genome mining and network analyses indicate that related gene clusters are distributed across various bacterial phyla including producers of both nitriles and isothiocyanates. Our findings support a model for bacterial isothiocyanate biosynthesis by sulfur transfer into isonitrile precursors.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-06-02 | Chembiochem |