Biosynthesis of Sinapigladioside, an Antifungal Isothiocyanate from Burkholderia Symbionts.


Sinapigladioside is a rare isothiocyanate-bearing natural product from beetle-associated bacteria ( Burkholderia gladioli ) that may protect the 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 onto isonitrile precursors.


PubMed ID: 33739557

Projects: B1, Total ChemBioSys

Publication type: Journal

Journal: Chembiochem

Citation: Chembiochem. 2021 Mar 19. doi: 10.1002/cbic.202100089.

Date Published: 19th Mar 2021

Registered Mode: by PubMed ID

Authors: B. Dose, S. P. Niehs, K. Scherlach, S. Shahda, L. V. Florez, M. Kaltenpoth, C. Hertweck

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Views: 744

Created: 30th Mar 2021 at 09:55

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