Biosynthesis of Sinapigladioside, an Antifungal Isothiocyanate from Burkholderia Symbionts

Overview

Journal Chembiochem

Specialty Biochemistry

Date 2021 Mar 19

PMID 33739557

Citations 11

Authors

Benjamin Dose

Sarah P Niehs

Kirstin Scherlach

Sophie Shahda

Laura V Florez

Martin Kaltenpoth

Christian Hertweck

Affiliations

Soon will be listed here.

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.

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