Biosynthesis of Sinapigladioside, an Antifungal Isothiocyanate from Burkholderia Symbionts.
Burkholderia
biosynthesis
genome mining
isothiocyanate
natural products
Journal
Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360
Informations de publication
Date de publication:
02 06 2021
02 06 2021
Historique:
revised:
19
03
2021
received:
26
02
2021
pubmed:
20
3
2021
medline:
29
12
2021
entrez:
19
3
2021
Statut:
ppublish
Résumé
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.
Identifiants
pubmed: 33739557
doi: 10.1002/cbic.202100089
pmc: PMC8252389
doi:
Substances chimiques
Antifungal Agents
0
Isothiocyanates
0
sinapigladioside
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
1920-1924Subventions
Organisme : Deutsche Forschungsgemeinschaft (DFG, German Research Foundation)
ID : 239748522
Organisme : Deutsche Forschungsgemeinschaft (DFG, German Research Foundation)
ID : SFB 1127
Organisme : Leibniz Prize to C.H.
ID : FL1051/1-1
Organisme : Leibniz Prize to C.H.
ID : KA2846/2-2
Organisme : Leibniz Prize to C.H.
ID : KA2846/6-1
Informations de copyright
© 2021 The Authors. ChemBioChem published by Wiley-VCH GmbH.
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