Biosynthesis of Pseudomonas-Derived Butenolides.
Pseudomonas
biosynthesis
butenolides
natural products
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
27 03 2020
27 03 2020
Historique:
received:
06
11
2019
revised:
29
11
2019
pubmed:
28
12
2019
medline:
16
3
2021
entrez:
28
12
2019
Statut:
ppublish
Résumé
Butenolides are well-known signaling molecules in Gram-positive bacteria. Here, we describe a novel class of butenolides isolated from a Gram-negative Pseudomonas strain, the styrolides. Structure elucidation was aided by the total synthesis of styrolide A. Transposon mutagenesis enabled us to identify the styrolide biosynthetic gene cluster, and by using a homology search, we discovered the related and previously unknown acaterin biosynthetic gene cluster in another Pseudomonas species. Mutagenesis, heterologous expression, and identification of key shunt and intermediate products were crucial to propose a biosynthetic pathway for both Pseudomonas-derived butenolides. Comparative transcriptomics suggests a link between styrolide formation and the regulatory networks of the bacterium.
Identifiants
pubmed: 31880848
doi: 10.1002/anie.201914154
pmc: PMC7154651
doi:
Substances chimiques
Bacterial Proteins
0
DNA Transposable Elements
0
butenolide
8KXK25H388
4-Butyrolactone
OL659KIY4X
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
5607-5610Informations de copyright
© 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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