ArticleApplied microbiology and biotechnology2021
Heterologous expression of a cryptic gene cluster from Marinomonas fungiae affords a novel tricyclic peptide marinomonasin.
Article in Applied microbiology and biotechnology, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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13 citing papers in PubMed, 24 citations in OpenAlex.
- Discovery of Partner Protein-Dependent Graspetide Biosynthesis.ACS chemical biology · 2026Article
- Characterization of a Dual Function Peptide Cyclase in Graspetide Biosynthesis.ACS chemical biology · 2024Article
- Evolutionary Spread of Distinct O-methyltransferases Guides the Discovery of Unique Isoaspartate-Containing Peptides, Pamtides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Large-scale Bioinformatic Study of Graspimiditides and Structural Characterization of Albusimiditide.ACS chemical biology · 2023Article
- A Genome-Wide Comparison of Rice False Smut FungusInternational journal of molecular sciences · 2023Article
- Discovery, Function, and Engineering of Graspetides.Trends in chemistry · 2023Article
- Bacterial natural product discovery by heterologous expression.Journal of industrial microbiology & biotechnology · 2023Review
- Mechanistic Analysis of the Biosynthesis of the Aspartimidylated Graspetide Amycolimiditide.Journal of the American Chemical Society · 2022Article
- Biosynthesis and characterization of fuscimiditide, an aspartimidylated graspetide.Nature chemistry · 2022Article
- One-Pot Chemoenzymatic Synthesis of Microviridin Analogs Containing Functional Tags.Chembiochem : a European journal of chemical biology · 2022Article
- A scalable platform to discover antimicrobials of ribosomal origin.Nature communications · 2022Article
- Recent Advances in the Heterologous Expression of Biosynthetic Gene Clusters for Marine Natural Products.Marine drugs · 2022Review
- Bioinformatics-Guided Expansion and Discovery of Graspetides.ACS chemical biology · 2021Article
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3 authors at 2 institutions in 1 country.
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Abstract
The ω-ester-containing peptides (OEPs) are a group of ribosomally synthesized and post-translationally modified peptides (RiPPs). The biosynthetic gene clusters of ω-ester-containing peptides commonly include ATP-grasp ligase coding genes and are distributed over the genomes of a wide variety of bacteria. A new biosynthetic gene cluster of ω-ester-containing peptides was found in the genome sequence of the marine proteobacterium Marinomonas fungiae. Heterologous production of a new tricyclic peptide named marinomonasin was accomplished using the biosynthetic gene cluster in Escherichia coli expression host strain BL21(DE3). By ESI-MS and NMR experiments, the structure of marinomonasin was determined to be a tricyclic peptide 18 amino acids in length with one ester and two isopeptide bonds in the molecule. The bridging patterns of the three intramolecular bonds were determined by the interpretation of HMBC and NOESY data. The bridging pattern of marinomonasin was unprecedented in the ω-ester-containing peptide group. The results indicated that the ATP-grasp ligase for the production of marinomonasin was a novel enzyme possessing bifunctional activity to form one ester and two isopeptide bonds. KEY POINTS: • New tricyclic peptide marinomonasin was heterologously produced in Escherichia coli. • Marinomonasin contained one ester and two isopeptide bonds in the molecule. • The bridging pattern of intramolecular bonds was novel.
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