ArticleBiochemistry2013
Action and timing of BacC and BacD in the late stages of biosynthesis of the dipeptide antibiotic bacilysin.
Article in Biochemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 35 citations in OpenAlex.
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- Genomic Analysis and Secondary Metabolites Production of the EndophyticPlants (Basel, Switzerland) · 2021Article
- Bonsecamin: A New Cyclic Pentapeptide Discovered through Heterologous Expression of a Cryptic Gene Cluster.Microorganisms · 2021Article
- Antimicrobial Activities of Lipopeptides and Polyketides ofMolecules (Basel, Switzerland) · 2020Review
- Discovery of the Biosynthetic Machinery for Stravidins, Biotin Antimetabolites.ACS chemical biology · 2020Article
- Analysis of a bac operon-silenced strain suggests pleiotropic effects of bacilysin in Bacillus subtilis.Journal of microbiology (Seoul, Korea) · 2020Article
- Structural insights into the catalytic mechanism of Bacillus subtilis BacF.Acta crystallographica. Section F, Structural biology communications · 2020Article
- Molecular insights into the antifungal mechanism of bacilysin.Journal of molecular modeling · 2018Article
- Enzymatic strategies and biocatalysts for amide bond formation: tricks of the trade outside of the ribosome.Molecular bioSystems · 2015Review
- Bacilysin from Bacillus amyloliquefaciens FZB42 has specific bactericidal activity against harmful algal bloom species.Applied and environmental microbiology · 2014Article
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
Biosynthesis of the dipeptide antibiotic bacilysin, encoded by the seven Bacillus subtilis genes bacA-G, involves diversion of flux from prephenate to the noncognate amino acid anticapsin. The anticapsin warhead is then ligated to the C-terminus of l-alanine to produce mature bacilysin. We have previously noted the formation of two diastereomers of tetrahydrotyrosine (4S- and 4R-H(4)Tyr) by tandem action of the four purified enzymes BacABGF. BacC (oxidase) and BacD (ligase) have been hypothesized to be remaining late stage enzymes in bacilysin biosynthesis. Using a combination of BacCD in vitro studies, B. subtilis deletion mutants, and isotopic feeding studies, we were able to determine that the H(4)Tyr diastereomers are actually shunt products that are not on-pathway to bacilysin biosynthesis. Dihydroanticapsin and dihydrobacilysin accumulate in extracts of a ΔbacC strain and are processed to anticapsin and then bacilysin upon addition of BacC and BacD, respectively. These results suggest the epoxide group in bacilysin is installed in an earlier step of bacilysin biosynthesis, while BacC oxidation of the C(7)-hydroxyl and the subsequent BacD ligation of anticapsin to l-Ala are the penultimate and ultimate steps of bacilysin biosynthesis, respectively.
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