ArticleJournal of the American Chemical Society2019
Reactivity of an Unusual Amidase May Explain Colibactin's DNA Cross-Linking Activity.
Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 39 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
39 citing papers in PubMed.
- Chemiluminescent Probes Allow for the Rapid Identification of Colibactin-Producing Bacteria.JACS Au · 2026Article
- Discovery of a Human Metabolite That Mimics the Bacterial Quorum-Sensing Autoinducer AI-2.Journal of the American Chemical Society · 2026Article
- Chemiluminescent probes allow for the rapid identification of colibactin-producing bacteria.bioRxiv : the preprint server for biology · 2026Article
- Synthesis and Biological Evaluation of Colibactin Derivatives.ACS chemical biology · 2026Article
- Colibactin produced by a honeybee symbiont defends against pathogens and shapes the gut community.bioRxiv : the preprint server for biology · 2025Article
- The specificity and structure of DNA cross-linking by the gut bacterial genotoxin colibactin.Science (New York, N.Y.) · 2025Article
- The Fanconi anemia pathway repairs colibactin-induced DNA interstrand cross-links.Nature communications · 2025Article
- Natural products influence bacteriophage infectivity.Natural product reports · 2025Review
- The specificity and structure of DNA crosslinking by the gut bacterial genotoxin colibactin.bioRxiv : the preprint server for biology · 2025Article
- Bacterial small molecule metabolites implicated in gastrointestinal cancer development.Nature reviews. Microbiology · 2025Review
- Machine Learning Reveals Signatures of Promiscuous Microbial Amidases for Micropollutant Biotransformations.ACS environmental Au · 2025Article
- Article
- Review
- Mass Spectral Library for DNA Adductomics.Chemical research in toxicology · 2024Article
- Current understandings of colibactin regulation.Microbiology (Reading, England) · 2024Review
- Selective hydrolysis of α-oxo keteneBeilstein journal of organic chemistry · 2024Article
- Structural basis of the amidase ClbL central to the biosynthesis of the genotoxin colibactin.Acta crystallographica. Section D, Structural biology · 2023Article
- Structure Elucidation of Secondary Metabolites: Current Frontiers and Lingering Pitfalls.Accounts of chemical research · 2023Article
- Structure and function of prodrug-activating peptidases.Biochimie · 2023Review
- Newly Discovered Mechanisms of Antibiotic Self-Resistance with Multiple Enzymes Acting at Different Locations and Stages.Antibiotics (Basel, Switzerland) · 2022Review
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Certain commensal and pathogenic bacteria produce colibactin, a small-molecule genotoxin that causes interstrand cross-links in host cell DNA. Although colibactin alkylates DNA, the molecular basis for cross-link formation is unclear. Here, we report that the colibactin biosynthetic enzyme ClbL is an amide bond-forming enzyme that links aminoketone and β-keto thioester substrates in vitro and in vivo. The substrate specificity of ClbL strongly supports a role for this enzyme in terminating the colibactin NRPS-PKS assembly line and incorporating two electrophilic cyclopropane warheads into the final natural product scaffold. This proposed transformation was supported by the detection of a colibactin-derived cross-linked DNA adduct. Overall, this work provides a biosynthetic explanation for colibactin's DNA cross-linking activity and paves the way for further study of its chemical structure and biological roles.
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