ArticleAngewandte Chemie (International ed. in English)2014
Use of a phosphonate methyltransferase in the identification of the fosfazinomycin biosynthetic gene cluster.
Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Late-Stage Posttranslational Assembly of Fosfazinomycins.bioRxiv : the preprint server for biology · 2026Article
- Enhancing Secondary Metabolite Production in Actinobacteria Through Over-Expression of a Medium-Sized SARP Regulator.International journal of molecular sciences · 2025Article
- ThiF-Like Enzyme Chemistry in Primary and Secondary Metabolism.Chembiochem : a European journal of chemical biology · 2025Review
- A new heme enzyme family forms hydrazine groups in diverse biosynthetic pathways.bioRxiv : the preprint server for biology · 2025Article
- Phosphonates ofInternational journal of molecular sciences · 2024Article
- Phosphonate consumers potentially contributing to methane production in Brazilian soda lakes.Extremophiles : life under extreme conditions · 2023Article
- Biosynthesis of Argolaphos Illuminates the Unusual Biochemical Origins of Aminomethylphosphonate and NJournal of the American Chemical Society · 2022Article
- Flavin-dependent N-hydroxylating enzymes: distribution and application.Applied microbiology and biotechnology · 2020Review
- Phosphonopeptides containing free phosphonic groups: recent advances.RSC advances · 2020Review
- Biosynthetic reconstitution of deoxysugar phosphoramidate metalloprotease inhibitors using an N-P-bond-forming kinase.Chemical science · 2019Article
- Use of the dehydrophos biosynthetic enzymes to prepare antimicrobial analogs of alaphosphin.Organic & biomolecular chemistry · 2019Article
- Glutamic acid is a carrier for hydrazine during the biosyntheses of fosfazinomycin and kinamycin.Nature communications · 2018Article
- Heteroatom-Heteroatom Bond Formation in Natural Product Biosynthesis.Chemical reviews · 2017Review
- Cameo appearances of aminoacyl-tRNA in natural product biosynthesis.Current opinion in chemical biology · 2016Review
- The many roles of glutamate in metabolism.Journal of industrial microbiology & biotechnology · 2016Review
- A nitrous acid biosynthetic pathway for diazo group formation in bacteria.Nature chemical biology · 2016Article
- New Insights into the Biosynthesis of Fosfazinomycin.Chemical science · 2016Article
- Conserved biosynthetic pathways for phosalacine, bialaphos and newly discovered phosphonic acid natural products.The Journal of antibiotics · 2016Article
- Discovery of phosphonic acid natural products by mining the genomes of 10,000 actinomycetes.Proceedings of the National Academy of Sciences of the United States of America · 2015Article
- Biosynthesis of fosfazinomycin is a convergent process.Chemical science · 2015Article
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Authors and funding
11 authors.
Funding
Abstract
Natural product discovery has been boosted by genome mining approaches, but compound purification is often still challenging. We report an enzymatic strategy for "stable isotope labeling of phosphonates in extract" (SILPE) that facilitates their purification. We used the phosphonate methyltransferase DhpI involved in dehydrophos biosynthesis to methylate a variety of phosphonate natural products in crude spent medium with a mixture of labeled and unlabeled S-adenosyl methionine. Mass-guided fractionation then allowed straightforward purification. We illustrate its utility by purifying a phosphonate that led to the identification of the fosfazinomycin biosynthetic gene cluster. This unusual natural product contains a hydrazide linker between a carboxylic acid and a phosphonic acid. Bioinformatic analysis of the gene cluster provides insights into how such a structure might be assembled.
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