ArticleChembiochem : a European journal of chemical biology2009
Biosynthetic gene cluster of cetoniacytone A, an unusual aminocyclitol from the endosymbiotic Bacterium Actinomyces sp. Lu 9419.
Article in Chembiochem : a European journal of chemical biology, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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18 citing papers in PubMed, 31 citations in OpenAlex.
- First genome sequence and functional profiling ofFrontiers in microbiology · 2025Article
- 2-Deoxy-4-ACS chemical biology · 2024Article
- Insights into the genomic and functional divergence of NAT gene family to serve microbial secondary metabolism.Scientific reports · 2024Article
- Synthesis of the Carba-Analogs of the α-Pyranose and β-Pyranose Forms of Sedoheptulose 7-Phosphate and Probing the Stereospecificity of Sedoheptulose 7-Phosphate Cyclases.Biochemistry · 2024Article
- Review
- Complete biosynthetic pathway to the antidiabetic drug acarbose.Nature communications · 2022Article
- Article
- Biogeography of Bacterial Communities and Specialized Metabolism in Human Aerodigestive Tract Microbiomes.Microbiology spectrum · 2021Article
- Analysis of the Pseudouridimycin Biosynthetic Pathway Provides Insights into the Formation of C-nucleoside Antibiotics.Cell chemical biology · 2018Article
- Evolution and Distribution of CACS chemical biology · 2017Article
- Article
- Semiochemistry of the Scarabaeoidea.Journal of chemical ecology · 2014Review
- Comparative metabolomic analysis of an alternative biosynthetic pathway to pseudosugars in Actinosynnema mirum DSM 43827.Chembiochem : a European journal of chemical biology · 2013Article
- Evolutionary divergence of sedoheptulose 7-phosphate cyclases leads to several distinct cyclic products.Journal of the American Chemical Society · 2012Article
- Significant natural product biosynthetic potential of actinorhizal symbionts of the genus frankia, as revealed by comparative genomic and proteomic analyses.Applied and environmental microbiology · 2011Article
- Genomic basis for natural product biosynthetic diversity in the actinomycetes.Natural product reports · 2009Review
- Identification and manipulation of the caprazamycin gene cluster lead to new simplified liponucleoside antibiotics and give insights into the biosynthetic pathway.The Journal of biological chemistry · 2009Article
- Progress in aminocyclitol biosynthesis.Current opinion in chemical biology · 2009Review
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
A gene cluster responsible for the biosynthesis of the antitumor agent cetoniacytone A was identified in Actinomyces sp. strain Lu 9419, an endosymbiotic bacterium isolated from the intestines of the rose chafer beetle (Cetonia aurata). The nucleotide sequence analysis of the 46 kb DNA region revealed the presence of 31 complete ORFs, including genes predicted to encode a 2-epi-5-epi-valiolone synthase (CetA), a glyoxalase/bleomycin resistance protein (CetB), an acyltransferase (CetD), an FAD-dependent dehydrogenase (CetF2), two oxidoreductases (CetF1 and CetG), two aminotransferases (CetH and CetM), and a pyranose oxidase (CetL). CetA has previously been demonstrated to catalyze the cyclization of sedoheptulose 7-phosphate to the cyclic intermediate, 2-epi-5-epi-valiolone. In this report, the glyoxalase/bleomycin resistance protein homolog CetB was identified as a 2-epi-5-epi-valiolone epimerase (EVE), a new member of the vicinal oxygen chelate (VOC) superfamily. The 24 kDa recombinant histidine-tagged CetB was found to form a homodimer; each monomer contains two betaalphabetabetabeta scaffolds that form a metal binding site with two histidine and two glutamic acid residues. A BLAST search using the newly isolated cet biosynthetic genes revealed an analogous suite of genes in the genome of Frankia alni ACN14a, suggesting that this plant symbiotic nitrogen-fixing bacterium is capable of producing a secondary metabolite related to the cetoniacytones.
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