ArticleBiochemistry2009
The deazapurine biosynthetic pathway revealed: in vitro enzymatic synthesis of PreQ(0) from guanosine 5'-triphosphate in four steps.
Article in Biochemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 64 papers.
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Who cites it
64 citing papers in PubMed, 114 citations in OpenAlex.
- Structural and functional insights into QueC-family protein in QatABCD anti-phage system.Nature communications · 2026Article
- Structural basis of QueC-family protein function in qatABCD anti-phage defense.Nature communications · 2026Article
- Bacterial defense systems: Mechanisms, homology to eukaryotic immune systems, and applications.Zoological research · 2026Review
- Deazaguanylation is a nucleobase-protein conjugation required for type IV CBASS immunity.Science (New York, N.Y.) · 2025Article
- Structural basis of QueC-family protein function in qatABCD anti-phage defense.bioRxiv : the preprint server for biology · 2025Article
- Mammalian Queuosine tRNA Modification Impacts Translation to Enhance Cell Proliferation and MHC-II Expression.Journal of molecular biology · 2025Article
- Dietary fiber content in clinical ketogenic diets modifies the gut microbiome and seizure resistance in mice.Nature communications · 2025Article
- Biosynthesis and genome mining strategies for purine-derivedFrontiers in microbiology · 2025Review
- Bacterial Metallostasis: Metal Sensing, Metalloproteome Remodeling, and Metal Trafficking.Chemical reviews · 2024Review
- Dietary fiber content in clinical ketogenic diets modifies the gut microbiome and seizure resistance in mice.bioRxiv : the preprint server for biology · 2024Article
- Queuosine biosynthetic enzyme, QueE moonlights as a cell division regulator.PLoS genetics · 2024Article
- Intracanal microbiome profiles of two apical periodontitis cases in one patient: A comparison with saliva and plaque profiles.Clinical and experimental dental research · 2024Article
- Biosynthesis and function of 7-deazaguanine derivatives in bacteria and phages.Microbiology and molecular biology reviews : MMBR · 2024Review
- cGAS goes viral: A conserved immune defense system from bacteria to humans.Molecular cell · 2024Review
- Highly host-linked viromes in the built environment possess habitat-dependent diversity and functions for potential virus-host coevolution.Nature communications · 2023Article
- Calculated pThe journal of physical chemistry. A · 2023Article
- Human liver microbiota modeling strategy at the early onset of fibrosis.BMC microbiology · 2023Article
- Functional integration of a semi-synthetic azido-queuosine derivative into translation and a tRNA modification circuit.Nucleic acids research · 2022Article
- The absence of the queuosine tRNA modification leads to pleiotropic phenotypes revealing perturbations of metal and oxidative stress homeostasis in Escherichia coli K12.Metallomics : integrated biometal science · 2022Article
- Journey on the Radical SAM Road as an Accidental Pilgrim.ACS bio & med chem Au · 2022Review
4 more citing papers are in PubMed but not listed here.
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Authors and funding
5 authors at 1 institution in 1 country.
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Abstract
Deazapurine-containing secondary metabolites comprise a broad range of structurally diverse nucleoside analogues found throughout biology, including various antibiotics produced by species of Streptomyces bacteria and the hypermodified tRNA bases queuosine and archaeosine. Despite early interest in deazapurines as antibiotic, antiviral, and antineoplastic agents, the biosynthetic route toward deazapurine production has remained largely elusive for more than 40 years. Here we present the first in vitro preparation of the deazapurine base preQ(0), by the successive action of four enzymes. The pathway includes the conversion of the recently identified biosynthetic intermediate, 6-carboxy-5,6,7,8-tetrahydropterin, to a novel intermediate, 7-carboxy-7-deazaguanine (CDG), by an unusual transformation catalyzed by Bacillus subtilis QueE, a member of the radical SAM enzyme superfamily. The carboxylate moiety on CDG is converted subsequently to a nitrile to yield preQ(0) by either B. subtilis QueC or Streptomyces rimosus ToyM in an ATP-dependent reaction, in which ammonia serves as the nitrogen source. The results presented here are consistent with early radiotracer studies on deazapurine biosynthesis and provide a unified pathway for the production of deazapurines in nature.
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