ArticleNature chemical biology2019
Molecular basis for the P450-catalyzed C-N bond formation in indolactam biosynthesis.
Article in Nature chemical biology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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Who cites it
22 citing papers in PubMed, 71 citations in OpenAlex.
- Pushing C-N bond formation in water: sustainable strategies, mechanistic roles and future perspectives.RSC advances · 2026Review
- Emerging classes of copper enzymes.Current opinion in chemical biology · 2026Review
- Distinct Oxidoreductases Orchestrate Indolethiophene Skeleton Formation and N-Hydroxylation-Mediated Bioactivation in Thienoxidolin Biosynthesis.Angewandte Chemie (International ed. in English) · 2026Article
- Oxidative PCET-Triggered Benzylic C─H Iminolactonization via 1,5-HAT/Cyclization Enabled by Cage-Confined Photocatalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Biosynthesis and Synthesis of Griseoviridin and Viridogrisein.Synthesis · 2026Article
- Genome Mining of Fungal Aza-Polycyclic Natural Products Derived from Arginine-Containing Cyclodipeptides.Journal of natural products · 2025Article
- Mechanistic Perspective on C-N and C-S Bond Construction Catalyzed by Cytochrome P450 Enzymes.ACS bio & med chem Au · 2025Review
- CYP3A-Mediated Carbon-Carbon Bond Cleavages in Drug Metabolism.Biomolecules · 2024Review
- Total Synthesis FacilitatesJournal of the American Chemical Society · 2024Article
- CYP3A Mediates an Unusual C(spAngewandte Chemie (International ed. in English) · 2024Article
- Article
- A Ferric-Superoxide Intermediate Initiates P450-Catalyzed Cyclic Dipeptide Dimerization.Journal of the American Chemical Society · 2023Article
- Chemical Identification of Secondary Metabolites from Rhizospheric Actinomycetes Using LC-MS Analysis: In Silico Antifungal Evaluation and Growth-Promoting Effects.Plants (Basel, Switzerland) · 2023Article
- Mechanism of Melatonin Metabolism by CYP1A1: What Determines the Bifurcation Pathways of Hydroxylation versus Deformylation?The journal of physical chemistry. B · 2022Article
- Cytochrome P450s in algae: Bioactive natural product biosynthesis and light-driven bioproduction.Acta pharmaceutica Sinica. B · 2022Review
- Carbon-nitrogen bond formation to construct novel polyketide-indole hybrids from the indole-3-carbinol exposed culture ofSynthetic and systems biotechnology · 2022Article
- The important role of P450 monooxygenase for the biosynthesis of new benzophenones from Cytospora rhizophorae.Applied microbiology and biotechnology · 2021Article
- The molecular mechanism of P450-catalyzed amination of the pyrrolidine derivative of lidocaine: insights from multiscale simulations.RSC advances · 2021Article
- Enzymatic reactions in teleocidin B biosynthesis.Journal of natural medicines · 2021Review
- Bacterial terpenome.Natural product reports · 2021Review
Corrections and comments
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Authors and funding
8 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The catalytic versatility of cytochrome P450 monooxygenases is remarkable. Here, we present mechanistic and structural characterizations of TleB from Streptomyces blastmyceticus and its homolog HinD from Streptoalloteichus hindustanus, which catalyze unusual intramolecular C-N bond formation to generate indolactam V from the dipeptide N-methylvalyl-tryptophanol. In vitro analyses demonstrated that both P450s exhibit promiscuous substrate specificity, and modification of the N13-methyl group resulted in the formation of indole-fused 6/5/6 tricyclic products. Furthermore, X-ray crystal structures in complex with substrates and structure-based mutagenesis revealed the intimate structural details of the enzyme reactions. We propose that the generation of a diradical species is critical for the indolactam formation, and that the intramolecular C(sp
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.