ArticleProceedings of the National Academy of Sciences of the United States of America2015
Computational-guided discovery and characterization of a sesquiterpene synthase from Streptomyces clavuligerus.
Article in Proceedings of the National Academy of Sciences of the United States of America, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 47 citations in OpenAlex.
- Enhancing Enzyme Activity With Mutation Combinations Guided by Few-Shot Learning and Causal Inference.Angewandte Chemie (International ed. in English) · 2026Article
- Simulation-Guided Engineering Enables a Functional Switch in Selinadiene Synthase toward Hydroxylation.ACS catalysis · 2024Article
- Article
- Molecular insights into the catalytic promiscuity of a bacterial diterpene synthase.Nature communications · 2023Article
- Actinomycetes as Producers of Biologically Active Terpenoids: Current Trends and Patents.Pharmaceuticals (Basel, Switzerland) · 2023Review
- Ectomycorrhizal Influence on the Dynamics of Sesquiterpene Release byJournal of fungi (Basel, Switzerland) · 2022Article
- Predictive Engineering of Class I Terpene Synthases Using Experimental and Computational Approaches.Chembiochem : a European journal of chemical biology · 2022Review
- Streptomyces clavuligerus: The Omics Era.Journal of industrial microbiology & biotechnology · 2021Article
- Functional Switch and Ethyl Group Formation in the Bacterial Polytrichastrene Synthase from Chryseobacterium polytrichastri.Angewandte Chemie (International ed. in English) · 2021Article
- Targeting Bacterial Genomes for Natural Product Discovery.Trends in pharmacological sciences · 2020Review
- Exploring novel bacterial terpene synthases.PloS one · 2020Article
- Terpene Synthases as Metabolic Gatekeepers in the Evolution of Plant Terpenoid Chemical Diversity.Frontiers in plant science · 2019Review
- Crystal Structure of Cucumene Synthase, a Terpenoid Cyclase That Generates a Linear Triquinane Sesquiterpene.Biochemistry · 2018Article
- Sesquiterpene Synthase-3-Hydroxy-3-Methylglutaryl Coenzyme A Synthase Fusion Protein Responsible for Hirsutene Biosynthesis in Stereum hirsutum.Applied and environmental microbiology · 2018Article
- New computational approaches to understanding molecular protein function.PLoS computational biology · 2018Article
- Confronting the catalytic dark matter encoded by sequenced genomes.Nucleic acids research · 2017Article
- Structural and Chemical Biology of Terpenoid Cyclases.Chemical reviews · 2017Review
- Defining the Product Chemical Space of Monoterpenoid Synthases.PLoS computational biology · 2016Article
- Mechanistically informed predictions of binding modes for carbocation intermediates of a sesquiterpene synthase reaction.Chemical science · 2016Article
- Genome neighborhood network reveals insights into enediyne biosynthesis and facilitates prediction and prioritization for discovery.Journal of industrial microbiology & biotechnology · 2016Article
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Authors and funding
8 authors at 4 institutions in 1 country.
Funding
Abstract
Terpenoids are a large structurally diverse group of natural products with an array of functions in their hosts. The large amount of genomic information from recent sequencing efforts provides opportunities and challenges for the functional assignment of terpene synthases that construct the carbon skeletons of these compounds. Inferring function from the sequence and/or structure of these enzymes is not trivial because of the large number of possible reaction channels and products. We tackle this problem by developing an algorithm to enumerate possible carbocations derived from the farnesyl cation, the first reactive intermediate of the substrate, and evaluating their steric and electrostatic compatibility with the active site. The homology model of a putative pentalenene synthase (Uniprot: B5GLM7) from Streptomyces clavuligerus was used in an automated computational workflow for product prediction. Surprisingly, the workflow predicted a linear triquinane scaffold as the top product skeleton for B5GLM7. Biochemical characterization of B5GLM7 reveals the major product as (5S,7S,10R,11S)-cucumene, a sesquiterpene with a linear triquinane scaffold. To our knowledge, this is the first documentation of a terpene synthase involved in the synthesis of a linear triquinane. The success of our prediction for B5GLM7 suggests that this approach can be used to facilitate the functional assignment of novel terpene synthases.
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