ArticleArchives of biochemistry and biophysics2007
Exploring biosynthetic diversity with trichodiene synthase.
Article in Archives of biochemistry and biophysics, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.
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Who cites it
24 citing papers in PubMed, 56 citations in OpenAlex.
- Article
- Signatures ofToxins · 2020Article
- Genomic and Transcriptomic Study for Screening Genes Involved in the Limonene Biotransformation ofFrontiers in microbiology · 2020Article
- Synthesis of 11-carbon terpenoids in yeast using protein and metabolic engineering.Nature chemical biology · 2018Article
- Heterologous Biosynthesis of the Fungal Sesquiterpene Trichodermol inFrontiers in microbiology · 2018Article
- Structural and Chemical Biology of Terpenoid Cyclases.Chemical reviews · 2017Review
- Chemical Control in the Battle against Fidelity in Promiscuous Natural Product Biosynthesis: The Case of Trichodiene Synthase.ACS catalysis · 2017Article
- Genome of Diaporthe sp. provides insights into the potential inter-phylum transfer of a fungal sesquiterpenoid biosynthetic pathway.Fungal biology · 2016Article
- Structure-based virtual screening of hypothetical inhibitors of the enzyme longiborneol synthase-a potential target to reduce Fusarium head blight disease.Journal of molecular modeling · 2016Article
- Article
- Moonlighting Metals: Insights into Regulation of Cyclization Pathways in Fungal Δ(6) -Protoilludene Sesquiterpene Synthases.Chembiochem : a European journal of chemical biology · 2015Article
- Traversing the fungal terpenome.Natural product reports · 2014Review
- Probing the mechanism of 1,4-conjugate elimination reactions catalyzed by terpene synthases.Journal of the American Chemical Society · 2012Article
- Structure of 2-methylisoborneol synthase from Streptomyces coelicolor and implications for the cyclization of a noncanonical C-methylated monoterpenoid substrate.Biochemistry · 2012Article
- Structure of geranyl diphosphate C-methyltransferase from Streptomyces coelicolor and implications for the mechanism of isoprenoid modification.Biochemistry · 2012Article
- Two distinct mechanisms for TIM barrel prenyltransferases in bacteria.Journal of the American Chemical Society · 2011Article
- Selectivity of fungal sesquiterpene synthases: role of the active site's H-1 alpha loop in catalysis.Applied and environmental microbiology · 2010Article
- Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers.Chembiochem : a European journal of chemical biology · 2010Article
- Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates.ACS chemical biology · 2010Article
- Structure of epi-isozizaene synthase from Streptomyces coelicolor A3(2), a platform for new terpenoid cyclization templates.Biochemistry · 2010Article
Corrections and comments
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Authors and funding
6 authors at 4 institutions in 2 countries.
Funding
Abstract
Trichodiene synthase is a terpenoid cyclase that catalyzes the cyclization of farnesyl diphosphate (FPP) to form the bicyclic sesquiterpene hydrocarbon trichodiene (89%), at least five sesquiterpene side products (11%), and inorganic pyrophosphate (PP(i)). Incubation of trichodiene synthase with 2-fluorofarnesyl diphosphate or 4-methylfarnesyl diphosphate similarly yields sesquiterpene mixtures despite the electronic effects or steric bulk introduced by substrate derivatization. The versatility of the enzyme is also demonstrated in the 2.85A resolution X-ray crystal structure of the complex with Mg(2+) (3)-PP(i) and the benzyl triethylammonium cation, which is a bulkier mimic of the bisabolyl carbocation intermediate in catalysis. Taken together, these findings show that the active site of trichodiene synthase is sufficiently flexible to accommodate bulkier and electronically-diverse substrates and intermediates, which could indicate additional potential for the biosynthetic utility of this terpenoid cyclase.
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Registered trials
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.