ArticleJournal of the American Chemical Society2012
Effect of isotopically sensitive branching on product distribution for pentalenene synthase: support for a mechanism predicted by quantum chemistry.
Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 36 papers.
What it found
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Who cites it
36 citing papers in PubMed, 95 citations in OpenAlex.
- Peeking behind the carbocation: identification of (alternative) catalytic bases in the class II active site of conifer resin acid diterpene synthases.The Biochemical journal · 2026Article
- Basic importance: mechanistic molecular modeling of theOrganic & biomolecular chemistry · 2026Article
- Chemoenzymatic Synthesis of Structurally Diverse Terpenoids from Farnesyl Pyrophosphates Modified at the Central Alkene Unit.Journal of the American Chemical Society · 2026Article
- Structure and Mechanism of Avermitilol Synthase, a Sesquiterpene Cyclase That Generates a Highly Strained 6-6-3 Tricyclic Alcohol.Biochemistry · 2025Article
- Crystal Structure of Caryolan-1-ol Synthase, a Sesquiterpene Synthase Catalyzing an Initial Anti-Markovnikov Cyclization Reaction.Biochemistry · 2024Article
- β-Terrecyclene synthase constructs the quadrane backbone in terrecyclic acid biosynthesis.Chemical science · 2024Article
- Decoding Catalysis by Terpene Synthases.ACS catalysis · 2023Review
- Article
- A Single Active-Site Mutagenesis Confers Enhanced Activity and/or Changed Product Distribution to a Pentalenene Synthase fromBioengineering (Basel, Switzerland) · 2023Article
- Mechanism Underlying Anti-Markovnikov Addition in the Reaction of Pentalenene Synthase.Biochemistry · 2020Article
- Concise Access to the Skeleton of Protoilludane Sesquiterpenes through a Photochemical Reaction Cascade: Total Synthesis of Atlanticone C.Angewandte Chemie (International ed. in English) · 2019Article
- Phylogenomic analyses and distribution of terpene synthases amongBeilstein journal of organic chemistry · 2019Article
- Crystal Structure of Cucumene Synthase, a Terpenoid Cyclase That Generates a Linear Triquinane Sesquiterpene.Biochemistry · 2018Article
- Predicting Productive Binding Modes for Substrates and Carbocation Intermediates in Terpene Synthases-Bornyl Diphosphate Synthase as a Representative Case.ACS catalysis · 2018Article
- Structural and Chemical Biology of Terpenoid Cyclases.Chemical reviews · 2017Review
- General base-general acid catalysis by terpenoid cyclases.The Journal of antibiotics · 2016Review
- Mechanistically informed predictions of binding modes for carbocation intermediates of a sesquiterpene synthase reaction.Chemical science · 2016Article
- Nature as organic chemist.The Journal of antibiotics · 2016Article
- Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase.Organic letters · 2016Article
- Blocking Deprotonation with Retention of Aromaticity in a Plant ent-Copalyl Diphosphate Synthase Leads to Product Rearrangement.Angewandte Chemie (International ed. in English) · 2016Article
Corrections and comments
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Authors and funding
6 authors at 3 institutions in 1 country.
Funding
Abstract
Mechanistic proposals for the carbocation cascade reaction leading to the tricyclic sesquiterpene pentalenene are assessed in light of the results of isotopically sensitive branching experiments with the H309A mutant of pentalenene synthase. These experimental results support a mechanism for pentalenene formation involving a 7-protoilludyl cation whose intermediacy was first predicted using quantum-chemical calculations.
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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.