ArticleNature chemical biology2015
Squalene hopene cyclases are protonases for stereoselective Brønsted acid catalysis.
Article in Nature chemical biology, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed.
- Random heteropolymers as enzyme mimics.Nature · 2026Article
- Combining biocatalytic and radical retrosynthesis for efficient chemoenzymatic synthesis of natural products.Chemical Society reviews · 2025Review
- Article
- Engineering terpene synthases and their substrates for the biocatalytic production of terpene natural products and analogues.Chemical communications (Cambridge, England) · 2025Review
- Review
- Biocatalytic stereocontrolled head-to-tail cyclizations of unbiased terpenes as a tool in chemoenzymatic synthesis.Nature communications · 2024Article
- Class II terpene cyclases: structures, mechanisms, and engineering.Natural product reports · 2024Review
- Enlightening the Path to Protein Engineering: Chemoselective Turn-On Probes for High-Throughput Screening of Enzymatic Activity.Chemical reviews · 2023Review
- Spheroplasts preparation boosts the catalytic potential of a squalene-hopene cyclase.Nature communications · 2022Article
- Biocatalytic Friedel-Crafts Reactions.ChemCatChem · 2022Review
- Asymmetric Cation-Olefin Monocyclization by Engineered Squalene-Hopene Cyclases.Angewandte Chemie (International ed. in English) · 2021Article
- Mining methods and typical structural mechanisms of terpene cyclases.Bioresources and bioprocessing · 2021Review
- Stereoselective Directed Cationic Cascades Enabled by Molecular Anchoring in Terpene Cyclases.Angewandte Chemie (International ed. in English) · 2021Article
- A monodomain class II terpene cyclase assembles complex isoprenoid scaffolds.Nature chemistry · 2020Article
- Broadening the scope of biocatalytic C-C bond formation.Nature reviews. Chemistry · 2020Article
- Peptide Side-COOH Groups Have Two Distinct Conformations under Biorelevant Conditions.The journal of physical chemistry letters · 2020Article
- Chemo-enzymatic cascades to produce cycloalkenes from bio-based resources.Nature communications · 2019Article
- Protonation-Initiated Cyclization by a Class II Terpene Cyclase Assisted by Tunneling.Chembiochem : a European journal of chemical biology · 2017Article
- Article
- Late-Stage Terpene Cyclization by an Integral Membrane Cyclase in the Biosynthesis of Isoprenoid Epoxycyclohexenone Natural Products.Organic letters · 2017Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
For many important reactions catalyzed in chemical laboratories, the corresponding enzymes are missing, representing a restriction in biocatalysis. Although nature provides highly developed machineries appropriate to catalyze such reactions, their potential is often ignored. This also applies to Brønsted acid catalysis, a powerful method to promote a myriad of chemical transformations. Here, we report on the unique protonation machinery of a squalene hopene cyclase (SHC). Active site engineering of this highly evolvable enzyme yielded a platform for enzymatic Brønsted acid catalysis in water. This is illustrated by activation of different functional groups (alkenes, epoxides and carbonyls), enabling the highly stereoselective syntheses of various cyclohexanoids while uncoupling SHC from polycyclization chemistry. This work highlights the potential of systematic investigation on nature's catalytic machineries to generate unique catalysts.
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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.