- Titel
- Enzyme-like polyene cyclizations catalyzed by dynamic, self-assembled, supramolecular fluoro alcohol-amine clusters
- Zitierfähige Url:
- https://nbn-resolving.org/urn:nbn:de:bsz:15-qucosa2-1044581
- Quellenangabe
- Nature Communications
Erscheinungsjahr: 2023
Jahrgang: 14
Heft: 1
E-ISSN: 2041-1723
Artikelnummer: 813 - Erstveröffentlichung
- 2023
- Abstract (EN)
- Terpene cyclases catalyze one of the most powerful transformations with respect to efficiency and selectivity in natural product (bio)synthesis. In such polyene cyclizations, structurally highly complex carbon scaffolds are built by the controlled ring closure of linear polyenes. Thereby, multiple C,C bonds and stereocenters are simultaneously created with high precision. Structural pre-organization of the substrate carbon chain inside the active center of the enzyme is responsible for the product- and stereoselectivity of this cyclization. Here, we show that in-situ formed fluorinated-alcohol-amine supramolecular clusters serve as artificial cyclases by triggering enzyme-like reactivity and selectivity by controlling substrate conformation in solution. Because of the dynamic nature of these supramolecular assemblies, a broad range of terpenes can be produced diastereoselectively. Mechanistic studies reveal a finely balanced interplay of fluorinated solvent, catalyst, and substrate as key to establishing nature’s concept of a shape-selective polyene cyclization in organic synthesis.
- Andere Ausgabe
- Erstveröffentlichung
DOI: 10.1038/s41467-023-36157-0 - Freie Schlagwörter (EN)
- supramolecular fluoro alcohol-amine clusters, Enzyme-like polyene cyclizations
- Klassifikation (DDC)
- 500
- Verlag
- Nature Publishing Group UK, London
- Förder- / Projektangaben
- Deutsche Forschungsgemeinschaft (DFG)
ID: GU 1134-3 - Deutsche Forschungsgemeinschaft (DFG)
TRR 325: Kontrolle der chemischen Photokatalyse durch Molekülverbände
ID: 444632635 - Deutsche Forschungsgemeinschaft (DFG)
SPP 1807: Control of London Dispersion Interactions in Molecular Chemistry
ID: 255533046 - Version / Begutachtungsstatus
- publizierte Version / Verlagsversion
- URN Qucosa
- urn:nbn:de:bsz:15-qucosa2-1044581
- Veröffentlichungsdatum Qucosa
- 11.05.2026
- Dokumenttyp
- Artikel
- Sprache des Dokumentes
- Englisch
- Lizenz / Rechtehinweis
CC BY 4.0