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doi:10.22028/D291-43925
Titel: | Molecular networking and computational NMR analyses uncover six polyketide-terpene hybrids from termite-associated Xylaria isolates |
VerfasserIn: | Lee, Seoung Rak Dayras, Marie Fricke, Janis Guo, Huijuan Balluff, Sven Schalk, Felix Yu, Jae Sik Jeong, Se Yun Morgenstern, Bernd Slippers, Bernard Beemelmanns, Christine Kim, Ki Hyun |
Sprache: | Englisch |
Titel: | Communications chemistry |
Bandnummer: | 7 |
Heft: | 1 |
Verlag/Plattform: | Springer Nature |
Erscheinungsjahr: | 2024 |
DDC-Sachgruppe: | 540 Chemie |
Dokumenttyp: | Journalartikel / Zeitschriftenartikel |
Abstract: | Fungi constitute the Earth's second most diverse kingdom, however only a small percentage of these have been thoroughly examined and categorized for their secondary metabolites, which still limits our understanding of the ecological chemical and pharmacological potential of fungi. In this study, we explored members of the co-evolved termite-associated fungal genus Xylaria and identified a family of highly oxygenated polyketide-terpene hybrid natural products using an MS/MS molecular networking-based dereplication approach. Overall, we isolated six no yet reported xylasporin derivatives, of which xylasporin A (1) features a rare cyclic-carbonate moiety. Extensive comparative spectrometric (HRMS2) and spectroscopic (1D and 2D NMR) studies allowed to determine the relative configuration across the xylasporin family, which was supported by chemical shift calculations of more than 50 stereoisomers and DP4+ probability analyses. The absolute configuration of xylasporin A (1) was also proposed based on TDDFT-ECD calculations. Additionally, we were able to revise the relative and absolute configurations of co-secreted xylacremolide B produced by single x-ray crystallography. Comparative genomic and transcriptomic analysis allowed us to deduce the putative biosynthetic assembly line of xylasporins in the producer strain X802, and could guide future engineering efforts of the biosynthetic pathway. |
DOI der Erstveröffentlichung: | 10.1038/s42004-024-01210-6 |
URL der Erstveröffentlichung: | https://www.nature.com/articles/s42004-024-01210-6 |
Link zu diesem Datensatz: | urn:nbn:de:bsz:291--ds-439259 hdl:20.500.11880/39376 http://dx.doi.org/10.22028/D291-43925 |
ISSN: | 2399-3669 |
Datum des Eintrags: | 14-Jan-2025 |
Fakultät: | NT - Naturwissenschaftlich- Technische Fakultät |
Fachrichtung: | NT - Chemie |
Professur: | NT - Prof. Dr. Guido Kickelbick |
Sammlung: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
Dateien zu diesem Datensatz:
Datei | Beschreibung | Größe | Format | |
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s42004-024-01210-6.pdf | 2,55 MB | Adobe PDF | Öffnen/Anzeigen |
Diese Ressource wurde unter folgender Copyright-Bestimmung veröffentlicht: Lizenz von Creative Commons