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Exploiting the Potential of Meroterpenoid Cyclases to Expand the Chemical Space of Fungal Meroterpenoids

Exploiting the Potential of Meroterpenoid Cyclases to Expand the Chemical Space of Fungal Meroterpenoids

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MITSUHASHI, Takaaki, Lena BARRA, Zachary POWERS, Volga KOJASOY, Andrea CHENG, Feng YANG, Yoshimasa TANIGUCHI, Dean J. TANTILLO, John A. PORCO, Ikuro ABE, 2020. Exploiting the Potential of Meroterpenoid Cyclases to Expand the Chemical Space of Fungal Meroterpenoids. In: Angewandte Chemie International Edition. Wiley-Blackwell - STM. 59(52), pp. 23772-23781. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.202011171

@article{Mitsuhashi2020Explo-57687, title={Exploiting the Potential of Meroterpenoid Cyclases to Expand the Chemical Space of Fungal Meroterpenoids}, year={2020}, doi={10.1002/anie.202011171}, number={52}, volume={59}, issn={1433-7851}, journal={Angewandte Chemie International Edition}, pages={23772--23781}, author={Mitsuhashi, Takaaki and Barra, Lena and Powers, Zachary and Kojasoy, Volga and Cheng, Andrea and Yang, Feng and Taniguchi, Yoshimasa and Tantillo, Dean J. and Porco, John A. and Abe, Ikuro} }

<rdf:RDF xmlns:dcterms="http://purl.org/dc/terms/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#" xmlns:foaf="http://xmlns.com/foaf/0.1/" xmlns:void="http://rdfs.org/ns/void#" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/57687"> <dc:contributor>Abe, Ikuro</dc:contributor> <dc:contributor>Yang, Feng</dc:contributor> <dc:contributor>Taniguchi, Yoshimasa</dc:contributor> <dc:contributor>Tantillo, Dean J.</dc:contributor> <dc:creator>Barra, Lena</dc:creator> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dc:creator>Powers, Zachary</dc:creator> <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2022-05-30T09:54:16Z</dcterms:available> <dc:creator>Porco, John A.</dc:creator> <dcterms:abstract xml:lang="eng">Fungal meroterpenoids are a diverse group of hybrid natural products with impressive structural complexity and high potential as drug candidates. In this work, we evaluate the promiscuity of the early structure diversity-generating step in fungal meroterpenoid biosynthetic pathways: the multibond-forming polyene cyclizations catalyzed by the yet poorly understood family of fungal meroterpenoid cyclases. In total, 12 unnatural meroterpenoids were accessed chemoenzymatically using synthetic substrates. Their complex structures were determined by 2D NMR studies as well as crystalline-sponge-based X-ray diffraction analyses. The results obtained revealed a high degree of enzyme promiscuity and experimental results which together with quantum chemical calculations provided a deeper insight into the catalytic activity of this new family of non-canonical, terpene cyclases. The knowledge obtained paves the way to design and engineer artificial pathways towards second generation meroterpenoids with valuable bioactivities based on combinatorial biosynthetic strategies.</dcterms:abstract> <dc:contributor>Barra, Lena</dc:contributor> <dc:creator>Kojasoy, Volga</dc:creator> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2022-05-30T09:54:16Z</dc:date> <dc:contributor>Porco, John A.</dc:contributor> <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/57687"/> <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/> <dcterms:issued>2020</dcterms:issued> <dc:creator>Cheng, Andrea</dc:creator> <dc:language>eng</dc:language> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dcterms:title>Exploiting the Potential of Meroterpenoid Cyclases to Expand the Chemical Space of Fungal Meroterpenoids</dcterms:title> <dc:creator>Mitsuhashi, Takaaki</dc:creator> <dc:rights>terms-of-use</dc:rights> <dc:creator>Abe, Ikuro</dc:creator> <foaf:homepage rdf:resource="http://localhost:8080/jspui"/> <dc:contributor>Kojasoy, Volga</dc:contributor> <dc:contributor>Mitsuhashi, Takaaki</dc:contributor> <dc:creator>Tantillo, Dean J.</dc:creator> <dc:contributor>Powers, Zachary</dc:contributor> <dc:contributor>Cheng, Andrea</dc:contributor> <dc:creator>Yang, Feng</dc:creator> <dc:creator>Taniguchi, Yoshimasa</dc:creator> </rdf:Description> </rdf:RDF>

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