Total Synthesis, Stereochemical Assignment, and Divergent Enantioselective Enzymatic Recognition of Larreatricin

Autor(en)
Harry J. Martin, Ioannis Kampatsikas, Rik Oost, Matthias Pretzler, Emir Al-Sayed, Alexander Roller, Gerald Giester, Annette Rompel, Nuno Maulide
Abstrakt

A concise and efficient total synthesis of the lignan natural product larreatricin as well as an unambiguous assignment of configuration of its enantiomers are reported, resolving a long-held controversy. Enzyme kinetic studies revealed that different polyphenol oxidases show high and remarkably divergent enantioselective recognition of this secondary metabolite.

Organisation(en)
Institut für Organische Chemie, Institut für Biophysikalische Chemie, Core Facility für Kristallstrukturanalyse, Institut für Anorganische Chemie, Institut für Mineralogie und Kristallographie
Journal
Chemistry: A European Journal
Band
24
Seiten
15756-15760
Anzahl der Seiten
5
ISSN
0947-6539
DOI
https://doi.org/10.1002/chem.201803785
Publikationsdatum
10-2018
Peer-reviewed
Ja
ÖFOS 2012
104015 Organische Chemie, 104024 Röntgenstrukturanalyse, 105113 Kristallographie
Schlagwörter
ASJC Scopus Sachgebiete
Catalysis, Organic Chemistry
Link zum Portal
https://ucrisportal.univie.ac.at/de/publications/69dd9de5-7a23-45b9-a34d-73a8a4250de8