Total Synthesis, Stereochemical Assignment, and Divergent Enantioselective Enzymatic Recognition of Larreatricin
- Author(s)
- Harry J. Martin, Ioannis Kampatsikas, Rik Oost, Matthias Pretzler, Emir Al-Sayed, Alexander Roller, Gerald Giester, Annette Rompel, Nuno Maulide
- Abstract
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(s)
- Department of Organic Chemistry, Department of Biophysical Chemistry, Core Facility Crystal Structure Analysis, Department of Inorganic Chemistry, Department of Mineralogy and Crystallography
- Journal
- Chemistry: A European Journal
- Volume
- 24
- Pages
- 15756-15760
- No. of pages
- 5
- ISSN
- 0947-6539
- DOI
- https://doi.org/10.1002/chem.201803785
- Publication date
- 10-2018
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104015 Organic chemistry, 104024 X-ray structural analysis, 105113 Crystallography
- Keywords
- ASJC Scopus subject areas
- Catalysis, Organic Chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/69dd9de5-7a23-45b9-a34d-73a8a4250de8