Journal article
Biosynthesis of tovarol and other sesquiterpenoids in Thapsia laciniata Rouy
University of Copenhagen1
Natural Product Discovery, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark2
Department of Biotechnology and Biomedicine, Technical University of Denmark3
Section for Synthetic Biology, Department of Biotechnology and Biomedicine, Technical University of Denmark4
Photosynthetic Cell Factories, Section for Synthetic Biology, Department of Biotechnology and Biomedicine, Technical University of Denmark5
The genus Thapsia produces a wide variety of sesquiterpenoids. The Mediterranean plant Thapsia laciniata Rouy is known to have a product profile that differs from several other species in the genus. Thus, the biosynthesis of sesquiterpenoids in Thapsia laciniata Rouy was investigated. Here we describe three terpene synthases, TlTPS820, TlTPS509 and TlTPS18983.
TlTPS18983 is a multi-product enzyme with farnesene as the major product, while TlTPS509 produces guaiol and bulnesol along with other major and several minor unknown products. TlTPS820 is orthologous to TgTPS2 from Thapsia garganica L. and is an epikunzeaol synthase. TgCYP76AE2 from Thapsia garganica performs a triple hydroxylation of epikunzeaol at C-12 to make dihydrocostunolide.
It was therefore investigated if the cytochrome P450, TlCYP76AE4 was able to use epikunzeaol as a substrate. It was found that TlCYP76AE4 hydroxylates epikunzeaol at C-8 to yield tovarol instead of dihydrocostunolide.
| Language: | English |
|---|---|
| Year: | 2019 |
| Pages: | 168-174 |
| ISSN: | 18733700 and 00319422 |
| Types: | Journal article |
| DOI: | 10.1016/j.phytochem.2018.10.027 |
| ORCIDs: | 0000-0002-5773-6874 and Simonsen, Henrik Toft |
Biocatalysis Cytochrome P-450 Enzyme System Hydroxylation Sesquiterpenes Thapsia
