Details
| Original language | English |
|---|---|
| Pages (from-to) | 6796-6811 |
| Number of pages | 16 |
| Journal | ACS catalysis |
| Volume | 15 |
| Issue number | 9 |
| Early online date | 11 Apr 2025 |
| Publication status | Published - 2 May 2025 |
Abstract
Three geranylgeranyl pyrophosphate derivatives carrying an ether group at different positions within geranylgeranyl pyrophosphate were employed in biotransformations with five diterpene synthases (CotB2, PvHVS, PaFS, Bnd4 and TXS) derived from plants, bacteria and fungi. A total of six new oxygen-containing diterpenoids were isolated and characterized, deepening our knowledge on the substrate promiscuity of diterpene synthases. In addition, the diterpene synthase PvHVS also accepts an ether derivative of farnesyl pyrophosphate and converts it to the same tetrahydrofuran core as found for the analogous extended GGPP substrate. This result further demonstrates that diterpene synthases also exhibit promiscuity toward truncated unnatural substrates.
Keywords
- biotransformations, diterpene synthases, diterpenoids, farnesyl pyrophosphates, non-natural terpenes
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- General Chemistry
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In: ACS catalysis, Vol. 15, No. 9, 02.05.2025, p. 6796-6811.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Expanding the “Terpenome”
T2 - Diterpene Synthases Accept GGPP-Ether Substrates
AU - Ravkina, Viktoria
AU - Dräger, Gerald
AU - Droste, Jörn
AU - Schwörer, Svenja
AU - Hassanin, Ahmed
AU - Davari, Mehdi D.
AU - Kirschning, Andreas
N1 - Publisher Copyright: © 2025 The Authors. Published by American Chemical Society.
PY - 2025/5/2
Y1 - 2025/5/2
N2 - Three geranylgeranyl pyrophosphate derivatives carrying an ether group at different positions within geranylgeranyl pyrophosphate were employed in biotransformations with five diterpene synthases (CotB2, PvHVS, PaFS, Bnd4 and TXS) derived from plants, bacteria and fungi. A total of six new oxygen-containing diterpenoids were isolated and characterized, deepening our knowledge on the substrate promiscuity of diterpene synthases. In addition, the diterpene synthase PvHVS also accepts an ether derivative of farnesyl pyrophosphate and converts it to the same tetrahydrofuran core as found for the analogous extended GGPP substrate. This result further demonstrates that diterpene synthases also exhibit promiscuity toward truncated unnatural substrates.
AB - Three geranylgeranyl pyrophosphate derivatives carrying an ether group at different positions within geranylgeranyl pyrophosphate were employed in biotransformations with five diterpene synthases (CotB2, PvHVS, PaFS, Bnd4 and TXS) derived from plants, bacteria and fungi. A total of six new oxygen-containing diterpenoids were isolated and characterized, deepening our knowledge on the substrate promiscuity of diterpene synthases. In addition, the diterpene synthase PvHVS also accepts an ether derivative of farnesyl pyrophosphate and converts it to the same tetrahydrofuran core as found for the analogous extended GGPP substrate. This result further demonstrates that diterpene synthases also exhibit promiscuity toward truncated unnatural substrates.
KW - biotransformations
KW - diterpene synthases
KW - diterpenoids
KW - farnesyl pyrophosphates
KW - non-natural terpenes
UR - http://www.scopus.com/inward/record.url?scp=105002401153&partnerID=8YFLogxK
U2 - 10.1021/acscatal.5c00272
DO - 10.1021/acscatal.5c00272
M3 - Article
AN - SCOPUS:105002401153
VL - 15
SP - 6796
EP - 6811
JO - ACS catalysis
JF - ACS catalysis
SN - 2155-5435
IS - 9
ER -