Details
| Original language | English |
|---|---|
| Pages (from-to) | 5888-5892 |
| Number of pages | 5 |
| Journal | Organic letters |
| Volume | 26 |
| Issue number | 28 |
| Early online date | 8 Jul 2024 |
| Publication status | Published - 19 Jul 2024 |
Abstract
New diterpenoids are accessible from non-natural FPP derivatives as substrates for an enzymatic elongation cyclization cascade using the geranylgeranyl pyrophosphate synthase (GGPPS) from Streptomyces cyaneofuscatus and the spata-13,17-diene synthase (SpS) from Streptomyces xinghaiensis. This approach led to four new biotransformation products including three new cyclododecane cores and a macrocyclic ether. For the first time, a 1,12-terpene cyclization was observed when shifting the central olefinic double bond toward the geminial methyl groups creating a nonconjugated 1,4-diene.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic letters, Vol. 26, No. 28, 19.07.2024, p. 5888-5892.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids
AU - Struwe, Henry
AU - Li, Heng
AU - Schrödter, Finn
AU - Höft, Laurent
AU - Fohrer, Jörg
AU - Dickschat, Jeroen S.
AU - Kirschning, Andreas
N1 - Publisher Copyright: © 2024 The Authors. Published by American Chemical Society
PY - 2024/7/19
Y1 - 2024/7/19
N2 - New diterpenoids are accessible from non-natural FPP derivatives as substrates for an enzymatic elongation cyclization cascade using the geranylgeranyl pyrophosphate synthase (GGPPS) from Streptomyces cyaneofuscatus and the spata-13,17-diene synthase (SpS) from Streptomyces xinghaiensis. This approach led to four new biotransformation products including three new cyclododecane cores and a macrocyclic ether. For the first time, a 1,12-terpene cyclization was observed when shifting the central olefinic double bond toward the geminial methyl groups creating a nonconjugated 1,4-diene.
AB - New diterpenoids are accessible from non-natural FPP derivatives as substrates for an enzymatic elongation cyclization cascade using the geranylgeranyl pyrophosphate synthase (GGPPS) from Streptomyces cyaneofuscatus and the spata-13,17-diene synthase (SpS) from Streptomyces xinghaiensis. This approach led to four new biotransformation products including three new cyclododecane cores and a macrocyclic ether. For the first time, a 1,12-terpene cyclization was observed when shifting the central olefinic double bond toward the geminial methyl groups creating a nonconjugated 1,4-diene.
UR - http://www.scopus.com/inward/record.url?scp=85199224007&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.4c01670
DO - 10.1021/acs.orglett.4c01670
M3 - Article
C2 - 38976793
AN - SCOPUS:85199224007
VL - 26
SP - 5888
EP - 5892
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 28
ER -