Details
Originalsprache | Englisch |
---|---|
Seiten (von - bis) | 5888-5892 |
Seitenumfang | 5 |
Fachzeitschrift | Organic letters |
Jahrgang | 26 |
Ausgabenummer | 28 |
Frühes Online-Datum | 8 Juli 2024 |
Publikationsstatus | Veröffentlicht - 19 Juli 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 Sachgebiete
- Biochemie, Genetik und Molekularbiologie (insg.)
- Biochemie
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: Organic letters, Jahrgang 26, Nr. 28, 19.07.2024, S. 5888-5892.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › 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 -