1. Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids.
- Author
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Struwe H, Li H, Schrödter F, Höft L, Fohrer J, Dickschat JS, and Kirschning A
- Subjects
- Molecular Structure, Cyclization, Polyisoprenyl Phosphates chemistry, Polyisoprenyl Phosphates metabolism, Biotransformation, Diterpenes chemistry, Diterpenes metabolism, Dimethylallyltranstransferase metabolism, Dimethylallyltranstransferase chemistry, Streptomyces enzymology, Streptomyces chemistry, Alkyl and Aryl Transferases metabolism, Alkyl and Aryl Transferases chemistry
- 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.
- Published
- 2024
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