Enzymatic Synthesis of Diterpenoids from iso‐GGPP III: A Geranylgeranyl Diphosphate Analog with a Shifted Double Bond

Abstract: The analog of the diterpene precursor geranylgeranyl diphosphate with a double bond shifted from C14=C15 to C15=C16 (named iso‐GGPP III) has been synthesized and enzymatically converted with six bacterial diterpene synthases; this allowed the isolation of nine unnatural diterpenes. For some of the enzyme‐substrate combinations, the different reactivity implemented in the substrate analog iso‐GGPP III opened reaction pathways that are not observed with natural GGPP, resulting in the formation of diterpenes with novel skeletons. A stereoselective deuteration strategy was used to assign the absolute configurations of the isolated diterpenes.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Enzymatic Synthesis of Diterpenoids from iso‐GGPP III: A Geranylgeranyl Diphosphate Analog with a Shifted Double Bond ; day:14 ; month:12 ; year:2023 ; extent:11
Chemistry - a European journal ; (14.12.2023) (gesamt 11)

Creator
Li, Heng
Dickschat, Jeroen S.

DOI
10.1002/chem.202303560
URN
urn:nbn:de:101:1-2023121514164935810867
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:28 AM CEST

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Associated

  • Li, Heng
  • Dickschat, Jeroen S.

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