Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

  • Henry Struwe
  • Heng Li
  • Finn Schrödter
  • Laurent Höft
  • Jörg Fohrer
  • Jeroen S. Dickschat
  • Andreas Kirschning

Organisationseinheiten

Externe Organisationen

  • Rheinische Friedrich-Wilhelms-Universität Bonn
  • Technische Universität Darmstadt
  • Uppsala University
Forschungs-netzwerk anzeigen

Details

OriginalspracheEnglisch
Seiten (von - bis)5888-5892
Seitenumfang5
FachzeitschriftOrganic letters
Jahrgang26
Ausgabenummer28
Frühes Online-Datum8 Juli 2024
PublikationsstatusVeröffentlicht - 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

Zitieren

Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids. / Struwe, Henry; Li, Heng; Schrödter, Finn et al.
in: Organic letters, Jahrgang 26, Nr. 28, 19.07.2024, S. 5888-5892.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Struwe H, Li H, Schrödter F, Höft L, Fohrer J, Dickschat JS et al. Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids. Organic letters. 2024 Jul 19;26(28):5888-5892. Epub 2024 Jul 8. doi: 10.1021/acs.orglett.4c01670
Struwe, Henry ; Li, Heng ; Schrödter, Finn et al. / Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids. in: Organic letters. 2024 ; Jahrgang 26, Nr. 28. S. 5888-5892.
Download
@article{2deae8f68d7d413cbce10df1a402ca1b,
title = "Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids",
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.",
author = "Henry Struwe and Heng Li and Finn Schr{\"o}dter and Laurent H{\"o}ft and J{\"o}rg Fohrer and Dickschat, {Jeroen S.} and Andreas Kirschning",
note = "Publisher Copyright: {\textcopyright} 2024 The Authors. Published by American Chemical Society",
year = "2024",
month = jul,
day = "19",
doi = "10.1021/acs.orglett.4c01670",
language = "English",
volume = "26",
pages = "5888--5892",
journal = "Organic letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "28",

}

Download

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 -

Von denselben Autoren