Isotopic labelling experiments and enzymatic preparation of iso-casbenes with casbene synthase from Ricinus communis-Reference-Cited by-同舟云学术

Isotopic labelling experiments and enzymatic preparation of iso-casbenes with casbene synthase from Ricinus communis

Published:2022 Issue:3 Volume:9 Page:795-801
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Li Heng¹,Dickschat Jeroen S.¹^ORCID

Affiliation:

1. Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, Germany

Abstract

Casbene synthase was used to convert GGPP isomers into iso-casbenes. The enzyme mechanism and absolute configurations were investigated through stereoselective deuteration. 13C-labellings gave insights into the mass spectrometric fragmentation.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/QO/D1QO01707A

Reference55 articles.

1. Biosynthesis of cyclic diterpenes in extracts from seedlings of Ricinus communis. I. Identification of diterpene hydrocarbons formed from mevalonate

2. Constituents of Egyptian Euphorbiaceae. IX. Irritant and cytotoxic ingenane esters fromEuphorbia paralias L.

3. On the Active Principles of the Euphorbiaceae, IXa Ingenane Type Diterpene Esters from Five Euphorbia Species

4. Synthesis of casbene

5. Total synthesis of the macrocyclic diterpene (–)-casbene, the putative biogenetic precursor of lathyrane, tigliane, ingenane, and related terpenoid structures

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