» Articles » PMID: 32068211

Nature-driven Approaches to Non-natural Terpene Analogues

Overview
Journal Nat Prod Rep
Date 2020 Feb 19
PMID 32068211
Citations 21
Authors
Affiliations
Soon will be listed here.
Abstract

Covering: up to 2019The reactions catalysed by terpene synthases belong to the most complex and fascinating cascade-type transformations in Nature. Although many accept only one natural terpene precursor and convert it with high selectivity into only one product, several of these remarkable biocatalysts were recently shown to have a surprising plasticity towards non-natural substrate analogues. For an easy access to the topic also for readers who are new to the field, this review will first briefly cover the principles of natural terpene biosynthesis. This is followed by a chapter that highlights purely chemical transformations mimicking terpene synthase catalysed reactions. Then, the main focus of this article will shed light on the recent advances of terpene synthase catalysed transformations of synthetic substrate analogues. As will be demonstrated, a simple conceptual approach extensively broadens the chemical space that can be reached with terpene synthases.

Citing Articles

Chemoenzymatic Formation of Oxa-Terpenoids by Sesqui- and Diterpene Synthase-Mediated Biotransformations with 9-Oxy-FPP Ether Derivatives.

Struwe H, Nguyen T, Schworer S, Droste J, Spinck H, Kirschning A Biochemistry. 2024; 64(2):498-508.

PMID: 39731539 PMC: 11756643. DOI: 10.1021/acs.biochem.4c00589.


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

Struwe H, Li H, Schrodter F, Hoft L, Fohrer J, Dickschat J Org Lett. 2024; 26(28):5888-5892.

PMID: 38976793 PMC: 11267608. DOI: 10.1021/acs.orglett.4c01670.


Sesquiterpene Cyclase BcBOT2 Promotes the Unprecedented Wagner-Meerwein Rearrangement of the Methoxy Group.

Moeller M, Dhar D, Drager G, Ozbasi M, Struwe H, Wildhagen M J Am Chem Soc. 2024; 146(26):17838-17846.

PMID: 38888422 PMC: 11228982. DOI: 10.1021/jacs.4c03386.


Enhancing structural diversity of terpenoids by multisubstrate terpene synthases.

Li M, Tao H Beilstein J Org Chem. 2024; 20:959-972.

PMID: 38711588 PMC: 11070974. DOI: 10.3762/bjoc.20.86.


Mining methods and typical structural mechanisms of terpene cyclases.

Huang Z, Ye R, Yu H, Li A, Xu J Bioresour Bioprocess. 2024; 8(1):66.

PMID: 38650244 PMC: 10992375. DOI: 10.1186/s40643-021-00421-2.