Isotopic labelings for mechanistic studies.

Absolute configuration determination Biosynthesis Carbocation chemistry Enzyme mechanisms Isotopic labeling NMR spectroscopy Oligoprenyl pyrophosphates Reprotonation Stereoselective synthesis Terpene synthases

Journal

Methods in enzymology
ISSN: 1557-7988
Titre abrégé: Methods Enzymol
Pays: United States
ID NLM: 0212271

Informations de publication

Date de publication:
2024
Historique:
medline: 29 6 2024
pubmed: 29 6 2024
entrez: 28 6 2024
Statut: ppublish

Résumé

The intricate mechanisms in the biosynthesis of terpenes belong to the most challenging problems in natural product chemistry. Methods to address these problems include the structure-based site-directed mutagenesis of terpene synthases, computational approaches, and isotopic labeling experiments. The latter approach has a long tradition in biosynthesis studies and has recently experienced a revival, after genome sequencing enabled rapid access to biosynthetic genes and enzymes. Today, this allows for a combined approach in which isotopically labeled substrates can be incubated with recombinant terpene synthases. These clearly defined reaction setups can give detailed mechanistic insights into the reactions catalyzed by terpene synthases, and recent developments have substantially deepened our understanding of terpene biosynthesis. This chapter will discuss the state of the art and introduce some of the most important methods that make use of isotopic labelings in mechanistic studies on terpene synthases.

Identifiants

pubmed: 38942502
pii: S0076-6879(24)00014-4
doi: 10.1016/bs.mie.2024.01.011
pii:
doi:

Substances chimiques

Alkyl and Aryl Transferases EC 2.5.-
terpene synthase EC 2.5.1.-
Terpenes 0
Recombinant Proteins 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

163-186

Informations de copyright

Copyright © 2024. Published by Elsevier Inc.

Auteurs

Houchao Xu (H)

Kekulé-Institute for Organic Chemistry and Biochemistry, Rheinische Friedrich-Wilhelms-University of Bonn, Bonn, Germany.

Jeroen S Dickschat (JS)

Kekulé-Institute for Organic Chemistry and Biochemistry, Rheinische Friedrich-Wilhelms-University of Bonn, Bonn, Germany. Electronic address: dickschat@uni-bonn.de.

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Classifications MeSH