P450-catalyzed atom transfer radical cyclization.

Molecular Structure Cyclization Catalysis Biocatalysis Cytochrome P-450 Enzyme System
Asymmetric catalysis Atom transfer radical cyclization Directed evolution P450

Journal

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

Informations de publication

Date de publication:
2023
Historique:
medline: 27 11 2023
pubmed: 18 11 2023
entrez: 17 11 2023
Statut: ppublish

Résumé

Cytochromes P450 have been extensively studied for both fundamental enzymology and biotechnological applications. Over the past decade, by taking inspiration from synthetic organic chemistry, new classes of P450-catalyzed reactions that were not previously encountered in the biological world have been developed to address challenging problems in organic chemistry and asymmetric catalysis. In particular, by repurposing and evolving P450 enzymes, stereoselective biocatalytic atom transfer radical cyclization (ATRC) was developed as a new means to impose stereocontrol over transient free radical intermediates. In this chapter, we describe the detailed experimental protocol for the directed evolution of P450 atom transfer radical cyclases. We also delineate protocols for analytical and preparative scale biocatalytic atom transfer radical cyclization processes. These methods will find application in the development of new P450-catalyzed radical reactions, as well as other synthetically useful processes.

Identifiants

DOI: 10.1016/bs.mie.2023.09.007 PMID: 37977735
pubmed: 37977735
pii: S0076-6879(23)00316-6
doi: 10.1016/bs.mie.2023.09.007
pii:
doi:

Substances chimiques

Cytochrome P-450 Enzyme System 9035-51-2

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

31-49

Informations de copyright

Copyright © 2023. Published by Elsevier Inc.

Auteurs

Heyu Chen (H)

Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA, United States.

Wenzhen Fu (W)

Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA, United States.

Yang Yang (Y)

Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA, United States; Biomolecular Science and Engineering (BMSE) Program, University of California, Santa Barbara, CA, United States. Electronic address: yang@chem.ucsb.edu.

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Classifications MeSH

questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › P450-catalyzed atom transfer radical cyclization.
questionsmedicales.fr › Métabolisme › Cyclisation › P450-catalyzed atom transfer radical cyclization.
questionsmedicales.fr › Phénomènes chimiques › Catalyse › P450-catalyzed atom transfer radical cyclization.
questionsmedicales.fr › Métabolisme › Biocatalyse › P450-catalyzed atom transfer radical cyclization.
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Hémoprotéines › Cytochromes › Cytochrome P-450 enzyme system › P450-catalyzed atom transfer radical cyclization.