Synthesis of Enantiopure Sulfoxides by Concurrent Photocatalytic Oxidation and Biocatalytic Reduction.

Biocatalysis Deracemization Methionine Sulfoxide Reductases Photocatalysis Sulfoxides

Journal

Angewandte Chemie (Weinheim an der Bergstrasse, Germany)
ISSN: 0044-8249
Titre abrégé: Angew Chem Weinheim Bergstr Ger
Pays: Germany
ID NLM: 100955692

Informations de publication

Date de publication:
19 Apr 2022
Historique:
received: 15 12 2021
medline: 19 4 2022
pubmed: 19 4 2022
entrez: 20 3 2024
Statut: ppublish

Résumé

The concurrent operation of chemical and biocatalytic reactions in one pot is still a challenging task, and, in particular for chemical photocatalysts, examples besides simple cofactor recycling systems are rare. However, especially due to the complementary chemistry that the two fields of catalysis promote, their combination in one pot has the potential to unlock intriguing, unprecedented overall reactivities. Herein we demonstrate a concurrent biocatalytic reduction and photocatalytic oxidation process. Specifically, the enantioselective biocatalytic sulfoxide reduction using ( The power of biocatalysis and photocatalysis was combined in one pot for a concurrent reduction–oxidation sequence to gain access to enantiopure sulfoxides. In a cyclic deracemization process the enantioselective biocatalytic reduction is followed by a non‐stereoselective light‐dependent oxidation to yield the desired target compounds in >99 %

Autres résumés

Type: Publisher (ger)
The power of biocatalysis and photocatalysis was combined in one pot for a concurrent reduction–oxidation sequence to gain access to enantiopure sulfoxides. In a cyclic deracemization process the enantioselective biocatalytic reduction is followed by a non‐stereoselective light‐dependent oxidation to yield the desired target compounds in >99 %

Identifiants

pubmed: 38505243
doi: 10.1002/ange.202117103
pii: ANGE202117103
pmc: PMC10946591
doi:

Types de publication

Journal Article

Langues

eng

Pagination

e202117103

Informations de copyright

© 2022 The Authors. Angewandte Chemie published by Wiley-VCH GmbH.

Déclaration de conflit d'intérêts

The authors declare no conflict of interest.

Auteurs

Sarah Bierbaumer (S)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Luca Schmermund (L)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Alexander List (A)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Christoph K Winkler (CK)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Silvia M Glueck (SM)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Wolfgang Kroutil (W)

Institute of Chemistry, Department of Organic and Bioorganic Chemistry University of Graz NAWI Graz BioTechMed Graz Field of Excellence BioHealth Heinrichstraße 28 8010 Graz Austria.

Classifications MeSH