The Discovery of Imine Reductases and their Utilisation for the Synthesis of Tetrahydroisoquinolines.
Imine reductases
activity screening
phylogenetic analysis
reductive amination
tetrahydroisoquinolines
Journal
ChemCatChem
ISSN: 1867-3880
Titre abrégé: ChemCatChem
Pays: Germany
ID NLM: 101520610
Informations de publication
Date de publication:
08 Feb 2023
08 Feb 2023
Historique:
received:
15
09
2022
revised:
13
12
2022
medline:
21
4
2023
pubmed:
21
4
2023
entrez:
21
04
2023
Statut:
ppublish
Résumé
Imine reductases (IREDs) are NADPH-dependent enzymes with significant biocatalytic potential for the synthesis of primary, secondary, and tertiary chiral amines. Their applications include the reduction of cyclic imines and the reductive amination of prochiral ketones. In this study, twenty-nine novel IREDs were revealed through genome mining. Imine reductase activities were screened at pH 7 and 9 and in presence of either NADPH or NADH; some IREDs showed good activities at both pHs and were able to accept both cofactors. IREDs with Asn and Glu at the key 187 residue showed preference for NADH. IREDs were also screened against a series of dihydroisoquinolines to synthesise tetrahydroisoquinolines (THIQs), bioactive alkaloids with a wide range of therapeutic properties. Selected IREDs showed high stereoselectivity, as well high THIQ yields (>90 %) when coupled to a glucose-6-phosphate dehydrogenase for NADPH cofactor recycling.
Identifiants
pubmed: 37081856
doi: 10.1002/cctc.202201126
pii: CCTC202201126
pmc: PMC10107726
doi:
Types de publication
Journal Article
Langues
eng
Pagination
e202201126Informations de copyright
© 2022 The Authors. ChemCatChem published by Wiley-VCH GmbH.
Déclaration de conflit d'intérêts
None declared.
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