Biotransamination of Furan-Based Aldehydes with Isopropylamine: Enzyme Screening and pH Influence.
5-(hydroxymethyl)furfural
amine transaminase
furan-derived amines
furfural
isopropylamine
Journal
Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360
Informations de publication
Date de publication:
01 Dec 2023
01 Dec 2023
Historique:
revised:
20
09
2023
received:
16
07
2023
medline:
4
12
2023
pubmed:
22
9
2023
entrez:
22
9
2023
Statut:
ppublish
Résumé
Furan-based amines are highly valuable compounds which can be directly obtained via reductive amination from easily accessible furfural, 5-(hydroxymethyl)furfural (HMF) and 2,5-diformylfuran (DFF). Herein the biocatalytic amination of these carbonyl derivatives is disclosed using amine transaminases (ATAs) and isopropylamine (IPA) as amine donors. Among the different biocatalysts tested, the ones from Chromobacterium violaceum (Cv-TA), Arthrobacter citreus (ArS-TA), and variants from Arthrobacter sp. (ArRmut11-TA) and Vibrio fluvialis (Vf-mut-TA), afforded high levels of product formation (>80 %) at 100-200 mM aldehyde concentration. The transformations were studied in terms of enzyme and IPA loading. The pH influence was found as a key factor and attributed to the imine/aldehyde equilibrium that can arise from the high reactivity of the carbonyl substrates with a nucleophilic amine such as IPA.
Identifiants
pubmed: 37737725
doi: 10.1002/cbic.202300514
doi:
Substances chimiques
2-propylamine
P8W26T4MTD
Aldehydes
0
Amines
0
Furans
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300514Subventions
Organisme : European Union's Horizon 2020 research and innovation program
ID : Marie Skłodowska-Curie grant agreement No. 860414
Informations de copyright
© 2023 The Authors. ChemBioChem published by Wiley-VCH GmbH.
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