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2023 (English)In: Catalysts, E-ISSN 2073-4344, Vol. 13, no 5, p. 875-, article id 875Article in journal (Refereed) Published
Abstract [en]
Building blocks with amine functionality are crucial in the chemical industry. Biocatalytic syntheses and chemicals derived from renewable resources are increasingly desired to achieve sustainable production of these amines. As a result, renewable materials such as furfurals, especially furfurylamines like 5-(hydroxymethyl)furfurylamine (HMFA) and 2,5-di(aminomethyl)furan (DAF), are gaining increasing attention. In this study, we identified four different amine transaminases (ATAs) that catalyze the reductive amination of 5-(hydroxymethyl)furfural (HMF) and 2,5-diformylfuran (DFF). We successfully immobilized these ATAs on glutaraldehyde-functionalized amine beads using multiple binding and on amine beads by site-selective binding of the unique Ca-formylglycine within an aldehyde tag. All immobilized ATAs were efficiently reused in five repetitive cycles of reductive amination of HMF with alanine as co-substrate, while the ATA from Silicibacter pomeroyi (ATA-Spo) also exhibited high stability for reuse when isopropylamine was used as an amine donor. Additionally, immobilized ATA-Spo yielded high conversion in the batch syntheses of HMFA and DAF using alanine (87% and 87%, respectively) or isopropylamine (99% and 98%, respectively) as amine donors. We further demonstrated that ATA-Spo was effective for the reductive amination of HMF with alanine or isopropylamine in continuous-flow catalysis with high conversion up to 12 days (48% and 41%, respectively).
Place, publisher, year, edition, pages
MDPI AG, 2023
Keywords
amine transaminase, biocatalysis, DFF, flow synthesis, HMF, immobilization, isopropylamine, reuse stability
National Category
Biochemistry and Molecular Biology
Identifiers
urn:nbn:se:kth:diva-329463 (URN)10.3390/catal13050875 (DOI)000997683600001 ()2-s2.0-85160787938 (Scopus ID)
Note
QC 20230621
2023-06-212023-06-212023-06-26Bibliographically approved