Details
| Original language | English |
|---|---|
| Article number | e202102704 |
| Journal | CHEMSUSCHEM |
| Volume | 15 |
| Issue number | 9 |
| Early online date | 19 Apr 2022 |
| Publication status | Published - 6 May 2022 |
Abstract
5-hydroxymethylfurfural (HMF) is produced upon dehydration of C6 sugars in biorefineries. As the product, it remains either in aqueous solutions, or is in situ extracted to an organic medium (biphasic system). For the subsequent oxidation of HMF to 2,5-furandicarboxylic acid (FDCA), ‘media-agnostic’ catalysts that can be efficiently used in different conditions, from aqueous to biphasic, and to organic (microaqueous) media, are of interest. Here, the concept of a one-pot biocatalytic cascade for production of FDCA from HMF was reported, using galactose oxidase (GalOx) for the formation of 2,5-diformylfuran (DFF), followed by the lipase-mediated peracid oxidation of DFF to FDCA. GalOx maintained its catalytic activity upon exposure to a range of organic solvents with only 1 % (v/v) of water. The oxidation of HMF to 2,5-diformylfuran (DFF) was successfully established in ethyl acetate-based biphasic or microaqueous systems. To validate the concept, the reaction was conducted at 5 % (v/v) water, and integrated in a cascade where DFF was subsequently oxidized to FDCA in a reaction catalyzed by Candida antarctica lipase B.
Keywords
- 2,5-furandicarboxylic acid (FDCA), 5-hydroxymethylfurfural (HMF), biphasic systems, galactose oxidase, media-agnostic
ASJC Scopus subject areas
- Energy(all)
- General Energy
- Chemical Engineering(all)
- General Chemical Engineering
- Materials Science(all)
- General Materials Science
- Environmental Science(all)
- Environmental Chemistry
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In: CHEMSUSCHEM, Vol. 15, No. 9, e202102704, 06.05.2022.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Enzymatic Cascade for the Synthesis of 2,5‐Furandicarboxylic Acid in Biphasic and Microaqueous Conditions
T2 - ‘Media‐Agnostic’ Biocatalysts for Biorefineries
AU - Milić, Milica
AU - Byström, Emil
AU - María, Pablo Domínguez de
AU - Kara, Selin
N1 - Funding Information: This project has received funding from the European Union's Horizon 2020 research and innovation program under the Marie Skłodowska‐Curie grant agreement No. 860414. The authors thank Assoc. Prof. Thomas Tørring from the Department of Biological and Chemical Engineering at Aarhus University for his kind help for HPLC analyses.
PY - 2022/5/6
Y1 - 2022/5/6
N2 - 5-hydroxymethylfurfural (HMF) is produced upon dehydration of C6 sugars in biorefineries. As the product, it remains either in aqueous solutions, or is in situ extracted to an organic medium (biphasic system). For the subsequent oxidation of HMF to 2,5-furandicarboxylic acid (FDCA), ‘media-agnostic’ catalysts that can be efficiently used in different conditions, from aqueous to biphasic, and to organic (microaqueous) media, are of interest. Here, the concept of a one-pot biocatalytic cascade for production of FDCA from HMF was reported, using galactose oxidase (GalOx) for the formation of 2,5-diformylfuran (DFF), followed by the lipase-mediated peracid oxidation of DFF to FDCA. GalOx maintained its catalytic activity upon exposure to a range of organic solvents with only 1 % (v/v) of water. The oxidation of HMF to 2,5-diformylfuran (DFF) was successfully established in ethyl acetate-based biphasic or microaqueous systems. To validate the concept, the reaction was conducted at 5 % (v/v) water, and integrated in a cascade where DFF was subsequently oxidized to FDCA in a reaction catalyzed by Candida antarctica lipase B.
AB - 5-hydroxymethylfurfural (HMF) is produced upon dehydration of C6 sugars in biorefineries. As the product, it remains either in aqueous solutions, or is in situ extracted to an organic medium (biphasic system). For the subsequent oxidation of HMF to 2,5-furandicarboxylic acid (FDCA), ‘media-agnostic’ catalysts that can be efficiently used in different conditions, from aqueous to biphasic, and to organic (microaqueous) media, are of interest. Here, the concept of a one-pot biocatalytic cascade for production of FDCA from HMF was reported, using galactose oxidase (GalOx) for the formation of 2,5-diformylfuran (DFF), followed by the lipase-mediated peracid oxidation of DFF to FDCA. GalOx maintained its catalytic activity upon exposure to a range of organic solvents with only 1 % (v/v) of water. The oxidation of HMF to 2,5-diformylfuran (DFF) was successfully established in ethyl acetate-based biphasic or microaqueous systems. To validate the concept, the reaction was conducted at 5 % (v/v) water, and integrated in a cascade where DFF was subsequently oxidized to FDCA in a reaction catalyzed by Candida antarctica lipase B.
KW - 2,5-furandicarboxylic acid (FDCA)
KW - 5-hydroxymethylfurfural (HMF)
KW - biphasic systems
KW - galactose oxidase
KW - media-agnostic
UR - http://www.scopus.com/inward/record.url?scp=85128275576&partnerID=8YFLogxK
U2 - 10.1002/cssc.202102704
DO - 10.1002/cssc.202102704
M3 - Article
VL - 15
JO - CHEMSUSCHEM
JF - CHEMSUSCHEM
SN - 1864-5631
IS - 9
M1 - e202102704
ER -