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 -