Novel and Efficient Biotechnological Approach to Produce 2,5-Diformylfuran from Biomass-Derived 5-Hydroxymethylfurfural

Abstract

The preparation of compounds of interest from biomass-derived 5-hydroxymethylfurfural (HMF) has attracted considerable attention. One such compound is 2,5-diformylfuran (DFF), obtained through oxidation of the hydroxyl group of HMF. Herein, we describe for the first time the whole-cell oxidation of HMF to DFF by Fusarium culmorum EAN 51. Although the chemocatalytic transformation of HMF into DFF has been widely studied, biocatalytic processes have been scarcely reported and are limited to enzymatic synthesis using the combination of several enzymes. The whole-cell transformation of HMF into DFF is preferable thanks to the inherent presence of the different enzymes, significantly reducing the cost of the process. F. culmorum showed a high capability to reduce to 2,5-di(hydroxymethyl)furan (DHMF) and oxidize to DFF the substrate with high yields depending on the nitrogen source and the concentration of peptone and glucose in the media, which highly affected the redox capability of this strain. After careful optimization of the concentration of both nutrients through response surface methodology, 50 mM HMF were transformed into DFF with a high yield (92%) and selectivity (94%). These results open a new line of investigation in the sustainable production of DFF from renewable biobased resources.

(Chemo)biocatalytic Upgrading of Biobased Furanic Platforms to Chemicals, Fuels, and Materials: A Comprehensive Review

“…Canela-Garayoa and co-workers described the whole-cell catalytic oxidation of HMF to DFF by F. culmorum EAN 51 . Under the optimum conditions, 50 mM of HMF was transformed to DFF with 92% yield and 94% selectivity within 31 h (Table , entry 10).…”

Combining Associative and Dissociative Dynamic Linkages in Covalent Adaptable Networks from Biobased 2,5-Furandicarboxaldehyde

“…Recently, our team focused on a promising biobased building block, 2,5-furandicarboxaldehyde (FDC), for the synthesis of biobased polyimine (PI) vitrimers. , One of FDC precursors, FDCA (2,5-furan dicarboxylic acid), was selected among the 12 top value-added chemicals from biomass by the American Department of Energy (DoE) in 2004 . It can be produced by controlled oxidation of 5-(hydroxymethyl)­furfural (HMF), using green processes. − HMF is considered one of the most promising biobased molecules for green chemical approach to polymer synthesis. − …”

2,5-Furandicarboxaldehyde as a bio-based crosslinking agent replacing glutaraldehyde for covalent enzyme immobilization

“…The oxidation of HMF to DFF can be achieved either by chemical routes 14 or by biotransformations, including the use of isolated enzymes or whole cells. 15,16…”