Enzymatic Cascade for the Synthesis of 2, 5‐Furandicarboxylic Acid in Biphasic and Microaqueous Conditions: 'Media‐Agnostic' Biocatalysts for Biorefineries. Issue 9 (19th April 2022)

• Record Type: Journal Article
• Authors: Milić, Milica; Byström, Emil; Domínguez de María, Pablo; Kara, Selin
• Is Part Of: ChemSusChem. Volume 15:Issue 9(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-04-19
• Subjects: media-agnostic -- biphasic systems -- galactose oxidase -- 2, 5-furandicarboxylic acid (FDCA) -- 5-hydroxymethylfurfural (HMF); Green chemistry -- Periodicals; Sustainable engineering -- Periodicals; Chemistry -- Periodicals; Chemical engineering -- Periodicals; 660
• DOI: 10.1002/cssc.202102704
• Languages: English
• ISSNs: 1864-5631

Abstract

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. Abstract : Bio‐bio‐chemocatalytic : cascade reaction for the synthesis of 2, 5‐furandicarboxylic acid (FDCA) from 5‐hydroxymethylfurfural (HMF) using a combination of galactose oxidase (GalOx) and Candida antarctica lipase B (CalB) was reported. As GalOx shows exceptional tolerance to organic solvents with as little as 1 % (v/v) of water, the reaction was performed in an ethyl acetate‐based biphasic system with 5 % (v/v) H2 O.