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Redox-Switchable Biocatalyst for Controllable Oxidation or Reduction of 5-Hydroxymethylfurfural into High-Value Derivatives

Jiaxing Xu, Jiaxing Xu, Aiyong He, Bin Wu, Lei Hu, Xiaoyan Liu, Zhen Wu, Jun Xia, Jiming Xu, Jiming Xu, Shouyong Zhou

2020ACS Omega24 citationsDOIOpen Access PDF

Abstract

Biocatalytic upgrading of biomass-derived 5-hydroxymethylfurfural (HMF) into high-value derivatives is of great significance in green chemistry. In this study, we disclosed the successful utilization of whole-cell Paraburkholderia azotifigens F18 for its switchable catalytic performance in the on-demand catalysis of HMF to different value-added derivatives, namely, selective reduction to 2,5-bis(hydroxymethyl)furan (BHMF) or oxidation to 5-hydroxymethyl-2-furancarboxylic acid (HMFCA). Based on the fine-tuning of biochemical properties, the biocatalyst can proceed an efficient hydrogenation reaction toward HMF with a good selectivity of 97.6% to yield the BHMF at 92.2%. Noteworthily, BHMF could be further oxidized to HMFCA and 2,5-furandicarboxylic acid (FDCA) by the whole cell. To realize the on-demand syntheses of HMFCA, the genes encoding HMF oxidoreductase/oxidase of whole-cell F18 were then deleted to prevent the further conversion of HMFCA to FDCA, which led to a 10-fold decrease of FDCA. Thus, an HMF conversion of 100% with an HMFCA yield of 98.3% was finally achieved by the engineered whole cell at a substrate concentration of 150 mM. Moreover, HMFCA synthesis was efficiently prepared with an excellent selectivity of 96.3% and a yield of 85.1% even at a high substrate concentration of up to 200 mM.

Topics & Concepts

BiocatalysisSelectivityHydroxymethylYield (engineering)ChemistrySubstrate (aquarium)FuranCatalysisRedoxCombinatorial chemistryOrganic chemistryReaction mechanismMaterials scienceGeologyMetallurgyOceanographyCatalysis for Biomass ConversionCatalysis and Hydrodesulfurization StudiesBiofuel production and bioconversion
Redox-Switchable Biocatalyst for Controllable Oxidation or Reduction of 5-Hydroxymethylfurfural into High-Value Derivatives | Litcius