A Novel 2,5-Furandicarboxylic Acid Biosynthesis Route from Biomass-Derived 5-Hydroxymethylfurfural Based on the Consecutive Enzyme Reactions

被引:0
作者
Shuli Wu
Qishun Liu
Haidong Tan
Fuyun Zhang
Heng Yin
机构
[1] Chinese Academy of Sciences,Group of Natural Products and Glyco
[2] Dalian Ocean University,Biotechnology, Liaoning Provincial Key Laboratory of Carbohydrates, Dalian Institute of Chemical Physics
来源
Applied Biochemistry and Biotechnology | 2020年 / 191卷
关键词
5-Hydroxymethylfurfural oxidase; Enzymatic cascade oxidation; 2,5-Furandicarboxylic acid; 5-Hydroxymethylfurfural; Lipase;
D O I
暂无
中图分类号
学科分类号
摘要
2,5-Furandicarboxylic acid (FDCA) is a promising bio-based building block as a green alternative to petroleum-based terephthalate in polymer production. Most of FDCA is produced by the oxidation of 5-hydroxymethylfurfural (HMF), which is derived from hexose. Although the chemical conversion is widely applied, the biocatalytic conversion is expected due to the relatively mild condition and fewer toxic chemicals consumption. However, it’s difficult to catalyze the conversion of HMF to FDCA by a single enzyme. Here, a newly enzymatic cascade reaction process was introduced with a yield of 94.0% by the combination of 5-hydroxymethylfurfural oxidase (HMFO) and lipase. Briefly, a flavine adenosine dinucleotide independent (FAD-independent) HMFO of Methylovorus sp. MP688 was used to convert HMF to 2,5-diformylfuran (DFF) and 5-formylfuroic acid (FFA), which consecutively transformed to FDCA by a lipase Novozym 435. To facilitate the purification, a coupled alkali precipitation was developed to recover FDCA from organic solvent with an improved purity from 84.4 to 99.0% and recovery of 78.1%. This work will help to construct the green biorefinery route for the bulk FDCA from biomass by enzymes.
引用
收藏
页码:1470 / 1482
页数:12
相关论文
共 199 条
  • [11] de Jong E(2019)Aerobic oxidation of 5-Hydroxymethylfurfural to high-yield 5-Hydroxymethyl-2-furancarboxylic acid by poly(vinylpyrrolidone)-capped Ag nanoparticle catalysts ACS Sustainable Chemistry & Engineering 7 6696-6706
  • [12] Rasrendra CB(2019)Aerobic oxidation of 5-hydroxymethylfurfural to 2,5-difurancarboxylic acid over Pd-au nanoparticles supported on mg-Al hydrotalcite Catalysis Today 319 113-120
  • [13] Heeres HJ(2015)Bio-based alternatives in the synthesis of aliphatic–aromatic polyesters dedicated to biodegradable film applications Polymer 59 234-242
  • [14] de Vries JG(2014)Synthesis of poly(ethylene furandicarboxylate) polyester using monomers derived from renewable resources: Thermal behavior comparison with PET and PEN Physical Chemistry Chemical Physics 16 7946-7958
  • [15] Rosatella AA(2015)Synthesis, kinetics, and characterization of bio-based thermosets obtained through polymerization of a 2,5-furandicarboxylic acid-based bis(2-oxazoline) with sebacic acid Polymer Chemistry 6 2707-2716
  • [16] Simeonov SP(2015)Enzyme cascade reactions: Synthesis of furandicarboxylic acid (FDCA) and carboxylic acids using oxidases in tandem Green Chemistry 17 3271-3275
  • [17] Frade RFM(2009)Gold-catalyzed aerobic oxidation of 5-hydroxymethylfurfural in water at ambient temperature ChemSusChem 2 672-675
  • [18] Afonso CAM(2014)A novel platinum nanocatalyst for the oxidation of 5-Hydroxymethylfurfural into 2,5-Furandicarboxylic acid under mild conditions Journal of Catalysis 315 67-74
  • [19] Li L(2015)Selective aerobic oxidation of the biomass-derived precursor 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid under mild conditions over a magnetic palladium nanocatalyst Green Chemistry 17 1308-1317
  • [20] Ding J(2013)Activated carbon-supported ruthenium as an efficient catalyst for selective aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran Chinese Journal of Catalysis 34 871-875