Significantly improved oxidation of bio-based furans into furan carboxylic acids using substrate-adapted whole cells

被引:29
作者
Wen, Mao [1 ]
Zhang, Xue-Ying [1 ]
Zong, Min-Hua [1 ]
Li, Ning [1 ]
机构
[1] South China Univ Technol, Sch Food Sci & Engn, Guangzhou 510640, Guangdong, Peoples R China
来源
JOURNAL OF ENERGY CHEMISTRY | 2020年 / 41卷
基金
中国国家自然科学基金;
关键词
5-hydroxymethylfurfural; 5-hydroxymethyl-2-furancarboxylic acid; Oxidation; Substrate adaptation strategy; Whole-cell biocatalysis; SELECTIVE OXIDATION; 5-HYDROXYMETHYL-2-FURANCARBOXYLIC ACID; INHIBITORS; VALORIZATION; CONVERSION; MOLECULE; HMF;
D O I
10.1016/j.jechem.2019.04.025
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Furan carboxylic acids are important building blocks in polymer and fine chemical industries. In this work, a simple substrate adaptation strategy was applied to improve the catalytic performances of Comamonas testosteroni SC1588 cells for the synthesis of various furan carboxylic acids. It was found that biocatalytic synthesis of 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) was substantially promoted by adding histidine and increasing cell concentrations. HMFCA was produced in a quantitative yield from 200 mM HMF in 24h. Besides, the HMFCA yields of 71%-81% were achieved with the substrate concentrations up to 250-300 mM. It was firstly found that 4-tert-butylcatechol (TBC), as the stabilizer present in HMF, exerted a significantly detrimental effect on whole-cell catalytic synthesis of HMFCA at high substrate concentrations (more than 130 mM). In addition, a variety of furan carboxylic acids such as 2-furoic acid, 5-methyl-2-furancarboxylic acid and 5-methoxymethyl-2-furancarboxylic acid were synthesized with the yields up to 98%. (C) 2019 Science Press and Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. and Science Press. All rights reserved.
引用
收藏
页码:20 / 26
页数:7
相关论文
共 34 条
  • [1] Increased tolerance and conversion of inhibitors in lignocellulosic hydrolysates by Saccharomyces cerevisiae
    Almeida, Jodo R. M.
    Modig, Tobias
    Petersson, Anneli
    Hahn-Hagerdal, Barbel
    Liden, Gunnar
    Gorwa-Grauslund, Marie F.
    [J]. JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY, 2007, 82 (04) : 340 - 349
  • [2] Discovery of a potent small molecule IL-2 inhibitor through fragment assembly
    Braisted, AC
    Oslob, JD
    Delano, WL
    Hyde, J
    McDowell, RS
    Waal, N
    Yu, C
    Arkin, MR
    Raimundo, BC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (13) : 3714 - 3715
  • [3] Biocatalytic Valorization of Furans: Opportunities for Inherently Unstable Substrates
    Dominguez de Maria, Pablo
    Guajardo, Nadia
    [J]. CHEMSUSCHEM, 2017, 10 (21) : 4123 - 4134
  • [4] Critical Influence of 5-Hydroxymethylfurfural Aging and Decomposition on the Utility of Biomass Conversion in Organic Synthesis
    Galkin, Konstantin I.
    Krivodaeva, Elena A.
    Romashov, Leonid V.
    Zalesskiy, Sergey S.
    Kachala, Vadim V.
    Burykina, Julia V.
    Ananikov, Valentine P.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (29) : 8338 - 8342
  • [5] Metal Catalysts for the Efficient Transformation of Biomass-derived HMF and Furfural to Value Added Chemicals
    Gupta, Kavita
    Rai, Rohit K.
    Singh, Sanjay K.
    [J]. CHEMCATCHEM, 2018, 10 (11) : 2326 - 2349
  • [6] Anaerobic oxidation of the aromatic plant hydrocarbon p-cymene by newly isolated denitrifying bacteria
    Harms, G
    Rabus, R
    Widdel, F
    [J]. ARCHIVES OF MICROBIOLOGY, 1999, 172 (05) : 303 - 312
  • [7] OLIGOMERS FROM HYDROXYMETHYLFURANCARBOXYLIC ACID
    HIRAI, H
    [J]. JOURNAL OF MACROMOLECULAR SCIENCE-CHEMISTRY, 1984, A21 (8-9): : 1165 - 1179
  • [8] Biocatalytic Transformation of 5-Hydroxymethylfurfural into High-Value Derivatives: Recent Advances and Future Aspects
    Hu, Lei
    He, Aiyong
    Liu, Xiaoyan
    Xia, Jun
    Xu, Jiaxing
    Zhou, Shouyong
    Xu, Jiming
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (12): : 15915 - 15935
  • [9] Dehydrogenase-Catalyzed Oxidation of Furanics: Exploitation of Hemoglobin Catalytic Promiscuity
    Jia, Hao-Yu
    Zong, Min-Hua
    Yu, Hui-Lei
    Li, Ning
    [J]. CHEMSUSCHEM, 2017, 10 (18) : 3524 - 3528
  • [10] A biocatalytic method for the chemoselective aerobic oxidation of aldehydes to carboxylic acids
    Knaus, Tanja
    Tseliou, Vasilis
    Humphreys, Luke D.
    Scrutton, Nigel S.
    Mutti, Francesco G.
    [J]. GREEN CHEMISTRY, 2018, 20 (17) : 3931 - 3943