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Enzymatic preparation method for 2, 5-furandicarboxylic acid

A technology for furandicarboxylic acid and enzymatic preparation, which is applied in the field of biological preparation of bulk chemicals, can solve problems such as low FDCA efficiency, and achieve the effects of simple process, high efficiency and high yield

Active Publication Date: 2017-04-05
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

DFF and FFA are inefficiently converted to FDCA when FDA is not added [Angewandte Chemie International Edition,2014,53:6515-6518]

Method used

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  • Enzymatic preparation method for 2, 5-furandicarboxylic acid
  • Enzymatic preparation method for 2, 5-furandicarboxylic acid

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Experimental program
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Effect test

Embodiment 1

[0029] 1. Synthetic 5-hydroxymethylfurfural oxidase gene (see the HMF oxidase gene sequence for the sequence), after the HMF oxidase gene is cut with restriction endonuclease XhoI and XbaI, it is connected to the same enzyme double-digestion pICZa-A expression vector. Ligate overnight with T4 ligase (the materials in the reaction system consist of 8 μl plasmid, 1 μl reaction buffer, and 1 μl T4 ligase). Take 5 μl of the connection solution to transform into E. coli Top10, and spread it on a bleomycin-resistant plate for overnight culture; take 20 mL of low-salt (0.5% NaCl, V / W) LB culture based on a 50 mL Erlenmeyer flask, add 5 μL of 100 mg / ml bleomycin, insert the transformed strain (E.coli TOP10, Invitrogen Company), shake the strain for 16-18h at 28°C.

[0030] 2. Plasmid extraction: Centrifuge the bacterial liquid obtained in step 1 at 5000 r for 5 min. The supernatant was removed, and the plasmid was extracted with a plasmid kit (Axygen Company, model 05114kai) for pr...

Embodiment 2

[0036] Take 23.8mg of HMF, add 200uL of HMFO prepared in Example 1 to 30mL of 100mM potassium phosphate buffer solution (pH7.16), ventilate with air, 27°C, oil bath, and stir for 30h. HPLC detection shows that the conversion rate of HMF is 99%. Take 16mL of the above reaction solution, and remove water by rotary steaming (40°C) to yellow oily droplets, add 10mL tert-butanol and 10mL ethyl acetate to form a homogeneous mixture, add 200mg lipase Novozym 435, and react 0, 1, 2 , add 165uL H after 3, 4, 5h 2 o 2 (30%), reacted at 40°C for 24h with stirring. Liquid phase detection, FDCA yield was 75%.

Embodiment 3

[0038] Take 23.1mg HMF and dissolve in 30mL 100mM potassium phosphate buffer solution (pH7.16), add 200uL of HMFO prepared in Example 1, ventilate with air, 27°C, oil bath, stir for 30h, and HPLC detection shows that the conversion rate of HMF is 99%. Take 15mL of the above reaction solution, add 6mL of tert-butanol, 1.5mL of ethyl acetate to make a homogeneous mixture, add 225mg of lipase Novozym 435, react for 0, 1, 3, 4, 5h, then add 185uLH 2 o 2 (30%), reacted at 40°C for 24h with stirring. The yield of FDCA detected by liquid phase was 77%.

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Abstract

The invention relates to the field of biological preparation of bulk chemicals, in particular to a method for preparation of 2, 5-furandicarboxylic acid by bio-enzyme catalytic oxidation of 5-hydroxymethylfurfural (HMF). The method employs two enzymes including lipase and 5-hydroxymethylfurfural oxidase for synergistic catalytic oxidation of HMF to prepare FDCA in "one-pot process", thus realizing a green preparation process of FDCA. The technical scheme adopted by the invention uses enzymatic catalytic oxidation, is carried out under low temperature, has low energy consumption and high efficiency; the transformation process has no need of adding alkali, and the process is simpler and green; air or oxygen is adopted as the oxidant, hydrogen peroxide is unnecessary, and the economical efficiency is better. The patent involved in the invention has good industrialization prospect.

Description

technical field [0001] The invention relates to the field of preparing bulk chemicals by a biological method, in particular to a method for preparing 2,5-furandicarboxylic acid by catalyzing and oxidizing 5-hydroxymethylfurfural with biological enzymes. Background technique [0002] 2,5-Furandicarboxylic acid (2,5-Furandicarboxylic acid, FDCA) is a binary compound with a cyclic conjugated structure obtained by dehydrating carbohydrates to obtain 5-Hydroxymethylfurfural (5-Hydroxymethylfurfural, HMF), and then oxidizing it. PTA, whose structure is very similar to p-Phthalic acid (PTA), can replace terephthalic acid to prepare polyester, polyamide and other materials. Its market size is tens of millions of tons, and it is growing year by year. [0003] In the preparation of FDCA, currently it is mainly prepared by heterogeneous catalytic oxidation of HMF, and the catalysts are mainly Au[Catalysis Today,2011,160(1):55-60], Pt[Journal of catalysis,2014,315:67-74] And its suppor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P17/04
Inventor 刘启顺尹恒吴树丽谭海东王文霞
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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