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Semi-homogeneous metalloenzyme integrated nano-catalyst as well as preparation method and application thereof

A nanocatalyst and metal nanoparticle technology, applied in the preparation of semi-homogeneous metalloenzyme-integrated nanocatalysts, in the field of semi-homogeneous metalloenzyme-integrated nanocatalysts, can solve problems such as low catalytic ability, low maximum yield, and hindered combination. To achieve the effect of improving catalytic activity, improving solubility and avoiding contact inhibition

Active Publication Date: 2021-07-09
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] The field of chemical-biological catalysis has the advantages of both chemical catalysts and biocatalysts, and has played a huge role in the fields of organic synthesis and fine chemical industry. However, there is usually mutual inhibition between chemical catalysis and biocatalysis, which seriously hinders the development of both. combination of
Although heterogeneous metalloenzyme-integrated catalysts can effectively solve the problem of metal-enzyme mutual inhibition, the mass transfer problem caused by the inherent nature of heterogeneous catalysts will lead to their low catalytic ability.
[0003] Chiral amines are important intermediates in the synthesis of drugs. The traditional kinetic resolution of chiral amines catalyzed by lipase is one of the effective ways to obtain single enantiomers of chiral amines, but the maximum yield of this method is low
Although the current metalloenzyme cascade catalytic reaction can improve the yield of traditional kinetic resolution, there are still many shortcomings as follows: (1) There is mutual inhibition between the metallocatalyst and the biocatalyst; (2) Relative to the lipase Appropriate reaction temperature, a higher reaction temperature not lower than 70°C is required; (3) Basic additives need to be added to inhibit the occurrence of side reactions

Method used

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  • Semi-homogeneous metalloenzyme integrated nano-catalyst as well as preparation method and application thereof
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  • Semi-homogeneous metalloenzyme integrated nano-catalyst as well as preparation method and application thereof

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Embodiment 1

[0044] This embodiment relates to a semi-homogeneous metalloenzyme integrated nanocatalyst, which includes palladium metal nanoparticles wrapped in a hydrophobic organic molecular cage, and lipase CALB immobilized on the surface of the organic molecular cage.

[0045] Among them, the organic molecular cage is an organic imine molecular cage synthesized by dynamic aldehyde-amine condensation reaction, and its three-dimensional structure diagram is as follows: figure 1 As shown in, its structural formula is:

[0046]

preparation example

[0048] The preparation process of the semi-homogeneous metalloenzyme integrated nanocatalyst of this embodiment is as follows figure 2 As shown in , its preparation process is as follows:

[0049] (1) Synthesis of organic molecular cages

[0050] First, 0.25 g of tritylaldehyde and 5 μL of trifluoroacetic acid were dissolved in 5 mL of dichloromethane, then 0.25 g of (1R,2R)-cyclohexanediamine was slowly added, stirred at room temperature for 2 days, and the precipitate was collected by filtration. Then, the precipitate was washed with a mixed solution of dichloromethane and methanol with a volume ratio of 5:95, and finally dried in an oven at 80° C. for 3 h to obtain a white solid, which was the organic molecular cage (CC3).

[0051] (2) wrapped metal palladium

[0052] Disperse 20 mg of the organic molecular cage prepared above in 50 mL of methanol, add 22.5 mg of palladium acetate after ultrasonic dispersion, and then stir at room temperature for 6 h. Subsequently, the ...

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Abstract

The invention relates to a semi-homogeneous metalloenzyme integrated nano-catalyst as well as a preparation method and application thereof. The semi-homogeneous metalloenzyme integrated nano-catalyst comprises palladium metal nanoparticles wrapped by a hydrophobic organic molecular cage and lipase CALB fixed on the surface of the organic molecular cage. According to the semi-homogeneous metalloenzyme integrated nano-catalyst, the hydrophobic organic molecular cage is used as a stabilizer and a carrier of immobilized enzyme, separation of a metal catalyst and enzyme can be achieved, and contact inhibition of the metal catalyst and the enzyme is avoided. Meanwhile, the organic molecular cage can provide extremely high hydrophobicity for the catalyst, and the solubility of the catalyst in an organic solvent is improved, so a semi-homogeneous catalyst can be realized, the mass transfer performance of the catalyst is improved, and the catalytic capability of the catalyst can be effectively improved.

Description

technical field [0001] The invention relates to the technical field of nanocatalysis, in particular to a semi-homogeneous metalloenzyme-integrated nanocatalyst. At the same time, the invention also relates to a preparation method of a semi-homogeneous metalloenzyme-integrated nanocatalyst, and the semi-homogeneous metalloenzyme-integrated nanocatalyst. Catalyst application. Background technique [0002] The field of chemical-biological catalysis has the advantages of both chemical catalysts and biocatalysts, and has played a huge role in the fields of organic synthesis and fine chemical industry. However, there is usually mutual inhibition between chemical catalysis and biocatalysis, which seriously hinders the development of both. combination. Although heterogeneous metalloenzyme-integrated catalysts can effectively solve the problem of metal-enzyme mutual inhibition, the mass transfer problem caused by the inherent nature of heterogeneous catalysts will lead to their low ...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07B55/00C07C209/68C07C211/27C07C231/20C07C235/06C07C235/08C07C269/08C07C271/24C12N11/02C12P41/00C12P13/02C12P13/00
CPCB01J31/0244B01J31/003C07B55/00C07C209/68C07C231/20C07C269/08C12N11/02C12N9/20C12Y301/01003C12P41/007C12P41/006C12P13/02C12P13/001C07C2602/10C07C2602/08C07B2200/07B01J35/23C07C211/27C07C235/06C07C235/08C07C271/24
Inventor 刘运亭高士耆姜艳军高静
Owner HEBEI UNIV OF TECH