A kind of preparation method and application of enzyme-mimicking mof-based chiral separation material

A chiral separation and enzyme imitation technology, applied in the field of material chemistry and chiral chemistry, can solve the problem of expensive chiral ligands, and achieve the effect of rich recognition sites, novel structure and good stability

Active Publication Date: 2022-03-18
HEFEI UNIV OF TECH
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is that the chiral ligands used in MOF-based chiral separation materials in the prior art are expensive and require multi-step synthesis, and a method for preparing enzyme-like MOF-based chiral separation materials is provided

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of preparation method and application of enzyme-mimicking mof-based chiral separation material
  • A kind of preparation method and application of enzyme-mimicking mof-based chiral separation material
  • A kind of preparation method and application of enzyme-mimicking mof-based chiral separation material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] The preparation of enzyme-like MOF-based chiral separation materials, the reaction formula is as follows:

[0059]

[0060] The enzyme-like MOF-based chiral separation material is named compound 1. The above reaction formula is the smallest asymmetric unit of the crystal structure of compound 1, and its crystal structure is the periodic infinite extension structure of the asymmetric unit.

[0061] Zinc acetate dihydrate (18.3 mg, 0.10 mmol), monochiral ligand H 2 L (23mg, 0.05mmol) and auxiliary ligand bpy (7.8mg, 0.05mmol) were dissolved in N,N-dimethylacetamide (DMA), ethanol (EtOH) and water ( h 2 O) in the mixed solvent, the volume ratio of N,N-dimethylacetamide, ethanol and water is 1:1:1, stir evenly, and seal the resulting reaction liquid mixture in a 10mL explosion-proof vial. h 2 L is 2'2-(terephthaloyl bis(azadiyl)) bis(3-phenylpropionic acid), ligand H in the present embodiment 2 L is the existing technology, using Yu S L, Dou X Q, Qu D H, etal. -98. ...

Embodiment 2

[0064] Single crystal test and structural analysis of compound 1

[0065] The single crystal data of compound 1 is in the National Center for Protein Science Shanghai Synchrotron Radiation BL17B Multiple collections were carried out on the online station, and the optimal data were indexed, restored, and absorbed and corrected with the APEX3 software program. The final structure analysis and refinement were done manually through the SHELXS-97 program, during which the full-matrix least-squares refinement based on F 2 ) to determine all non-hydrogen atoms and perform anisotropic refinement. In addition, the hydrogen atoms on the ligand are completed by theoretical hydrogenation

[0066] Such as Figure 1-Figure 4 As shown, single crystal diffraction data analysis showed that compound 1 crystallized in the chiral P32 1 Space group whose asymmetric unit content is its molecular formula [(Zn 4 O) 2 (L) 6 (bpy) 3 ], which contains 2 crystallographically independent Zn i...

Embodiment 3

[0070] The application of enzyme-like MOF-based chiral separation materials in the adsorption and separation of small molecular aromatic alcohols, the specific steps are as follows:

[0071] (1) Activation treatment: the crystal of compound 1 prepared in Example 1 was placed in a Soxhlet extractor, treated with anhydrous methanol for 24 hours, then treated with anhydrous acetone for 24 hours, and then activated in vacuum at 100°C to remove organic solvent;

[0072] (2) 50 mg of the crystal of compound 1 after the activation treatment was placed in a solution of racemic aromatic alcohol small molecule substrate (10 mg) in acetone (5 mL) to be resolved and allowed to stand for 5 h to allow the substrate to be fully adsorbed ; The above-mentioned crystals after fully adsorbing the chiral alcohol small molecule substrate are filtered, the racemic chiral alcohol small molecule substrate adhered to the surface of the compound 1 crystal is washed away with methanol, and the crystal o...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
sizeaaaaaaaaaa
diameteraaaaaaaaaa
Login to view more

Abstract

The invention discloses a method for preparing an enzyme-like MOF-based chiral separation material. The invention uses an optically pure ligand 2'2-(terephthaloylbis(azadiyl))bis(3-phenylpropane Acid), 4,4'-bipyridyl, and zinc ions as raw materials, and a crystalline MOF material containing amphiphilic chiral nanochannels was formed through coordination. The invention also provides the enzyme-like MOF-based chiral separation material prepared by the above preparation method and its application. The beneficial effect of the present invention is that: choose simple chiral ligands containing peptide bonds as the chiral source to synthesize MOF-based separation materials, which reduces the cost and difficulty of synthesis, especially the prepared chiral MOF has the ability to simulate biological enzymes with multiple The recognition site and unique chiral microenvironment can be used as a recyclable chiral solid phase separation material to resolve racemic aromatic alcohols, epoxy compounds and ibuprofen with high enantioselectivity. Molecular chiral compounds.

Description

technical field [0001] The invention relates to the fields of material chemistry and chiral chemistry, in particular to a preparation method and application of an enzyme-like MOF-based chiral separation material. Background technique [0002] Chirality refers to the phenomenon that a substance and its mirror image cannot overlap. Just like the left hand and right hand of a person, they cannot overlap each other through any operation. There are chiral phenomena ranging from molecules and atoms in the microscopic world to macroscopic substances in nature. Therefore, chirality It is one of the most important properties of substances in nature. Chirality not only affects the physical and chemical properties of substances, but is also closely related to life phenomena. Chiral compounds, especially the two mirror-image enantiomers of chiral drugs, often exhibit distinct pharmacological, toxicological, and pharmacokinetic activities in organisms. Therefore, the development of chi...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Patents(China)
IPC IPC(8): C08G83/00B01J20/29B01J20/30B01D15/38
CPCC08G83/008B01J20/29B01D15/3833
Inventor 朱成峰杨可可王洪朝张阿美吴祥李有桂
Owner HEFEI UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap