CN115491363B - Preparation method and application of mesoporous nano material with antibacterial function - Google Patents
Preparation method and application of mesoporous nano material with antibacterial function Download PDFInfo
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- CN115491363B CN115491363B CN202211122054.6A CN202211122054A CN115491363B CN 115491363 B CN115491363 B CN 115491363B CN 202211122054 A CN202211122054 A CN 202211122054A CN 115491363 B CN115491363 B CN 115491363B
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- glucose oxidase
- mesoporous
- polyphenol
- nano material
- metal
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- 239000002086 nanomaterial Substances 0.000 title claims abstract description 68
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 229940116332 glucose oxidase Drugs 0.000 claims abstract description 78
- 108010015776 Glucose oxidase Proteins 0.000 claims abstract description 38
- 239000004366 Glucose oxidase Substances 0.000 claims abstract description 38
- 235000019420 glucose oxidase Nutrition 0.000 claims abstract description 38
- 239000000463 material Substances 0.000 claims abstract description 21
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 11
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 3
- 229940074391 gallic acid Drugs 0.000 claims description 46
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical group OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 26
- 235000004515 gallic acid Nutrition 0.000 claims description 13
- FHHPUSMSKHSNKW-SMOYURAASA-M sodium deoxycholate Chemical group [Na+].C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 FHHPUSMSKHSNKW-SMOYURAASA-M 0.000 claims description 10
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- 239000002994 raw material Substances 0.000 claims description 3
- 238000000502 dialysis Methods 0.000 claims description 2
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract description 12
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- 238000012360 testing method Methods 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
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- 229940044631 ferric chloride hexahydrate Drugs 0.000 description 7
- NQXWGWZJXJUMQB-UHFFFAOYSA-K iron trichloride hexahydrate Chemical group O.O.O.O.O.O.[Cl-].Cl[Fe+]Cl NQXWGWZJXJUMQB-UHFFFAOYSA-K 0.000 description 7
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- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 3
- AFSDNFLWKVMVRB-UHFFFAOYSA-N Ellagic acid Chemical compound OC1=C(O)C(OC2=O)=C3C4=C2C=C(O)C(O)=C4OC(=O)C3=C1 AFSDNFLWKVMVRB-UHFFFAOYSA-N 0.000 description 3
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- 238000010586 diagram Methods 0.000 description 3
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- 229940030275 epigallocatechin gallate Drugs 0.000 description 3
- LRBQNJMCXXYXIU-QWKBTXIPSA-N gallotannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@H]2[C@@H]([C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-QWKBTXIPSA-N 0.000 description 3
- 239000000017 hydrogel Substances 0.000 description 3
- -1 iron ions Chemical class 0.000 description 3
- FAARLWTXUUQFSN-UHFFFAOYSA-N methylellagic acid Natural products O1C(=O)C2=CC(O)=C(O)C3=C2C2=C1C(OC)=C(O)C=C2C(=O)O3 FAARLWTXUUQFSN-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 235000015523 tannic acid Nutrition 0.000 description 3
- 229940033123 tannic acid Drugs 0.000 description 3
- 229920002258 tannic acid Polymers 0.000 description 3
- 102000003992 Peroxidases Human genes 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000007405 data analysis Methods 0.000 description 2
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- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
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- 229920001817 Agar Polymers 0.000 description 1
- 208000035143 Bacterial infection Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 108700020962 Peroxidase Proteins 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
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- 230000001093 anti-cancer Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 239000003833 bile salt Substances 0.000 description 1
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- 239000002041 carbon nanotube Substances 0.000 description 1
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- 238000006555 catalytic reaction Methods 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0006—Oxidoreductases (1.) acting on CH-OH groups as donors (1.1)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/43—Enzymes; Proenzymes; Derivatives thereof
- A61K38/44—Oxidoreductases (1)
- A61K38/443—Oxidoreductases (1) acting on CH-OH groups as donors, e.g. glucose oxidase, lactate dehydrogenase (1.1)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/04—Enzymes or microbial cells immobilised on or in an organic carrier entrapped within the carrier, e.g. gel or hollow fibres
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y101/00—Oxidoreductases acting on the CH-OH group of donors (1.1)
- C12Y101/03—Oxidoreductases acting on the CH-OH group of donors (1.1) with a oxygen as acceptor (1.1.3)
- C12Y101/03004—Glucose oxidase (1.1.3.4)
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
The invention discloses a preparation method and application of a mesoporous nano material with an antibacterial function, and relates to the technical field of antibacterial materials. And mixing glucose oxidase with a metal ion source and a template for reaction, and then adding a polyphenol source for assembly to obtain the mesoporous nano material with the antibacterial function. The composition of the mesoporous nano material with the antibacterial function is glucose oxidase@metal-polyphenol; the structure is as follows: the metal-polyphenol forms a network that encapsulates the glucose oxidase. The glucose oxidase @ metal-polyphenol mesoporous nanomaterial prepared by the method can be used as a mesoporous material, and can perform cascade reaction more rapidly under the activation of glucose, so that the enzyme activity is improved. As an antibacterial material, the antibacterial material has broad-spectrum bactericidal property, and the bactericidal effect in a certain time is superior to that of free glucose oxidase and glucose oxidase with a non-mesoporous structure @ metal-polyphenol, and the average sterilization rate is more than 99%.
Description
Technical Field
The invention relates to the technical field of antibacterial materials, in particular to a preparation method and application of a mesoporous nano material with an antibacterial function.
Background
Bacterial diseases have become one of the biggest health problems worldwide, with thousands of people being plagued each year. Traditional antibacterial agents are mainly antibiotics. In addition, some metal inorganic salt inorganic agents can be used as antibacterial materials. However, these antimicrobial agents often suffer from certain drawbacks. For this reason, new materials are increasingly being explored for antimicrobial treatment. The natural enzyme is mainly extracted from microbial cells, and has the advantages of high catalytic activity, substrate specificity, catalytic diversity, mild reaction, adjustable activity and the like. Is widely concerned in the fields of environmental protection, disease diagnosis and treatment, antibiosis and the like. However, the preparation and purification cost is high, the stability is poor, the deformation is easy and the like, so that the practical application of the preparation and purification method is greatly limited. To solve these problems, new natural enzyme substitutes are being sought.
The nano-enzyme is a natural enzyme substitute with great potential, and has the advantages of low cost, high stability, easy mass production, storage and the like compared with the natural enzyme. The mimic peroxidase is an important class in nano-enzymes, and has wide application prospect. Good research results are obtained in a plurality of fields of clinical medicine, food safety, chemical monitoring, chemical production and the like. Polypyrrole nanoparticles, gold (Au) nanoparticles, and ferroferric oxide (Fe) 3 O 4 ) The nano particles, the carbon nano tubes and the like have good catalytic activity of peroxidases. In the nano-enzyme, a considerable part of mechanisms relate to the generation of high-toxicity hydroxyl free radicals, so that the nano-enzyme also brings wide application to the material, such as antibiosis, anticancer and the like. However, the nanoenzymes of the prior art are still to be further improved in terms of sterilization rate and sterilization broad spectrum.
Disclosure of Invention
Based on the above, the invention provides a preparation method and application of a mesoporous nano material with an antibacterial function, wherein a template is added in the preparation process, a metal-polyphenol forming network is used for wrapping glucose oxidase, and the template is removed by physical washing to form the mesoporous material, so that the mesoporous nano material has higher sterilization rate and broad-spectrum sterilization.
In order to achieve the above object, the present invention provides the following solutions:
according to one of the technical schemes, the mesoporous nano material with the antibacterial function comprises glucose oxidase @ metal-polyphenol, and has the structure as follows: the metal-polyphenol forms a network that encapsulates the glucose oxidase.
Further, the metal in the glucose oxidase @ metal-polyphenol is Fe 3+ The method comprises the steps of carrying out a first treatment on the surface of the The polyphenol in the glucose oxidase @ metal-polyphenol is gallic acid.
The second technical scheme of the invention is that the preparation method of the mesoporous nano material with the antibacterial function comprises the following steps:
and mixing glucose oxidase, a metal ion source and a template for reaction, and then adding a polyphenol source for assembly to obtain the mesoporous nano material with the antibacterial function.
Further, the concentration of the glucose oxidase in the reaction system is 10-200 mug/mL, the concentration of the template is 0.1-0.5mM, the concentration of the metal ion source is 0.05-0.2mM, and the concentration of the polyphenol source is 0.1-1.0mM.
The proper concentration ratio helps to obtain the metal-polyphenol nanomaterial with high-class-catalase activity, and the concentration higher than the concentration or lower than the concentration can influence the class-catalase activity of the metal-polyphenol nanomaterial.
Further, the time of the mixing reaction is 15-120min; the assembly time is 2-12h;
the proper reaction time and assembly time are closely related to the metal-polyphenol nanomaterial that yields higher catalase-like activity. The assembly is completed, and the steps of ultrafiltration or dialysis are also included to remove the template and unreacted raw materials.
Further, the metal ion source is FeCl 3 ·6H 2 O; the template is a surfactant; the polyphenol source is one of gallic acid, ellagic acid, tannic acid, epigallocatechin gallate and caffeic acid. Further preferably, the polyphenol source is gallic acid.
Further, the surfactant is sodium deoxycholate.
The high biocompatibility of metal-nadcs can protect biomolecules from extremely non-physiological environments. The NaDC is used as a soft template, the template can be removed by a simple concentration difference, the required structure is obtained, and the activity of the material is not affected in the subsequent application.
The third technical scheme of the invention is the application of the mesoporous nano material with the antibacterial function in the preparation of antibacterial materials.
The fourth technical scheme of the invention is the application of the mesoporous nano material with the antibacterial function in killing bacteria.
The technical conception of the invention is as follows:
sodium deoxycholate (NaDC) is a water-soluble bile salt, and is of great importance in biology and medicine as a biocompatible surfactant for purifying DNA and proteins. The NaDC hydrogel can retain its highly active biomolecules. Since the size and shape of the metal-NaDC hydrogel can be adjusted, the metal-NaDC hydrogel is also a suitable template for synthesizing mesoporous materials. The invention designs a mesoporous nano material with an antibacterial function, which mainly takes NaDC as a soft template, utilizes metal-polyphenol to form a network to wrap glucose oxidase, and forms the mesoporous material after physical washing. The material can generate hydroxyl free radicals to kill bacteria under the activation of glucose, so as to achieve the antibacterial effect.
The invention discloses the following technical effects:
the method is suitable for preparing various glucose oxidase @ metal-polyphenol mesoporous nano particles, and has the following advantages: 1) The raw materials are simple and easy to obtain; 2) The biocompatibility and the stability are good; 3) The synthesis steps are simple, and the mass production is easy.
The glucose oxidase @ metal-polyphenol mesoporous nano particles prepared by the method are used as mesoporous materials, and can be subjected to cascade reaction more rapidly under the activation of glucose, so that the enzyme activity is improved. As an antibacterial material, the antibacterial material has broad-spectrum bactericidal property, and the bactericidal effect in a certain time is superior to that of free glucose oxidase and glucose oxidase with a non-mesoporous structure @ metal-polyphenol, and the average sterilization rate is more than 99%.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings that are needed in the embodiments will be briefly described below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and other drawings can be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 is a schematic view showing the formation of a glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention;
FIG. 2 is an ultraviolet absorption spectrum of glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial (GOx @ Fe-GA) prepared in example 1, metal-polyphenol mesoporous nanoparticle (Fe-GA) prepared in example 2, and glucose oxidase (GOx) of the present invention;
FIG. 3 is a transmission scanning electron microscope photograph of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention, wherein the left image is a transmission electron microscope image, and the right image is an EDS energy spectrum data analysis image of the transmission electron microscope;
FIG. 4 is a graph showing the isothermal adsorption curve and pore size distribution of nitrogen of the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention; wherein, the left graph is a nitrogen isothermal adsorption curve, and the right graph is a pore size distribution graph;
FIG. 5 is a graph for testing the peroxidase-like activity of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention; wherein the left graph shows the change of absorbance value of the glucose oxidase @ iron ion-gallic acid mesoporous nano material at 652nm when the glucose solution is used as a substrate, and the right graph shows the steady state dynamics analysis of the glucose oxidase @ iron ion-gallic acid mesoporous nano material when the glucose solution is used as a substrate;
FIG. 6 is a graph showing the cascade reaction activity test of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention, wherein a represents different concentrations of H 2 O 2 When the solution is taken as a substrate, the absorbance value of the glucose oxidase @ iron ion-gallic acid mesoporous nano material at 652nm is changed, and b represents H with different concentrations 2 O 2 The solution isWhen a substrate is used, steady state dynamics analysis of the glucose oxidase @ iron ion-gallic acid mesoporous nano material is performed, c represents the change of the absorbance value of the glucose oxidase @ iron ion-gallic acid mesoporous nano material at 652nm when TMA with different concentrations is used as the substrate, and d represents the steady state dynamics analysis of the glucose oxidase @ iron ion-gallic acid mesoporous nano material when TMA with different concentrations is used as the substrate;
FIG. 7 shows the killing effect of glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in example 1 of the present invention on staphylococcus aureus, which is a representative strain of gram-negative bacteria klebsiella pneumoniae and positive bacteria with multiple drug resistances; wherein a represents gram-negative bacteria Klebsiella pneumoniae with multiple drug resistance, and b represents representative bacteria Staphylococcus aureus of positive bacteria;
FIG. 8 shows the change in absorbance at 652nm of the iron ion-polyphenol mesoporous nanomaterial prepared in example 2 and example 4 using a glucose solution as a substrate.
Detailed Description
Various exemplary embodiments of the invention will now be described in detail, which should not be considered as limiting the invention, but rather as more detailed descriptions of certain aspects, features and embodiments of the invention.
It is to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. In addition, for numerical ranges in this disclosure, it is understood that each intermediate value between the upper and lower limits of the ranges is also specifically disclosed. Every smaller range between any stated value or stated range, and any other stated value or intermediate value within the stated range, is also encompassed within the invention. The upper and lower limits of these smaller ranges may independently be included or excluded in the range.
Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Although only preferred methods and materials are described herein, any methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention. All documents mentioned in this specification are incorporated by reference for the purpose of disclosing and describing the methods and/or materials associated with the documents. In case of conflict with any incorporated document, the present specification will control.
It will be apparent to those skilled in the art that various modifications and variations can be made in the specific embodiments of the invention described herein without departing from the scope or spirit of the invention. Other embodiments will be apparent to those skilled in the art from consideration of the specification of the present invention. The specification and examples of the present invention are exemplary only.
As used herein, the terms "comprising," "including," "having," "containing," and the like are intended to be inclusive and mean an inclusion, but not limited to.
The 'deoxycholate sodium solution' in the embodiment of the invention is specifically as follows: obtained by dissolving sodium deoxycholate in a phosphate buffer solution (pH 7.4).
Example 1
Step 1, 100. Mu.L of glucose oxidase (GOx) at 10mg/mL and 100. Mu.L of ferric chloride hexahydrate (FeCl) at 4.1mg/mL were added 3 ·6H 2 O) was dissolved in 4.8mL of 0.1499mM sodium deoxycholate solution (pH 7.4) and stirred for 30 minutes to dissolve it sufficiently, thereby obtaining a mixed solution.
Step 2, 5mL of a 4.52mg/mL aqueous solution of Gallic Acid (GA) was slowly dropped into the above mixed solution and stirring was continued for 2 hours, to obtain a pale purple liquid.
And 3, dialyzing the light purple liquid for 2 hours, and removing sodium deoxycholate, unreacted iron ions, gallic acid and glucose oxidase to obtain a solution containing glucose oxidase@metal-polyphenol mesoporous nanomaterial (glucose oxidase@iron ion-gallic acid mesoporous nanomaterial, abbreviated as GOx@Fe-GA).
Fig. 1 is a schematic diagram of the formation of the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial prepared in this example.
Fig. 3 is a transmission scanning electron microscope photograph of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in this embodiment, wherein the left image is a transmission electron microscope image, and the right image is an EDS energy spectrum data analysis image of the transmission electron microscope. The test steps are as follows: diluting glucose oxidase @ iron ion-gallic acid mesoporous nano material by 10 times, dripping the diluted material into a molybdenum net, standing and naturally air-drying to obtain a TEM test sample. From the left graph of the figure, the material is a spherical nano material, the particle size is about 100nm, and from the right graph of the figure, the P element can be clearly seen, so that the material can be confirmed to contain glucose oxidase. The GOx@Fe-GA nanomaterial prepared in this example is a nanomaterial formed by aggregation of a plurality of small particles, and the pores of the nanomaterial are slit-shaped pores as illustrated in a nitrogen adsorption diagram, and the formation is caused by aggregation of the particles, so that a large particle state is seen in a TEM diagram.
FIG. 4 is a graph showing the isothermal adsorption curve and pore size distribution of nitrogen of the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial prepared in this example; wherein, the left graph is a nitrogen isothermal adsorption curve, and the right graph is a pore size distribution graph. The test steps are as follows: the pore size distribution of glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial was determined using an automated gas adsorption analyzer measured at 77K by nitrogen adsorption isotherms (Micromeritics, 3flex, usa). As can be seen from the left panel of the figure, the sample exhibits a standard type IV isotherm, indicating the presence of a mesoporous structure. At the same time, the isotherm shows a pronounced hysteresis loop of the H3 type. This suggests that the formation of slit-like voids may result from particle aggregation, as shown in the TEM image of fig. 3. From the right hand graph, it can be seen that the major pore width is
FIG. 5 is a graph for testing the activity of peroxidase-like enzyme of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in the present example; wherein the left graph shows the change of absorbance at 652nm when the glucose solution is used as a substrate, and the right graph shows the steady state dynamics analysis of GOx@Fe-GA nano material when the glucose solution is used as a substrate. The test steps are as follows: the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial (100. Mu.L, 0.1 mmoL) prepared in this example was combined with 3,3', 5' -tetramethyleneThe benzidine (300 μl,20.0 mmoL), acetic acid buffer (2,300 μl, ph=4.5) and glucose solutions of different concentrations (300 μl, 25.0-1.60 mg/mL) were mixed. Then tested for UV-visible absorption in the 400-800nm range. As can be seen from the left graph in the figure, the catalytic activity increases as the concentration of the glucose solution increases. Therefore, the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial has peroxidase-like activity. As can be seen from the right hand drawing of the figure, vm is 0.16X10 -8 M/s and Km were 0.24mM.
FIG. 6 is a graph showing the cascade reaction activity test of the glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in the present example, wherein a represents H at different concentrations 2 O 2 When the solution is taken as a substrate, the absorbance value of the glucose oxidase @ iron ion-gallic acid mesoporous nano material at 652nm is changed, and b represents H with different concentrations 2 O 2 And c represents the change of absorbance at 652nm (the top two lines in the figure coincide) of the glucose oxidase @ iron ion-gallic acid mesoporous nano material when TMA with different concentrations is taken as a substrate, and d represents the steady state kinetic analysis of the glucose oxidase @ iron ion-gallic acid mesoporous nano material when TMA with different concentrations is taken as a substrate. The test steps are as follows: the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial prepared in this example (100. Mu.L, 0.1 mmoL) was mixed with 3,3', 5' -tetramethylbenzidine (300. Mu.L, 20.0-1.30 mM), acetic acid buffer solution (2300. Mu.L, pH=4.5), and H at various concentrations 2 O 2 (300. Mu.L, 25.0-1.60 mM) and then tested for UV-visible absorption in the 400-800nm range. As can be seen from FIG. 6, with 3,3', 5' -tetramethylbenzidine and H 2 O 2 The concentration of the solution increases and the absorbance increases. Therefore, the glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial has the characteristic of cascade catalytic reaction.
Test of glucose oxidase @ ferric ion-gallic acid mesoporous nanomaterial prepared in this example on multiple drug resistance of gram-negative bacteria Klebsiella pneumoniae (a) and representative bacteria of positive bacteria, staphylococcus aureusThe killing effect of the cocci (b) is shown in fig. 7: after separation of the klebsiella pneumoniae and staphylococcus aureus solutions, they were resuspended in sterile PBS at a concentration of 1 x 10 7 CFU/mL. Then, 300. Mu.L of the bacterial solution and 300. Mu.L of the material solution (equivalent to glucose oxidase (GOx) concentration, 300. Mu.g/mL) were placed in a 1.5mL centrifuge tube, and placed in a bacterial incubator at 37℃for stationary culture for 3 hours. After the completion of the culture, 100. Mu.L of the bacterial liquid was aspirated, and the resulting solution was dispersed in 900. Mu.L of sterile PBS, followed by serial dilution, and the number of viable bacteria in the solution was measured by a plate smear method. The data were repeated three times per group and averaged.
The glucose oxidase @ iron ion-gallic acid prepared in this example had the lowest inhibitory concentration (MIC) and the smallest inhibitory concentration (MBC) of multi-drug resistant ESKAPE pathogens: separating the multi-drug resistant ESKAPE pathogenic bacteria solution, and re-suspending in sterile PBS at a concentration of 2×10 5 CFU/mL. Then 100 mu L of the bacterial solution and 100 mu L of the material solution (0-400 mu g/mL) are placed in a 96-well plate, and placed in a bacterial constant temperature incubator at 37 ℃ for static culture for 24 hours. MIC values are considered as the lowest inhibitory concentration (MIC) values without bacterial growth. Subsequently, the minimum inhibitory concentration (MBC) value was determined by a suspension on an agar plate that did not produce a minimum concentration of visible bacteria. The data were repeated three times per group and averaged. The results are shown in Table 1.
TABLE 1
From table 1, it can be seen that the glucose oxidase @ iron ion-gallic acid mesoporous nano material particles prepared in the embodiment 1 of the invention have cascade reaction under the activation of glucose (glucose is contained in a culture medium), generate enough hydroxyl radicals to resist bacteria, have a killing effect on multi-drug-resistant ESKAPE pathogenic bacteria, and have a broad-spectrum sterilization effect.
Example 2
Step 1, 100. Mu.L of 4.1mg/mL ferric chloride hexahydrate (FeCl) 3 ·6H 2 O) was dissolved in 4.8mL of 0.1499mM sodium deoxycholate solution (pH 7.4) and stirred for 30 minutes to make it sufficiently solubleAnd (5) performing solution to obtain a mixed solution.
Step 2, 5mL of a 4.52mg/mL aqueous solution of gallic acid was slowly dropped into the above mixed solution and stirring was continued for 2 hours, to obtain a pale purple liquid.
And 3, dialyzing the light purple liquid for 2 hours, and removing sodium deoxycholate, unreacted iron ions and gallic acid to obtain the metal-polyphenol mesoporous nanomaterial.
FIG. 2 is an ultraviolet absorption spectrum of glucose oxidase @ iron ion-gallic acid mesoporous nanomaterial (GOx @ Fe-GA) prepared in example 1, metal-polyphenol mesoporous nanomaterial (Fe-GA) prepared in example 2, and glucose oxidase (GOx). The test steps are as follows: GOx@Fe-GA, fe-GA and GOx were diluted 10-fold, and the absorption spectrum at 300-800nm was read by an ultraviolet-visible spectrophotometer. As can be seen from FIG. 2, a broad absorption band in the range of 450-650nm appears in the GOx@Fe-GA and Fe-GA ultraviolet-visible spectra. This is typical of catechol to Fe 3+ A charge transfer tape. Therefore, even the addition of glucose oxidase does not affect the formation of Fe-GA.
Example 3
Step 1, 100. Mu.L of glucose oxidase (10 mg/mL) and 100. Mu.L of ferric chloride hexahydrate (FeCl) at 4.1mg/mL 3 ·6H 2 O) was dissolved in 4.8mL of a 0.02mM phosphate buffer solution (pH 7.4) and stirred for 30 minutes to thereby sufficiently dissolve the mixture, thereby obtaining a mixed solution.
Step 2, 5mL of a 4.52mg/mL aqueous solution of gallic acid was slowly dropped into the above mixed solution and stirring was continued for 2 hours, to obtain a pale purple liquid.
And 3, dialyzing the light purple liquid for 2 hours, and removing phosphate, unreacted iron ions, gallic acid and glucose oxidase to obtain the glucose oxidase@metal-polyphenol nano material with a non-mesoporous structure.
Results: the minimum inhibitory concentration of the glucose oxidase@metal-polyphenol nanomaterial with a non-mesoporous structure on staphylococcus aureus is 7.42ug/mL, and the minimum inhibitory concentration is higher than that of the glucose oxidase@metal-polyphenol nanomaterial with a mesoporous structure.
Example 4
The only difference from example 2 is that the gallic acid aqueous solution was replaced with different polyphenols: ellagic Acid (EA), tannic Acid (TA), epigallocatechin gallate (Epigallocatechin gallate, EGCG), caffeic Acid (CA), pyrogallic Acid (PA) to obtain mesoporous iron-polyphenol nanomaterial.
FIG. 8 shows the change in absorbance at 652nm of the iron ion-polyphenol mesoporous nanomaterial prepared in example 2 and example 4. The test steps are as follows: the iron ion-polyphenol mesoporous nanomaterial prepared in this example (300. Mu.L, 0.1 mmoL) was mixed with 3,3', 5' -tetramethylbenzidine (300. Mu.L, 20.0 mmoL), acetic acid buffer solution (2300. Mu.L, pH=4.5) and H 2 O 2 (300. Mu.L, 25.0 mM) were mixed. Its uv-visible absorption in the 652nm range was then tested. As can be seen from FIG. 8, the absorbance at 652nm is highest when gallic acid solution is the polyphenol source.
The above embodiments are only illustrative of the preferred embodiments of the present invention and are not intended to limit the scope of the present invention, and various modifications and improvements made by those skilled in the art to the technical solutions of the present invention should fall within the protection scope defined by the claims of the present invention without departing from the design spirit of the present invention.
Claims (3)
1. The application of the mesoporous nano material with the antibacterial function in preparing the antibacterial material is characterized in that the composition of the mesoporous nano material with the antibacterial function is glucose oxidase @ ferric ion-gallic acid;
the preparation method of the mesoporous nano material with the antibacterial function comprises the following steps:
mixing glucose oxidase, a metal ion source and a template for reaction, and then adding a polyphenol source for assembly to obtain the mesoporous nano material with the antibacterial function;
the method also comprises the steps of ultrafiltration or dialysis to remove the template and unreacted raw materials after the assembly is finished;
the metal is separated fromThe sub source is FeCl 3 ·6H 2 O; the template is deoxycholate sodium; the polyphenol source is gallic acid.
2. The use according to claim 1, wherein the concentration of the glucose oxidase in the reaction system is 10-200 μg/mL, the concentration of the template is 0.1-0.5mM, the concentration of the metal ion source is 0.05-0.2mM, and the concentration of the polyphenol source is 0.1-1.0mM.
3. The use according to claim 1, wherein the mixing reaction takes 15-120min; the assembly time is 2-12h.
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