CN113181212A - ZIF-8/carbon dot anti-biofilm composite nano material and preparation method thereof - Google Patents

ZIF-8/carbon dot anti-biofilm composite nano material and preparation method thereof Download PDF

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CN113181212A
CN113181212A CN202010035710.3A CN202010035710A CN113181212A CN 113181212 A CN113181212 A CN 113181212A CN 202010035710 A CN202010035710 A CN 202010035710A CN 113181212 A CN113181212 A CN 113181212A
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邢晓东
张高珂
李培礼
唐文涛
杨旭
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Nanjing University of Science and Technology
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Abstract

The invention discloses a ZIF-8/carbon dot anti-biofilm composite nano material and a preparation method thereof. According to the method, a metal organic framework ZIF-8 is used as a carrier, lysine carbon quantum dots are used as an antibacterial agent, and the lysine carbon quantum dots are embedded into the ZIF-8 framework by utilizing the coordination of nitrogen-containing groups on the surfaces of the lysine carbon quantum dots and zinc ions to prepare the anti-biofilm composite nano material. Compared with single ZIF-8 and Lys-CD, the ZIF-8/carbon dot anti-biofilm composite nano material prepared by the invention has obviously enhanced anti-biofilm activity, and meanwhile, the Lys-CD endows the composite material with good biocompatibility, thus having wide application prospect in the field of anti-biofilm.

Description

ZIF-8/carbon dot anti-biofilm composite nano material and preparation method thereof
Technical Field
The invention belongs to the technical field of biomembrane resisting composite nano materials, and relates to a ZIF-8/carbon dot biomembrane resisting composite nano material and a preparation method thereof.
Background
Free bacteria easily gather on the surface of active tissues or materials and further develop into mature biofilms, and most of bacterial colonies which are difficult to completely remove are related to the formation of the bacterial biofilms. Increasing the antibiotic dose is likely to cause problems such as unwanted side effects or resistance, making bacterial infections difficult to eradicate. Therefore, it is of great importance to improve the anti-biofilm activity of antibacterial agents and to impart good biocompatibility thereto for the removal of biofilms.
In recent years, zeolite imidazolate frameworks (ZIF-8) have been favored by many biomedical researchers because of their good biocompatibility and high specific surface area. However, ZIF-8 has weak antibacterial activity, and most researchers apply the ZIF-8 as a drug carrier in the antibacterial field, for example, Balaram Das et al coat vancomycin in a ZIF-8 frame to prepare a composite nano material which can effectively kill drug-resistant bacteria, but the biocompatibility of a potent antibiotic such as vancomycin is poor, so that the application of the composite nano material in the biomedical field such as anti-biofilm is limited (Chowdhauri A R, Das B, Kumar A, et al.
As a novel carbon nano material, the carbon quantum dot has the advantages of easy modification, low biotoxicity, good biocompatibility and the like. Wherein the nitrogen-containing groups on the surface of the nitrogen-doped carbon dots play an important role in the antibacterial process of the carbon dots. The antibacterial mechanism of the carbon-like dots is considered to be: after protonation, the nitrogenous group and phospholipid molecules of the thallus cell membrane have electrostatic interaction to destroy the integrity of the cell membrane; in addition, after the functional groups on the surfaces of the carbon points are activated, active oxygen (ROS) is generated to play a role in sterilization. But most Carbon dots have poor antibacterial properties and are not sufficient to remove biofilm, limiting their application in the field of anti-biofilm (Travlou N A, Giannakoudakis D A, Algarra M, et al.S-and N-bonded Carbon quantum dots: Surface chemistry dependent antibiotic activity [ J ] Carbon,2018,135: 104-.
Disclosure of Invention
The invention provides a ZIF-8/carbon dot anti-biofilm composite nano material with high anti-biofilm activity and good biocompatibility and a preparation method thereof.
The technical solution of the invention is as follows:
the preparation method of the ZIF-8/carbon dot anti-biofilm composite nano material comprises the following steps:
step 1: adding absolute ethyl alcohol into lysine (Lys) powder, removing surface impurities by ultrasonic, drying, pyrolyzing at 240 +/-10 ℃, cooling to room temperature, adding an ethanol solution, soaking, grinding, centrifuging to obtain a supernatant, dialyzing, and freeze-drying to obtain lysine carbon quantum dots (Lys-CD);
step 2: and dropwise adding the methanol solution of Lys-CD into the methanol solution of zinc nitrate hexahydrate, stirring and mixing uniformly, dropwise adding the methanol solution of 2-methylimidazole, stirring for reaction, centrifugally washing methanol after the reaction is finished, and freeze-drying to obtain the ZIF-8/carbon dot anti-biofilm composite nano material (ZIF-8@ Lys-CD).
Preferably, in the step 1, the pyrolysis time is 3-3.5 h; in the ethanol solution, the volume ratio of ethanol to water is 1: 1; the centrifugal speed is 15000rmin-1The molecular weight of the dialysis bag is 1.0 KD.
Preferably, in the step 2, the concentration of the Lys-CD solution is 0.5 to 1mgmL-1The concentration of the zinc nitrate hexahydrate solution is 2-3 mgmL-1Stirring the mixtureThe stirring time is 20-30 min.
Preferably, in the step 2, the concentration of the 2-methylimidazole is 5-6 mgmL-1And the stirring time is 1-2 h.
Compared with the prior art, the invention has the following advantages:
the preparation method is simple, and compared with single ZIF-8 and Lys-CD, the prepared ZIF-8/carbon dot anti-biofilm composite nano material has obviously enhanced anti-biofilm activity, and meanwhile, the Lys-CD endows the composite material with good biocompatibility, so that the ZIF-8/carbon dot anti-biofilm composite nano material has wide application prospect in the field of anti-biofilms.
Drawings
FIG. 1 is an IR spectrum of (a) ZIF-8, (b) Lys-CD, and (c) ZIF-8@ Lys-CD.
FIG. 2 is a transmission electron micrograph of (a) ZIF-8, (b) Lys-CD, and (c) ZIF-8@ Lys-CD.
FIG. 3 is an XRD pattern of (a) ZIF-8 and (b) ZIF-8@ Lys-CD.
Table 1 shows the minimum inhibitory concentrations of ZIF-8, Lys-CD and ZIF-8@ Lys-CD against Staphylococcus aureus.
FIG. 4 is a scanning electron micrograph of (a) blank, (b) ZIF-8, (c) Lys-CD, and (d) ZIF-8@ Lys-CD treated biofilm.
FIG. 5 is a confocal laser microscopy image of (a) blank, (b) ZIF-8, (c) Lys-CD, and (d) ZIF-8@ Lys-CD treated biofilm.
FIG. 6 is a graph showing the biocompatibility of (a) ZIF-8 and (b) ZIF-8@ Lys-CD.
Detailed Description
The present invention will be described in more detail with reference to the following examples and the accompanying drawings.
Example 1
(1) Putting 1g of lysine (Lys) powder into a crucible, adding 6mL of absolute ethyl alcohol, performing ultrasonic treatment for 10min, drying in an oven, and then putting into a tubular furnace to heat for 3h at 240 ℃ to obtain a black sinter. After cooling to room temperature, 10mL of ethanol and 10mL of deionized water were added and soaked. 15000rmin after grinding-1Centrifuging for 10min, and collecting supernatant. The supernatant was dialyzed against deionized water for 5 hours at MWCO of 1.0 KD. The resulting lysine carbon spot (Lys-CD) solution was purified and lyophilized for use.
(2) 50mg Lys-CD was dissolved in 50mL methanol solution (1mg mL)-1) 150mg of zinc nitrate hexahydrate is weighed and added into 50mL of methanol, and Lys-CD solution is dropwise added into the methanol solution of zinc nitrate, and magnetic stirring is carried out for 30 min.
(3) 300mg of 2-methylimidazole is weighed and dissolved in 50mL of methanol, and the solution is dropwise added into a mixed solution of Lys-CD and zinc nitrate hexahydrate and stirred magnetically for 1 hour until a light yellow solid is precipitated out. And (4) centrifugally washing with methanol for three times to obtain a faint yellow solid composite nano material (ZIF-8@ Lys-CD) of ZIF-8 and Lys-CD.
(4) Infrared characterization of composite materials
The prepared material was subjected to a structural test using a Fourier transform infrared spectrometer (FTIR) model IRPrestige-21 manufactured by Japan-Shimadzu corporation.
From FIG. 1, it can be seen that 423cm is in the spectrum of pure ZIF-8 nano material-1Is the absorption peak of Zn-N in the metal organic framework; in pure Lys-CD spectrum, 1640cm-1Is the stretching vibration peak of C ═ O in the carbon point surface amide group; in the ZIF-8@ Lys-CD spectrum, due to Zn2+The coordination with Lys-CD causes the nitrogen-containing group on the surface of Lys-CD to generate blue shift, and the absorption peak of Zn-N in the metal organic framework is also blue shifted to 428cm-1. Therefore, the ZIF-8@ Lys-CD composite material can be obtained from an infrared spectrum.
(5) Topographical features of composite materials
Morphological features of ZIF-8, Lys-CD and ZIF-8@ Lys-CD were observed under a Transmission Electron Microscope (TEM).
As can be seen from a transmission electron microscope image in FIG. 2, the pure ZIF-8 nano material is in a regular dodecahedron shape, the addition of Lys-CD does not damage the basic morphology of the metal organic framework, but the particle size is increased from 70 +/-10 nm to 90 +/-10 nm. In FIG. 2c, a white, sesame-like dot was observed inside the crystals of ZIF-8@ Lys-CD, presumably due to the presence of Lys-CD.
(6) XRD testing of composites
And testing the crystallization condition of the composite material by using an X-ray diffractometer. XRD test conditions: the scanning angle range of the sample is 10-80 DEG, and the scanning speed is0.02°min-1。
Figure 3 is an XRD spectrum of the composite material. Sharp characteristic diffraction peaks of the ZIF-8 sample at 2 θ ═ 7.75 °, 10.78 °, 13.18 °, 15.20 °, 16.93 °, 18.56 °, 22.5 °, 24.94 ° correspond to the (011), (002), (112), (022), (013), (222), (114), (233), (134), (044) and (235) crystal planes of the ZIF-8 nanocrystals. The corresponding crystallization peak in ZIF-8@ Lys-CD was significantly reduced compared to ZIF-8, probably due to the weaker degree of crystallization of Lys-CD.
(7) Minimum Inhibitory Concentration (MIC) of material against Staphylococcus aureus (S.aureus)
And (3) respectively culturing a series of different materials with different concentrations and S.aureus for 20h by using a stepwise double dilution method, and keeping the minimum material concentration of the clear solution as the MIC value of the material to the S.aureus.
Table 1 shows MIC values of each material to S.aureus, wherein the MIC values of ZIF-8 and Lys-CD are respectively 500 and 250 mug/mL, and the MIC value of ZIF-8@ Lys-CD is obviously reduced to 62.5 mug/mL, which shows that the antibacterial performance of the composite material ZIF-8@ Lys-CD is obviously improved.
TABLE 1
Figure BDA0002365917040000041
(8) Scanning electron microscope image of biological membrane treated by different materials
After the mature biomembrane and different materials are cultured together for 20h, the morphology and the structural change of the biomembrane are observed by a Scanning Electron Microscope (SEM).
FIG. 4 is a scanning electron micrograph of a biofilm. As shown in FIG. 4a, the untreated biofilm had a good growth state, a thick bacterial layer, and dense and strong bacterial clusters. After co-culture with ZIF-8 (FIG. 4b) or Lys-CD (FIG. 4c), the structural integrity of the biofilm is damaged to some extent, but a large amount of bacteria still gather inside the biofilm and are difficult to completely remove. After co-cultivation with the ZIF-8@ Lys-CD composite, as shown in FIG. 4d, significant thinning of the biofilm, scattering of the internally attached bacterial colonies, and severe disruption of the biofilm structural integrity were observed. The results show that the anti-biofilm activity of the ZIF-8@ Lys-CD composite material is obviously superior to that of the ZIF-8 and Lys-CD which are independent.
(9) Confocal laser microscopy image after biofilm staining
After the biological membrane and the composite material are cultured together for 20 hours, the biological membrane is dyed by an AO/BE dyeing agent, and then the distribution condition of live bacteria and dead bacteria in the biological membrane is observed by a laser confocal microscope.
FIG. 5 is a confocal laser microscopy (CLSM) image after biofilm staining, in which live bacteria appear green under the microscope and dead bacterial cells appear red under the microscope. There was a small amount of bacterial death after addition of ZIF-8 (fig. 5b) or Lys-CD (fig. 5c) to the mature biofilms compared to the blank control (fig. 5 a); however, after the ZIF-8@ Lys-CD composite material contacts with a mature biomembrane, a large amount of bacteria inside the biomembrane are killed, a large amount of red dead bacteria are observed in FIG. 5d, and the biomembrane is thinned, which is consistent with the results of the scanning electron microscope, which shows that the ZIF-8@ Lys-CD seriously damages the integrity of the biomembrane structure and a large amount of bacteria inside the biomembrane are killed.
(10) Biocompatibility of composite materials
The CCK-8 kit is used for detecting the cytotoxicity of the composite material.
As shown in FIG. 6, the cytotoxicity of ZIF-8@ Lys-CD was significantly reduced as compared to ZIF-8. The results show that the addition of Lys-CD not only enhances the anti-biofilm activity of the composite material ZIF-8@ Lys-CD, but also endows the composite material with good biocompatibility.

Claims (7)

  1. The preparation method of the ZIF-8/carbon dot anti-biofilm composite nano material is characterized by comprising the following steps of:
    step 1: adding absolute ethyl alcohol into lysine powder, removing surface impurities by ultrasonic treatment, drying, pyrolyzing at 240 +/-10 ℃, cooling to room temperature, adding an ethanol solution, soaking, grinding, centrifuging to obtain a supernatant, dialyzing, and freeze-drying to obtain Lys-CD;
    step 2: and dropwise adding the methanol solution of Lys-CD into the methanol solution of zinc nitrate hexahydrate, stirring and mixing uniformly, dropwise adding the methanol solution of 2-methylimidazole, stirring for reaction, centrifugally washing methanol after the reaction is finished, and freeze-drying to obtain the ZIF-8/carbon dot anti-biofilm composite nano material.
  2. 2. The preparation method according to claim 1, wherein in the step 1, the pyrolysis time is 3-3.5 h.
  3. 3. The method according to claim 1, wherein in the ethanol solution in the step 1, the volume ratio of ethanol to water is 1: 1.
  4. 4. The method according to claim 1, wherein the centrifugal rotation speed in step 1 is 15000rmin-1The molecular weight of the dialysis bag is 1.0 KD.
  5. 5. The method according to claim 1, wherein the concentration of Lys-CD solution in step 2 is 0.5 to 1mgmL-1The concentration of the zinc nitrate hexahydrate solution is 2-3 mgmL-1And the stirring time is 20-30 min.
  6. 6. The method according to claim 1, wherein the concentration of 2-methylimidazole in the step 2 is 5 to 6mgmL-1And the stirring time is 1-2 h.
  7. 7. The ZIF-8/carbon dot anti-biofilm composite nanomaterial manufactured by the manufacturing method according to any one of claims 1 to 6.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114225911A (en) * 2021-12-17 2022-03-25 陕西工业职业技术学院 Nitrogen-phosphorus co-doped carbon dot @ ZIF-8 based on potatoes as well as preparation method and application thereof
CN114940488A (en) * 2022-06-24 2022-08-26 青岛大学 Fucosyl polysaccharide carbon quantum dot, preparation method and application thereof in root canal disinfection

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CN109758474A (en) * 2019-03-06 2019-05-17 大连民族大学 A kind of Ag/ZIF-8 antibacterial agent and preparation method thereof

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CN109758474A (en) * 2019-03-06 2019-05-17 大连民族大学 A kind of Ag/ZIF-8 antibacterial agent and preparation method thereof

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XUE LI等: "Novel nanoparticles of cerium-doped zeolitic imidazolate frameworks with dual benefits of antibacterial and anti-inflammatory functions against periodontitis", 《JOURNAL OF MATERIALS CHEMISTRY B》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114225911A (en) * 2021-12-17 2022-03-25 陕西工业职业技术学院 Nitrogen-phosphorus co-doped carbon dot @ ZIF-8 based on potatoes as well as preparation method and application thereof
CN114225911B (en) * 2021-12-17 2023-05-12 陕西工业职业技术学院 Potato-based nitrogen-phosphorus co-doped carbon dot @ ZIF-8 and preparation method and application thereof
CN114940488A (en) * 2022-06-24 2022-08-26 青岛大学 Fucosyl polysaccharide carbon quantum dot, preparation method and application thereof in root canal disinfection
CN114940488B (en) * 2022-06-24 2023-08-11 青岛大学 Fucoidin carbon quantum dot, preparation method and application thereof in root canal disinfection

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