CN111943170A - Carbon dots with antibacterial effect, preparation method thereof, composition and application thereof - Google Patents
Carbon dots with antibacterial effect, preparation method thereof, composition and application thereof Download PDFInfo
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- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/15—Nano-sized carbon materials
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
- A61K41/0052—Thermotherapy; Hyperthermia; Magnetic induction; Induction heating therapy
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
- A61K49/0017—Fluorescence in vivo
- A61K49/0019—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
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- 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
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y20/00—Nanooptics, e.g. quantum optics or photonic crystals
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
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- B82Y40/00—Manufacture or treatment of nanostructures
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
- C09K11/65—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing carbon
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- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N2021/6439—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" with indicators, stains, dyes, tags, labels, marks
Abstract
The invention discloses a carbon dot with antibacterial effect, a preparation method thereof, a composition and application thereof. The carbon dots with antibacterial effect of the invention have the main functional group of D-Glu on the surface, and can inhibit the growth of bacteria; in addition, the carbon dots also have excellent photo-thermal effect, the heating effect is obvious, the temperature can be quickly raised in a short time, the cell wall structure of bacteria is seriously damaged, and then the bacteria are killed; by combining the dual bacteriostasis modes into a whole, the high-efficiency bacteriostasis performance is obtained; in addition, the carbon dots DG-CDs have super strong affinity to bacteria, so that the space precision of the photothermal effect after near-infrared laser irradiation is ensured, namely, the light heating is ensured to directly act on the bacteria, and the sterilization efficiency of the DG-CDs is further enhanced.
Description
Technical Field
The invention relates to the field of nano materials, in particular to a carbon dot with antibacterial effect, a preparation method thereof, a composition and application thereof.
Background
The diversity of pathogenic microorganisms and their rapid mutation characteristics present a great challenge to human antibacterial therapy. With the wide use of antibiotics, many pathogenic microorganisms with drug resistance have been screened. Through continuous evolution, some bacteria even generate drug resistance to more than one drug, especially the appearance of super bacteria causes great social panic, and although scientists still develop new antibiotics, the development speed of the bacteria is far from the mutation speed of pathogenic microorganisms, so that the development of novel antibacterial drugs or antibacterial methods which are not easy to generate drug resistance is urgently needed by human beings.
Photothermal technology is a new technology developed based on photochemical reactions. This technique converts light energy into heat energy by irradiation with an external light source (usually near infrared light), killing the cells. The core of photothermal therapy is the selection and development of photothermal materials. The photothermal material mainly comprises a noble metal material, an organic molecule material, a semiconductor material, a carbon nanomaterial and the like, which can convert absorbed light energy into heat energy to raise the temperature of the photothermal material. Carbon dots are considered as a photothermal material having excellent overall properties because of their excellent physical and chemical properties, such as good water solubility, excellent biocompatibility, extremely low cytotoxicity, and easy surface functionalization. In addition, the photoluminescence characteristic of the carbon dots enables the carbon dots to perform high-resolution fluorescence imaging while playing a role, so that the treatment process is monitored in real time. Peptidoglycan is an important component of bacterial cell walls and provides a robust protective structure for their growth from the external environment and high internal osmotic pressures. Peptidoglycan synthesis is catalyzed by a series of amide ligases (MurC, MurD, MurE, MurF, etc.), wherein MurD has strong affinity for D-Glu, and mammals such as humans cannot metabolize D-Glu.
Based on the carbon points and the characteristics expressed by the D-Glu, a novel antibacterial product is expected to be developed, but a relevant scheme is not disclosed at present.
Disclosure of Invention
The technical problem to be solved by the present invention is to provide a carbon dot with antibacterial effect, a preparation method thereof, a composition and an application thereof, aiming at the defects in the prior art. The invention provides a carbon dot with bacteria specific binding property and photo-thermal synergistic effect, which shows very high-efficiency photo-thermal capability, can be heated to more than 50 ℃ in a short time and can destroy the physiological function of bacteria; the carbon dots can effectively inhibit the growth of bacteria, and can efficiently kill the bacteria and avoid the generation of drug resistance by combining with the efficient photo-thermal capability of the carbon dots after being irradiated by laser; in addition, the carbon dots DG-CDs have good optical characteristics, can generate bright red fluorescence even under ultraviolet, and can be used as fluorescent probes for labeling bacteria so as to image the bacteria in vivo or in vitro.
In order to achieve the purpose, the invention adopts the technical scheme that: provided is a carbon dot having antibacterial activity, which is synthesized from D-Glu and o-phenylenediamine, and has antibacterial activity and photothermal activity.
Preferably, the carbon dots also have photoluminescent properties.
Preferably, the method for preparing the carbon dots comprises the following steps:
1) weighing D-Glu and o-phenylenediamine, dissolving the D-Glu and the o-phenylenediamine in HCl aqueous solution, transferring the mixture into a high-pressure reaction kettle with a polytetrafluoroethylene lining for heating after the mixture becomes clear and transparent;
2) after the reaction is finished, naturally cooling the product to room temperature, and centrifuging the product to remove a by-product generated in the reaction;
3) placing the product in a dialysis bag and dialyzing in deionized water;
4) after the dialysis is finished, the residual liquid in the dialysis bag is frozen, and then the freezing and drying are carried out to obtain a product, namely the carbon point.
Preferably, the method for preparing the carbon dots comprises the following steps:
1) 25mg of D-Glu and 50mg of o-phenylenediamine were weighed and dissolved in 25mL of 1mol L-1After the mixture becomes clear and transparent, transferring the mixture into a high-pressure reaction kettle with a polytetrafluoroethylene lining of 80mL, heating the mixture to 200 ℃, and continuously heating the mixture for 3 hours;
2) after the reaction is finished, naturally cooling the product to room temperature, and centrifuging the product at the speed of 3000rpm for 10min to remove by-products generated in the reaction;
3) putting the product into a dialysis bag of 1000Da, dialyzing in deionized water for 24h, and changing water every 3 h;
4) and after the dialysis is finished, freezing the residual liquid in the dialysis bag in a refrigerator at the temperature of-80 ℃ for 3 hours, and then carrying out freeze drying to obtain black powder, namely the carbon dots.
The invention also provides a composition which comprises the carbon dots with antibacterial effect and pharmaceutically acceptable auxiliary materials.
The invention also provides the use of a carbon dot or composition as described above having antibacterial activity as an antibacterial agent.
The invention also provides the application of the carbon dots or the composition with antibacterial effect as the fluorescent probe to mark bacteria so as to realize imaging of the bacteria in vivo or in vitro.
The invention also provides the application of the carbon dots or the composition with the antibacterial effect as the photothermal material in photothermal treatment.
The invention has the beneficial effects that:
the surface of the carbon dot with antibacterial effect contains the main functional group of D-Glu, so that the carbon dot has strong affinity to MurD enzyme, can generate competitive inhibition with a substrate of the MurD enzyme, interferes with the synthesis of peptidoglycan, further influences the formation of bacterial cell walls, and finally achieves the aim of inhibiting the growth of bacteria; in addition, the carbon dots also have excellent photo-thermal effect, the heating effect is obvious, the temperature can be quickly raised in a short time, the cell wall structure of bacteria is seriously damaged, and then the bacteria are killed; the antibacterial performance of the D-Glu on the surface of the carbon dots and the photo-thermal effect of the carbon dots generate a synergistic enhancement effect, and the efficient antibacterial performance is obtained by combining a dual antibacterial mode into a whole; in addition, the carbon dots DG-CDs have super strong affinity to bacteria, so that the space precision of the photothermal effect after near-infrared laser irradiation is ensured, namely, the light heating is ensured to directly act on the bacteria, and the sterilization efficiency of the DG-CDs is further enhanced.
The carbon dots have good optical characteristics, can generate bright red fluorescence even under ultraviolet, and can be used as a fluorescent probe to mark bacteria so as to image the bacteria in vivo or in vitro.
Drawings
FIG. 1 is a schematic diagram showing the synthesis and effect of carbon dots DG-CDs in example 1 of the present invention;
FIG. 2 is a TEM image and DLS spectrum of carbon dots DG-CDs in example 1 of the present invention;
FIG. 3 shows the results of the optical property experiments of the carbon dots DG-CDs in example 1 of the present invention;
FIG. 4 shows the results of the photothermal characteristics test of carbon dots DG-CDs in example 1 of the present invention;
FIG. 5 shows the results of in vitro antibacterial experiments on carbon dots DG-CDs in example 1 of the present invention;
FIG. 6 shows the results of the toxicity test of the carbon dot DG-CDs in example 1 of the present invention;
FIG. 7 is a confocal imaging diagram of Escherichia coli in example 1 of the present invention;
FIG. 8 is a SEM image of E.coli in example 1 of the present invention.
Detailed Description
The present invention is further described in detail below with reference to examples so that those skilled in the art can practice the invention with reference to the description.
It will be understood that terms such as "having," "including," and "comprising," as used herein, do not preclude the presence or addition of one or more other elements or groups thereof.
The carbon dot with antibacterial effect of the embodiment is synthesized by D-Glu and o-phenylenediamine, and has antibacterial effect, photothermal effect and photoluminescence characteristics.
Peptidoglycan is an important component of bacterial cell walls and provides a robust protective structure for their growth from the external environment and high internal osmotic pressures. Peptidoglycan synthesis is catalyzed by a series of amide ligases (MurC, MurD, MurE, MurF, etc.), wherein MurD has a strong affinity for D-Glu (D-glutamic acid), and mammals such as humans cannot metabolize D-Glu. In the invention, starting from D-Glu, the carbon dots which aim at the MurD enzyme as a target are designed, and the carbon dots can be used as an antibacterial agent or a fluorescent probe or a photothermal material to be applied to human and animals, so that the damage to body cells can be effectively avoided, and the side effect can be reduced.
In the invention, D-Glu and o-phenylenediamine are used as precursors to synthesize nitrogen-doped carbon dots (DG-CDs) with antibacterial effect. 1. The carbon dot DG-CDs have good optical characteristics, can generate bright red fluorescence even under ultraviolet, and can be used as a fluorescent probe for marking bacteria so as to image the bacteria in vivo or in vitro. 2. The carbon dots DG-CDs also show very efficient photo-thermal capability, and the temperature can be raised to more than 50 ℃ in a short time, which is enough to destroy the physiological functions of bacteria. 3. According to the actual effect, the DG-CDs can effectively inhibit the growth of bacteria, and can effectively kill the bacteria and avoid the generation of drug resistance by combining with the high-efficiency photothermal capability after being irradiated by laser. The comprehensive performance enables DG-CDs to become an excellent antibacterial material, fluorescent probe and photo-thermal material for relevant application.
The foregoing is a general idea of the invention, and specific examples are provided below to further illustrate the invention.
Example 1
A carbon dot having antibacterial activity, which is prepared by a method comprising the steps of:
1) 25mg of D-Glu and 50mg of o-phenylenediamine were weighed and dissolved in 25mL of 1mol L-1After the mixture becomes clear and transparent, transferring the mixture into a high-pressure reaction kettle with a polytetrafluoroethylene lining of 80mL, heating the mixture to 200 ℃, and continuously heating the mixture for 3 hours;
2) after the reaction is finished, naturally cooling the product to room temperature, and centrifuging the product at the speed of 3000rpm for 10min to remove by-products generated in the reaction;
3) putting the product into a dialysis bag of 1000Da, dialyzing in deionized water for 24h, and changing water every 3 h;
4) and after the dialysis is finished, freezing the residual liquid in the dialysis bag in a refrigerator at the temperature of-80 ℃ for 3 hours, and then carrying out freeze drying to obtain black powder, namely the carbon dots DG-CDs.
The following experiments were carried out with respect to the obtained carbon spots DG-CDs to investigate the characteristics and mechanism thereof.
Referring to fig. 1, a schematic diagram of the synthesis and effect of the carbon dot DG-CDs is shown, in this embodiment, a novel red light carbon dot DG-CDs is synthesized by skillfully using chiral molecules, and the surface of the red light carbon dot DG-CDs contains a main functional group of D-Glu, so that the red light carbon dot DG-CDs has a strong affinity to the MurD enzyme, can perform competitive inhibition with a substrate of the MurD enzyme, interfere with the synthesis of peptidoglycan, further influence the formation of bacterial cell walls, and finally achieve the purpose of inhibiting the growth of bacteria. The DG-CDs also have excellent photo-thermal effect, the heating effect is obvious, the temperature can be quickly raised in a short time, the cell wall structure of bacteria is seriously damaged, and the bacteria are killed; the bacteriostasis performance of the D-Glu on the surface of the red carbon points DG-CDs and the photo-thermal effect of the carbon points generate a synergistic enhancement effect, and the high-efficiency bacteriostasis performance is obtained by combining the dual bacteriostasis modes into a whole. In addition, the carbon dots DG-CDs have super strong affinity to bacteria, so that the space precision of the photothermal effect after near-infrared laser irradiation is ensured, namely, the light heating is ensured to directly act on the bacteria, and the sterilization efficiency of the DG-CDs is further enhanced.
Referring to FIG. 2, a TEM image (FIG. 2A) and a DLS spectrum (FIG. 2B) of carbon dots DG-CDs, the carbon dots have a particle size distribution of 3-5nm as seen from a Transmission Electron Microscope (TEM) and a Dynamic Light Scattering (DLS) spectrum.
Referring to FIG. 3, the result of the optical property experiment of carbon spots DG-CDs is shown, wherein FIG. 3A is the ultraviolet absorption spectrum of DG-CDs, and it can be seen that it has a distinct absorption peak near 612 nm; the upper right insert shows a cuvette containing an aqueous solution of DG-CDs, with a picture of the DG-CDs solution under fluorescent light on the left, slightly reddish in color; the right is a photograph under a 365nm ultraviolet lamp, with a distinct red color visible to the naked eye. FIG. 3B is the fluorescence emission spectrum of DG-CDs, from which it can be seen that DG-CDs have a highest peak near 639nm, from 360nm to 600nm, the fluorescence emission intensity of CDs increases with the increase of excitation wavelength, and the maximum emission wavelength is always near 639 nm. In the graph of fig. 3B, the excitation light wavelength of the peak curve on the vertical dashed line of 639nm is, from bottom to top: 380nm, 400nm, 420nm, 440nm, 460nm, 480nm, 500nm, 520nm, 540nm, 560nm, 580nm, 600 nm.
Referring to FIG. 4, for the results of the photothermal characterization of carbon spot DG-CDs, FIG. 4A shows the Near Infrared (NIR) laser (wavelength 808nm, irradiation intensity 1.5W/cm) for DG-CDs solutions with different concentrations2) As can be seen from the graph, the DG-CDs solution rapidly increased in temperature in a short time under the laser irradiation, and reached a steady state within 10 min. In the figure, from bottom to top, the concentrations of DG-CDs solution are 0 μ g/mL (PBS solution is used to replace DG-CDs solution), 200 μ g/mL, 500 μ g/mL and 1000 μ g/mL respectively, the maximum temperature is increased to 26.7 ℃, 54.3 ℃, 70.1 ℃ and 81.1 ℃ respectively under laser irradiation, and the temperature increase amplitude is increased along with the increase of CDs concentration, thereby showing obvious concentration dependence. FIG. 4B is an image taken by a thermal imaging camera of an EP tube containing a DG-CDs solution at a concentration of 200. mu.g/mL for 6min after laser irradiation, showing the rise in temperature of the solution to 50.3 ℃ at that time.
Referring to FIG. 5, in vitro antibacterial test results of carbon spot DG-CDs are shown in FIG. 5A, which shows the growth of bacteria on LB solid medium, from left to right, respectively E.coli to which PBS alone is added, E.coli to which DG-CDs (500. mu.g/mL) alone is added, and E.coli to which DG-CDs is added and which has been irradiated with 808nm laser beam having an energy density of 0.8W/cm 2. FIG. 5B is a colony count statistic. Statistics show that the colony number of the DG-CDs group is reduced by about 50% compared with the PBS group, and the laser irradiation causes the colony number to be reduced by 90%. The photothermal effect caused by infrared laser irradiation kills most of escherichia coli, and the DG-CDs have good sterilization effect. And this bactericidal effect is due to dual factors, on the one hand inhibiting bacterial growth by specific affinity to the MurD enzyme and on the other hand killing the bacteria by photothermal action. In addition, the DG-CDs are tightly combined with the bacteria due to the strong affinity of the DG-CDs with the bacteria, so that the space precision of the photo-thermal sterilization is greatly improved.
Referring to FIG. 6, the toxicity test results of carbon dot DG-CDs are shown; the DG-CDs obtained by the invention have excellent photo-thermal effect and excellent sterilization capability, and are a good antibacterial material. However, the development of an antibacterial agent having a practical function requires no significant toxic harm to a host (e.g., human or animal) infected with bacteria. Theoretically, the DG-CDs of the present invention have a strong affinity for the bacteria containing the target enzyme due to the addition of D-glutamic acid (D-Glu), but the possibility of the DG-CDs having a significant negative effect on animal cells is fundamentally avoided because mammals cannot utilize D-glutamic acid. In this example, the MTT assay was performed in detail, as the growth of animal cells in an environment containing DG-CDs would not be affected. The test results (FIG. 6) show that the DG-CDs are very safe to cells, and the cells still have about 90% survival rate even at the concentration of 400 mug/mL, which indicates that the DG-CDs have very low toxicity and good biological application potential.
Referring to FIGS. 7-8, for the antibacterial mechanism study and photoluminescence property experiment results of carbon dot DG-CDs, FIG. 7 is a confocal imaging image of E.coli, it can be seen that DG-CDs have strong affinity to bacteria, and all bacteria are bound by DG-CDs and emit bright fluorescence. From this result, DG-CDs can be used as a fluorescent probe to label bacteria in addition to antibacterial properties, thereby imaging bacteria in vivo or in vitro.
FIG. 8 is a scanning electron micrograph of Escherichia coli, which shows that bacteria without DG-CDs treatment are in good condition and the cell wall is intact; the DG-CDs treated bacteria exhibited a slightly disrupted phenotype (position indicated by arrow in the figure) due to the hindered cell wall formation; the most remarkable phenotype is that the outer wall of the bacteria treated by the near-infrared laser is damaged in a large area, and an obvious lethal effect is generated, so that the double antibacterial action of DG-CDs can strongly destroy the cell wall of the bacteria, and further kill the bacteria. Although the sterilization mechanism is simple, the effect is obvious, and the sterilization is mainly realized by utilizing the physical effect, so that the generation of drug resistance can be avoided to a great extent, and the antibacterial agent is expected to become an effective substitute of antibiotics.
The carbon dots DG-CDs obtained in the embodiment 1 can be fully embodied to show high-efficiency bacteriostatic performance, photo-thermal capability and remarkable photoluminescence characteristics through the experimental results, and the carbon dots at least have the potential of being used as bacteriostatic agents/bacteriostatic compositions, photo-thermal materials and fluorescent probes for related applications.
Example 2
There is provided a composition comprising carbon dot DG-CDs obtained as in example 1 and pharmaceutically acceptable excipients.
Example 3
Use of the carbon dots DG-CDs obtained in example 1 or of the composition obtained in example 2 as antibacterial agent.
Example 4
The use of the carbon dots DG-CDs obtained in example 1 or of the composition obtained in example 2 as fluorescent probes to label bacteria for imaging them in vivo or in vitro.
Example 5
The carbon dots DG-CDs obtained in example 1 or the composition obtained in example 2 can be used as a photothermal material for photothermal therapy, namely, the carbon dots DG-CDs are combined with bacteria through targeted recognition, and the photothermal effect caused by infrared laser irradiation is utilized to destroy the cell wall structure of the bacteria, so that the bacteria are killed.
While embodiments of the invention have been disclosed above, it is not limited to the applications listed in the description and the embodiments, which are fully applicable in all kinds of fields of application of the invention, and further modifications may readily be effected by those skilled in the art, so that the invention is not limited to the specific details without departing from the general concept defined by the claims and the scope of equivalents.
Claims (8)
1. A carbon dot with antibacterial effect is characterized by being obtained by synthesizing D-Glu and o-phenylenediamine, and having antibacterial effect and photothermal effect.
2. The carbon dot having antibacterial effect according to claim 1, wherein the carbon dot further has a photoluminescence property.
3. The carbon dot having antibacterial effect according to claim 2, wherein the preparation method of the carbon dot comprises the steps of:
1) weighing D-Glu and o-phenylenediamine, dissolving the D-Glu and the o-phenylenediamine in HCl aqueous solution, transferring the mixture into a high-pressure reaction kettle with a polytetrafluoroethylene lining for heating after the mixture becomes clear and transparent;
2) after the reaction is finished, naturally cooling the product to room temperature, and centrifuging the product to remove a by-product generated in the reaction;
3) placing the product in a dialysis bag and dialyzing in deionized water;
4) after the dialysis is finished, the residual liquid in the dialysis bag is frozen, and then the freezing and drying are carried out to obtain a product, namely the carbon point.
4. The carbon dot having antibacterial effect according to claim 3, wherein the preparation method of the carbon dot comprises the steps of:
1) 25mg of D-Glu and 50mg of o-phenylenediamine were weighed and dissolved in 25mL of 1mol L-1After the mixture becomes clear and transparent, transferring the mixture into a high-pressure reaction kettle with a polytetrafluoroethylene lining of 80mL, heating the mixture to 200 ℃, and continuously heating the mixture for 3 hours;
2) after the reaction is finished, naturally cooling the product to room temperature, and centrifuging the product at the speed of 3000rpm for 10min to remove by-products generated in the reaction;
3) putting the product into a dialysis bag of 1000Da, dialyzing in deionized water for 24h, and changing water every 3 h;
4) and after the dialysis is finished, freezing the residual liquid in the dialysis bag in a refrigerator at the temperature of-80 ℃ for 3 hours, and then carrying out freeze drying to obtain black powder, namely the carbon dots.
5. A composition comprising the carbon dots of any one of claims 1 to 4 having antibacterial activity and a pharmaceutically acceptable excipient.
6. Use of a carbon dot having antibacterial activity according to any one of claims 1 to 4 or a composition according to claim 5 as an antibacterial agent.
7. Use of a carbon dot with antibacterial activity according to any one of claims 1 to 4 or a composition according to claim 5 as a fluorescent probe for labelling bacteria for imaging bacteria in vivo or in vitro.
8. Use of the carbon dot with antibacterial effect according to any one of claims 1 to 4 or the composition according to claim 5 as a photothermal material for photothermal therapy.
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| CN112961674A (en) * | 2021-02-05 | 2021-06-15 | 华南农业大学 | Preparation method and application of antifungal 2-methoxy-1, 4-naphthoquinone-based fluorescent carbon dots |
| CN113549448A (en) * | 2021-07-08 | 2021-10-26 | 大连理工大学 | Carbon dots with inherent antibacterial activity and photodynamic enhanced sterilization effect as well as preparation method and application thereof |
| CN114479843A (en) * | 2021-12-20 | 2022-05-13 | 华南农业大学 | Preparation method and application of novel fluorescent nano material with photodynamic therapy and sterilization functions |
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| CN106995699A (en) * | 2017-05-31 | 2017-08-01 | 中国矿业大学 | Carbon quantum dot prepared by the method and this method of the adjustable fluorescent carbon point of a large amount of synthetic wavelengths |
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| CN105819433A (en) * | 2016-03-28 | 2016-08-03 | 国家纳米科学中心 | Chiral graphene quantum dot and preparation method and application |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN112961674A (en) * | 2021-02-05 | 2021-06-15 | 华南农业大学 | Preparation method and application of antifungal 2-methoxy-1, 4-naphthoquinone-based fluorescent carbon dots |
| CN112961674B (en) * | 2021-02-05 | 2022-02-22 | 华南农业大学 | Preparation method and application of antifungal 2-methoxy-1, 4-naphthoquinone-based fluorescent carbon dots |
| CN113549448A (en) * | 2021-07-08 | 2021-10-26 | 大连理工大学 | Carbon dots with inherent antibacterial activity and photodynamic enhanced sterilization effect as well as preparation method and application thereof |
| CN113549448B (en) * | 2021-07-08 | 2022-06-07 | 大连理工大学 | Carbon dot with inherent antibacterial activity and photodynamic enhanced sterilization effect, and preparation method and application thereof |
| CN114479843A (en) * | 2021-12-20 | 2022-05-13 | 华南农业大学 | Preparation method and application of novel fluorescent nano material with photodynamic therapy and sterilization functions |
| CN114479843B (en) * | 2021-12-20 | 2023-06-30 | 华南农业大学 | Preparation method and application of novel fluorescent nano material with photodynamic therapy and sterilization functions |
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