CN116925754B - Nitrogen-doped carbon quantum dot probe and preparation method and application thereof - Google Patents
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- C09K11/65—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing carbon
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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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- 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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Abstract
The invention discloses a nitrogen-doped carbon quantum dot probe and a preparation method and application thereof. The structural formula of the nitrogen-doped carbon quantum dot probe is shown as follows: The invention provides a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, which is a nano fluorescent probe capable of sensitively detecting the contents of Fe 3+ and lysine, and has the advantages of photooxidation resistance, high-concentration ion resistance and wide pH application range. The fluorescent probe has the emission wavelength of 515nm and good chemical stability, and can be widely used for detecting Fe 3+ and external lysine in water environment.
Description
Technical Field
The invention relates to the technical field of nitrogen-doped carbon quantum dots, in particular to a nitrogen-doped carbon quantum dot probe and a preparation method and application thereof.
Background
Elemental iron is a vital component in the human body and plays an important role in various biological processes, such as oxygen transport in tissues, energy production, DNA synthesis, and the like. Thus, imbalance in iron ion concentration can create different hazards to human health. Studies have shown that excess iron damages cells and causes various diseases including hepatitis, heart attacks and anemia. There is therefore an urgent need to develop methods for accurate and rapid detection of iron ion levels and for the clinical diagnosis of diseases of interest. Lysine, on the other hand, is an amino acid essential to the human body and is critical to the growth of tissues, the production of proteins, the enhancement of the immune system and the assistance of repair in the human body. A nano fluorescent probe capable of accurately detecting lysine concentration can be effectively applied to monitoring human environmental health.
The fluorescent nano material has the advantages of special photoluminescence characteristic, nano-scale size, adjustable emission spectrum range and the like, but common fluorescent nano materials such as semiconductor quantum dots, optical nanoclusters, rare earth emission products and the like may contain heavy metals (Pb, cs, cd, zn), and the materials cannot be widely applied in the fields of sensing and medicine due to low water solubility, poor stability and the like. Carbon quantum dots have been widely focused in various fields due to their unique physical and chemical properties of simple preparation, high cost effectiveness, broad absorption spectrum, strong fluorescence penetration, multicolor emission, low toxicity, chemical inertness, and the like. Carbon quantum dots have been used in chemical detection and biosensing such as catalysis, drug delivery, pH or temperature sensing, bioimaging and diagnostics, and the like. At present, few researches on carbon quantum dot nano fluorescent probes for lysine recognition are carried out, and the problems of low water solubility, insufficient purity standard and the like of the carbon quantum dots in practical application are also needed to be solved.
Disclosure of Invention
In view of the importance of iron ions and lysine to living environment and the excellent performance of the carbon quantum dots, the invention provides the nitrogen-doped carbon quantum dot probe capable of accurately detecting Fe 3+ and identifying lysine. The invention also provides a preparation method of the carbon quantum dot probe (prepared by o-phenylenediamine (o-PDA) and ethylenediamine dihydrochloride (EDA-2 HCl)) and multifunctional application thereof.
The technical scheme of the invention is as follows:
in a first aspect of the present invention, a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine is provided, and the structural formula thereof is as follows:
The second aspect of the invention provides a preparation method of a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, which comprises the following steps:
mixing o-phenylenediamine and ethylenediamine dihydrochloride in a solvent, then performing ultrasonic or stirring treatment, and then transferring into an autoclave for heating;
and finally, purifying to obtain the nitrogen-doped carbon quantum dot probe.
Optionally, the solvent is absolute ethanol or other alcohols.
Optionally, the heating is performed at 180-200deg.C for 12-16 hours.
Optionally, the time of the ultrasonic or agitation treatment is 20-30 minutes.
Alternatively, 1 gram of o-phenylenediamine and 0.5 gram of ethylenediamine dihydrochloride are mixed in 35 ml of solvent.
The invention provides an application of the nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine in Fe 3+ ion detection.
According to a fourth aspect of the invention, the application of the nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine in lysine detection is provided.
The beneficial effects are that: the probe provided by the invention is a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, can be synthesized by a hydrothermal method, still keeps stable high fluorescence intensity in a wide pH range and a high-concentration ion environment, and has the advantages of good light stability, good water solubility, high sensitivity and the like. Therefore, the probe can be widely used for accurate real-time monitoring of Fe 3+ ions and lysine.
Drawings
Fig. 1 is a schematic diagram of synthesis of a nitrogen-doped carbon quantum dot probe in example 1.
Fig. 2 is a transmission electron microscope image (a) and an infrared spectrogram (b) of the nitrogen-doped carbon quantum dot probe in example 1.
FIG. 3 is a graph of quenching fractions of nitrogen-doped carbon quantum dot probes and different metal ions in example 2.
FIG. 4 (a) shows fluorescence spectra of Fe 3+ ions and probes at 415nm excitation light, and (b) shows a linear fit of the quenching fraction F/F 0 and the concentration of Fe 3+.
FIG. 5 is a graph showing the quenching fraction of the nitrogen-doped carbon quantum dot probe containing Fe 3+ ion and various biomolecules in example 3.
In FIG. 6, (a) shows fluorescence spectra of a probe and lysine at different concentrations under excitation light of 415nm, and (b) shows a linear fit of the fluorescence recovery fraction F/F 0 to lysine concentration.
Detailed Description
The invention provides a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, a preparation method and application thereof, and aims to make the purposes, technical schemes and effects of the invention clearer and more definite, and the invention is further described in detail below. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
The embodiment of the invention provides a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine. Transmission Electron Microscopy (TEM) showed that the probe particles were uniformly distributed, spherical in shape with an average dimension of 5.95 nm. The infrared spectrum analysis chart (FTIR) shows that the surface of the probe has rich OH/-NH 2/-CH and other groups. X-ray photoelectron spectroscopy (XPS) data also demonstrated that the probe core was constructed primarily from N and O functional groups. The structural formula of the nitrogen-doped carbon quantum dot probe is shown as follows:
The embodiment of the invention provides a preparation method of a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, which comprises the following steps:
Mixing o-phenylenediamine (o-PDA) and ethylenediamine dihydrochloride (EDA-2 HCl) in a solvent, then performing ultrasonic or stirring treatment, and then transferring into an autoclave for heating;
and finally, purifying to obtain the nitrogen-doped carbon quantum dot probe.
In the embodiment, the nitrogen-doped carbon quantum dot probe is prepared by using o-phenylenediamine and ethylenediamine dihydrochloride through a hydrothermal method.
In some embodiments, the solvent is absolute ethanol or other alcohols.
In some embodiments, the heating is at a temperature of 180-200 ℃ for a time of 12-16 hours.
In some embodiments, the time of the ultrasonic or agitation treatment is 20 to 30 minutes.
In some embodiments, 1 gram of o-phenylenediamine and 0.5 gram of ethylenediamine dihydrochloride are mixed in 35 milliliters of solvent.
The embodiment of the invention provides an application of the nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine in Fe 3+ ion detection. In an aqueous solution system of various metal ions, the probe has strong bonding between hydroxyl or carboxyl on the surface and Fe 3+ ions to cause aggregation of carbon quantum dots, so that the fluorescence intensity is obviously reduced, the concentration of Fe 3+ ions has a linear relation with the fluorescence intensity, and the detection Limit (LOD) is as low as 0.97 mu M.
The embodiment of the invention provides an application of the probe capable of accurately identifying Fe 3+ and lysine nitrogen doped carbon quantum dots in lysine detection. The addition of lysine can reduce the mixed Fe 3+ in the nitrogen-doped carbon quantum dots to lower-priced Fe 2 +, reduce polymerization between the carbon quantum dots to cause the quenched fluorescence to be restored again, and absorb the spectrum blue shift. As the concentration of lysine increased, fluorescence increased gradually, and the detection limit was about 0.37. Mu.M.
The invention is further illustrated by the following specific examples.
Example 1
The preparation method of the nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine comprises the following steps:
1g of o-phenylenediamine (o-PDA) and 0.5g of ethylenediamine dihydrochloride (EDA-2 HCl) were mixed in 35mL of absolute ethanol, and the mixture was transferred to an autoclave after sonicating for 20 minutes and heated at 200℃for 16 hours. The mixture was then collected at room temperature and subjected to preliminary purification using a 0.22 μm filter. Finally, drying by a rotary evaporation system to obtain the nitrogen-doped carbon quantum dot difunctional probe NCDs, and carrying out Transmission Electron Microscope (TEM), infrared spectrum analysis (FTIR) and X-ray photoelectron spectroscopy (XPS) characterization on the probe. Fig. 1 is a schematic diagram of synthesis of a nitrogen-doped carbon quantum dot probe. Fig. 2 is a transmission electron microscope image (a) and an infrared spectrum analysis chart (b) of the nitrogen-doped carbon quantum dot probe.
Example 2
The application of the nitrogen-doped carbon quantum dot probe (prepared in example 1) capable of accurately identifying Fe 3+ and lysine in Fe 3+ ion detection is as follows:
0.11mg/ml of nitrogen-doped carbon quantum dot bifunctional probe aqueous solution is mixed with the following components in a volume ratio of 1:1 are added to an aqueous solution containing 1mM Na+,Fe2+,Ni+,Cu+,Al2+,Zn2+,Ru3+,Pb2+,Mn2+,Hg2+,Cd2+,Ca2+,Ag2+,Fe3+ or other metal ions, respectively, and fluorescence spectra having an excitation wavelength of 415nm are detected. The data show that the sample of Fe 3+ ion water solution can quench the fluorescence intensity of the nitrogen doped carbon quantum dot probe. And (3) monitoring the Fe 3+ ion concentration gradient fluorescence spectrum by the same method to obtain the linear relation between the probe and the Fe 3+ ion concentration and the detection limit value. FIG. 3 is a graph of the quenching fraction (F/F 0) of nitrogen-doped carbon quantum dot probes and different metal ions. FIG. 4 (a) shows fluorescence spectra of Fe 3+ ions and probes at 415nm excitation light, and (b) shows a linear fit of the quenching fraction F/F 0 and the concentration of Fe 3+.
Example 3
An aqueous solution of a nitrogen-doped carbon quantum dot probe containing Fe 3+ ions was prepared as a probe solution, the concentration of Fe 3 + ions in the probe solution was 50ug/ml, and the concentration of the nitrogen-doped carbon quantum dot probe was 0.11mg/ml. The probe solution was mixed in a volume ratio of 1:1 to an aqueous solution of ascorbic acid (Ascorbic Acid), ampicillin sodium (AMPICILLIN SODIUM), chloramphenicol (Chloroamphenicol), cysteine (Cysteine), dopamine (Dopamine), glucose (Glucose), glutathione (GSH), L-methionine (L-Methionine) and Lysine (Lysine) each at a concentration of 0.1mM, fluorescence spectra with an excitation wavelength of 415nm were measured. The data shows that lysine can restore fluorescence, the absorbance spectrum shifts blue, and the fluorescence intensity continues to increase as the concentration of lysine increases, i.e., the fluorescence restoration score has a linear relationship with the concentration of lysine. FIG. 5 is a graph of quenching fractions of nitrogen-doped carbon quantum dot probes containing Fe 3+ ions with different biomolecules. In FIG. 6, (a) shows fluorescence spectra of a probe and lysine at different concentrations under excitation light of 415nm, and (b) shows a linear fit of the fluorescence recovery fraction F/F 0 to lysine concentration.
In summary, the invention provides a nitrogen-doped carbon quantum dot probe capable of accurately identifying Fe 3+ and lysine, and a preparation method and application thereof. The invention provides a nitrogen-doped carbon quantum dot probe, which is a difunctional nano fluorescent probe capable of sensitively detecting in-vitro Fe 3+ and lysine respectively. The fluorescence probe has the excitation wavelength of 415nm, has the advantages of photooxidation resistance, high-concentration ion resistance, chemical stability, wide pH application range and the like, and can be widely used for detecting Fe 3+ ions and lysine in water environment.
It is to be understood that the invention is not limited in its application to the examples described above, but is capable of modification and variation in light of the above teachings by those skilled in the art, and that all such modifications and variations are intended to be included within the scope of the appended claims.
Claims (7)
1. The nitrogen-doped carbon quantum dot probe is characterized by having the following structural formula:
2. A method of preparing the nitrogen-doped carbon quantum dot probe of claim 1, comprising the steps of:
mixing o-phenylenediamine and ethylenediamine dihydrochloride in a solvent, then performing ultrasonic or stirring treatment, and then transferring into an autoclave for heating;
finally, purifying to obtain the nitrogen-doped carbon quantum dot probe;
The solvent is absolute ethyl alcohol.
3. The method for preparing a nitrogen-doped carbon quantum dot probe according to claim 2, wherein the heating temperature is 180-200 ℃ for 12-16 hours.
4. The method for preparing a nitrogen-doped carbon quantum dot probe according to claim 2, wherein the time of the ultrasonic or stirring treatment is 20-30 minutes.
5. The method for preparing a nitrogen-doped carbon quantum dot probe according to claim 2, wherein 1g of o-phenylenediamine and 0.5 g of ethylenediamine dihydrochloride are mixed in 35 ml of solvent.
6. Use of the nitrogen-doped carbon quantum dot probe of claim 1 in the preparation of a fluorescent probe for Fe 3+ detection.
7. Use of the nitrogen-doped carbon quantum dot probe of claim 1 for preparing a fluorescent probe for lysine detection.
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| JP2005126705A (en) * | 2003-10-01 | 2005-05-19 | Sumitomo Chemical Co Ltd | Polymeric light-emitting material and polymeric light-emitting element |
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