CN110408387A - A kind of green fluorescent carbon dots and its preparation method and application - Google Patents
A kind of green fluorescent carbon dots and its preparation method and application Download PDFInfo
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Abstract
The invention discloses a kind of fluorescent carbon points and its preparation method and application, levodopa and urea are dispersed in dehydrated alcohol, the alcohol dispersion liquid of levodopa and urea is prepared, the alcohol dispersion liquid of levodopa and urea is moved into polytetrafluoroethylene (PTFE) stainless steel autoclave, it is placed in baking oven heating reaction, supernatant is collected after reaction solution is centrifugated, it is handled using filtering with microporous membrane, processing gained filtrate is dialysed, freeze-drying process finally is carried out to dialyzate, obtains fluorescent carbon point powder.Operation of the present invention is simple, cheap, reproducible；The phosphor dot photostability of preparation is high, and toxicity is low, good water solubility, and selectivity is good, being capable of sensitive exclusively detection and analysis tyrosinase.
Description
Technical field
The invention belongs to novel nano-material preparation fields, and in particular to a kind of green fluorescent carbon dots and preparation method thereof and
Using.
Background technique
Melanoma is most dangerous cutaneum carcinoma type, it is developed from the cell containing melanosome.Though
Right melanoma disease incidence is lower, but its grade malignancy is high, and transfer is early, and the death rate is high, and there has been no ideal early diagnosis at present
Method.Therefore, the method for early diagnosis of melanoma is established, mitigates melanoma to the threat of human health with important
Meaning.
Tyrosinase (tyrosinase, TYR) is a kind of copper enzyme relevant to melanin metabolism, and molecular weight 75kDa can
With catalysis oxidation pyrocatechol substance and it is allowed to finally be oxidized to quinone.Due to tyrosinase in melanoma cells overexpression
And the malignant invasion ability of activity and melanoma cells is positively correlated, therefore tyrosinase is considered as melanoma cancer cells
Biomarker.Research is highly sensitive, highly selective tyrosinase detection probe has ten to early diagnosis melanoma
Divide important theory and potential using value.
Since tyrosinase has important biological function, the side of a variety of detection tyrosinase activities is had been set up
Method.Compared with the conventional methods such as colorimetric method, electrochemical techniques and magnetic resonance imaging method, fluorescence method is easy to operate, and selectivity is good, spirit
Sensitivity is high, is widely used to tyrosinase activity detection.It is worth noting that, the tyrosinase fluorescence sense of most of reports
Device still has some inevitable disadvantages, such as conventional molecular probe synthesis is complicated, poorly water-soluble, and semiconductor amount
Son point toxicity is higher etc., this all limits their applications in field of biomedicine.Therefore, a kind of simple, low toxicity, water are developed
The good analysis method of dissolubility is of great significance for detecting tyrosinase activity in various biological fluids.
Due to advantages such as simple with preparation process, toxicity is low, good water solubility, biocompatibility and excellent in optical properties,
Fluorescence carbon nanomaterial of the fluorescent carbon point as latest generation, the application in chemistry, environment and biological field are greatly closed
Note.For example, chemical sensor and biosensor based on fluorescent carbon point be widely used to heavy metal ion, it is inorganic yin from
The detection of son, living radical etc..But the document about the fluorescent carbon point for directly detecting biological enzyme (especially tyrosinase)
Report considerably less.Therefore, the fluorescent carbon point of a kind of novelty, low toxicity, good water solubility, excellent in optical properties is prepared, and for direct
Tyrosinase activity is of great significance in detection biological sample.
Summary of the invention
The purpose of the present invention is to provide a kind of green fluorescent carbon dots and its preparation method and application, to overcome the prior art
Existing defect, operation of the present invention is simple, cheap, reproducible；The green fluorescent carbon dots photostability of preparation is high, water-soluble
Property it is good, selectivity is high, low toxicity, and good biocompatibility sensitive can exclusively detect tyrosinase.
In order to achieve the above objectives, the present invention adopts the following technical scheme:
A kind of preparation method of green fluorescent carbon dots, comprising the following steps:
Levodopa and urea are dispersed in dehydrated alcohol by step 1.1, are then reacted by solvent-thermal method；
Step 1.2, by step 1.1 products therefrom through supernatant is collected by centrifugation, by supernatant through filtering with microporous membrane；
Step 1.3, by step 1.2 gained filtrate after dialysing, collect dialyzate, last freeze-dried processing to get
To green fluorescent carbon dots.
Further, the mass ratio of levodopa, urea and dehydrated alcohol is (1-5): (1-5): (100- in step 1.1
500)。
Further, the temperature that solvent-thermal method is reacted in step 1.1 is 120-200 DEG C, time 6-12h.
Further, miillpore filter uses normal pore size for 0.22 μm of miillpore filter in step 1.2.
Further, the bag filter that dialysis procedure uses in step 1.3, molecular cut off 1000Da, dialysis time are
24h。
A kind of green fluorescent carbon dots are made using a kind of preparation method of above-mentioned green fluorescent carbon dots.
A kind of green fluorescent carbon dots detect the application of fluorescence probe as tyrosinase activity, take the same enzyme of different volumes
Active tyrosine enzyme solutions are diluted to same volume with buffer solution, obtain a series of tyrosine of isometric different enzymatic activitys
Enzyme standard solution, and it is separately added into the fluorescent carbon point storing liquid of same volume, fluorescence intensity detection is carried out, respectively then with every part
The fluorescence intensity of standard solution is ordinate, using tyrosinase activity as abscissa, draws standard curve and fit linear relationship,
Realize the quantitative detection to tyrosine activity.
Further, buffer solution is the PBS buffer solution of pH=7.2.
Further, fluorescent carbon point storing liquid process for preparation are as follows: weigh green fluorescent carbon dots, dissolved with ultrapure water, accurately
Compound concentration is the fluorescent carbon point storing liquid of 0.25mg/mL.
Further, the green fluorescent carbon dots are 20-1200U/L to the detection interval of tyrosinase activity.
Compared with prior art, the invention has the following beneficial technical effects:
(1) for the present invention using levodopa and urea as presoma, dehydrated alcohol is solvent, is prepared using a step solvent-thermal method
Green fluorescent carbon dots are obtained.The green fluorescent carbon dots uniform particle diameter of preparation, monodispersity is good, and fluorescence property is excellent.With it is general
Logical preparation method is compared, the preparation method that the present invention uses more handy and safe, green economy, is not needed using expensive instrument
Device.
(2) green fluorescent carbon dots prepared by the present invention, surface have the feature structure of catechol, can be selected by tyrosinase
Property is oxidized to quinone.Therefore the green fluorescent carbon dots of preparation can realize the specificity detection to tyrosinase.Based on the green fluorescence
The probe of carbon dots, preparation method is simple, and biocompatibility is excellent, good water solubility, has cost in tyrosinase activity detection
The advantages that low, easy to operate, selective good and high sensitivity.
Detailed description of the invention
Fig. 1 is the transmission electron microscope picture of the green fluorescent carbon dots prepared in embodiment 1.
Fig. 2 is the green fluorescent carbon dots fluorescence excitation spectrum and emission spectrum prepared in embodiment 1.
Fig. 3 is the FTIR spectrum map of the green fluorescent carbon dots prepared in embodiment 1.
Fig. 4 is enzymatic activity and the corresponding fluorescence intensity relation curve of tyrosinase standard solution in embodiment 1.
Specific embodiment
Embodiments of the present invention are described in further detail below:
A kind of preparation method of the green fluorescent carbon dots of specific recognition tyrosinase, levodopa, urea and anhydrous second
The mass ratio of alcohol is (1-5): (1-5): (100-500).The alcohol dispersion liquid of levodopa and urea is moved into polytetrafluoroethylene (PTFE)
Stainless steel autoclave is placed in baking oven heating reaction, and reaction temperature is 120-200 DEG C, reaction time 6-12h.It will reaction
Product takes supernatant after 10000rpm is centrifuged 10min (centrifugation is twice), handles supernatant using 0.22 μm of syringe membrane filtration
Processing gained filtrate is dialysed with the bag filter that molecular cut off is 1000Da, collects dialyzate, last freeze-dried place by liquid
Reason, obtains fluorescent carbon point powder.Suitable green fluorescent carbon dots are weighed, are dissolved with ultrapure water, it is accurate to prepare the glimmering of 0.25mg/mL
Light carbon dots storing liquid.
A kind of green fluorescent carbon dots detect the application of fluorescence probe as tyrosinase activity, take the same enzyme of different volumes
Active tyrosinase solution is diluted to identical volume with buffer solution, obtains a series of junket of isometric different enzymatic activitys
Propylhomoserin enzyme standard solution.It is separately added into the fluorescent carbon point storing liquid of same volume, detects the fluorescence intensity of solution.With every part of standard
The fluorescence intensity (F) of solution is ordinate, and tyrosinase activity is abscissa, draws standard curve and fit linear relationship.Its
In, buffer solution is the PBS buffer solution of pH=7.2, and the green fluorescent carbon dots are to the detection interval of tyrosinase activity
20-1200U/L。
Below with reference to embodiment, the invention will be described in further detail:
Embodiment 1
0.2g levodopa and 0.3g urea are dispersed in 15g dehydrated alcohol by a kind of preparation method of green fluorescent carbon dots
In, the alcohol dispersion liquid of levodopa and urea is moved into 100mL polytetrafluoroethylene (PTFE) stainless steel autoclave, baking oven is placed in and adds
Thermal response, reaction temperature are 160 DEG C, reaction time 12h.Reaction product is centrifuged to and is taken supernatant, using 0.22 μm of micropore
Membrane filtration handles supernatant, and processing gained filtrate is dialysed with the bag filter that molecular cut off is 1000Da, collects dialyzate
And freeze-drying process is carried out, obtain fluorescent carbon point powder.
Embodiment 2
0.1g levodopa and 0.5g urea are dispersed in 10g dehydrated alcohol by a kind of preparation method of green fluorescent carbon dots
In, the alcohol dispersion liquid of levodopa and urea is moved into 100mL polytetrafluoroethylene (PTFE) stainless steel autoclave, baking oven is placed in and adds
Thermal response, reaction temperature are 120 DEG C, reaction time 8h.Reaction product is centrifuged to and is taken supernatant, is filtered using 0.22 μm of micropore
Film filtering supernatant, will handle gained filtrate with molecular cut off is the dialysis of 1000Da bag filter, dialyzate is collected, most afterwards through cold
Freeze and be dried, obtains fluorescent carbon point powder.
Embodiment 3
0.5g levodopa and 0.1g urea are dispersed in 50g dehydrated alcohol by a kind of preparation method of green fluorescent carbon dots
In, the alcohol dispersion liquid of levodopa and urea is moved into 100mL polytetrafluoroethylene (PTFE) stainless steel autoclave, baking oven is placed in and adds
Thermal response, reaction temperature are 200 DEG C, reaction time 6h.Reaction product is centrifuged to and is taken supernatant, is filtered using 0.22 μm of micropore
Processing gained filtrate is dialysed with the bag filter that molecular cut off is 1000Da, collects dialyzate, most by film filtration treatment supernatant
By freeze-drying process, fluorescent carbon point powder is obtained.
The PBS buffer solution for preparing pH=7.2 weighs the green fluorescent carbon dots of the preparation of embodiment 1, is dissolved with ultrapure water,
The accurate fluorescent carbon point storing liquid for preparing 0.25mg/mL.The above-mentioned fluorescent carbon point storing liquid of 300 μ L is pipetted to be placed in 5mL colorimetric cylinder,
The PBS buffer solution that pH=7.2 is added is diluted to 3mL, obtains 0.025mg/mL fluorescent carbon point storing liquid.Use fluorescence spectrophotometry
Meter carries out fluorescence detection, obtains excitation spectrum and emission spectrum.As a result as shown in Figure 2.
To PBS buffer solution buffer solution, the fluorescent carbon point storing liquid that 300 μ L concentration are 0.25mg/mL is added, adds
A series of standard tyrosinase solution (20-1200U/L) of difference enzymatic activitys, total volume 3mL, excitation wavelength 425nm, into
Row fluorescence spectrometry.With every part of standard solution fluorescence intensity (F) for ordinate, using tyrosinase activity as abscissa, draw
Standard curve as shown in Figure 4, for detecting tyrosinase activity.Linear fit is carried out to the experimental data in standard curve:
F=-0.326 [TYR]+1418.1
In formula, F is every part of standard solution fluorescence intensity；[TYR] is quencher tyrosinase activity, U/L.
Linear fit the result shows that, when tyrosinase activity range is 20-1200U/L, fluorescence intensity and tyrosinase
Excellent linear relationship is presented between activity, shows that the detection method has very high sensitivity.
Claims (10)
1. a kind of preparation method of green fluorescent carbon dots, which comprises the following steps:
Levodopa and urea are dispersed in dehydrated alcohol by step 1.1, are then reacted by solvent-thermal method；
Step 1.2, by step 1.1 products therefrom through supernatant is collected by centrifugation, by supernatant through filtering with microporous membrane；
Step 1.3, by step 1.2 gained filtrate after dialysing, collect dialyzate, last freeze-dried processing is to get to green
Color fluorescent carbon point.
2. a kind of preparation method of green fluorescent carbon dots according to claim 1, which is characterized in that left-handed in step 1.1
The mass ratio of DOPA, urea and dehydrated alcohol is (1-5): (1-5): (100-500).
3. a kind of preparation method of green fluorescent carbon dots according to claim 1, which is characterized in that solvent in step 1.1
The temperature that thermal method is reacted is 120-200 DEG C, time 6-12h.
4. a kind of preparation method of green fluorescent carbon dots according to claim 1, which is characterized in that micropore in step 1.2
Filter membrane uses normal pore size for 0.22 μm of miillpore filter.
5. a kind of preparation method of green fluorescent carbon dots according to claim 1, which is characterized in that dialyse in step 1.3
The bag filter that process uses, molecular cut off are 1000 Da, and dialysis time is for 24 hours.
6. a kind of green fluorescent carbon dots, which is characterized in that use a kind of described in any item green fluorescent carbon dots of claim 1-5
Preparation method be made.
7. a kind of application of green fluorescent carbon dots as claimed in claim 6 as tyrosinase activity detection fluorescence probe, special
Sign is, takes the same enzyme active tyrosine enzyme solutions of different volumes, is diluted to same volume with buffer solution, obtains a series of
The tyrosinase standard solution of isometric difference enzymatic activity, and it is separately added into the fluorescent carbon point storing liquid of same volume, then divide
Not carry out fluorescence intensity detection, using tyrosinase activity as abscissa, drawn using the fluorescence intensity of every part of standard solution as ordinate
Standard curve processed and fit linear relationship realize the quantitative detection to tyrosine activity.
8. a kind of application of the green fluorescent carbon dots according to claim 7 as tyrosinase activity detection fluorescence probe,
It is characterized in that, buffer solution is the PBS buffer solution of pH=7.2.
9. a kind of application of the green fluorescent carbon dots according to claim 7 as tyrosinase activity detection fluorescence probe,
It is characterized in that, fluorescent carbon point storing liquid process for preparation are as follows: weigh green fluorescent carbon dots, dissolved with ultrapure water, accurately prepared dense
Degree is the fluorescent carbon point storing liquid of 0.25mg/mL.
10. a kind of application of the green fluorescent carbon dots according to claim 7 as tyrosinase activity detection fluorescence probe,
It is characterized in that, the green fluorescent carbon dots are 20-1200 U/L to the detection interval of tyrosinase activity.
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| CN115433574A (en) * | 2022-10-17 | 2022-12-06 | 南京林业大学 | Method for preparing tricolor fluorescent carbon dots |
| CN117511539A (en) * | 2023-11-17 | 2024-02-06 | 中国科学院兰州化学物理研究所 | Preparation of chiral green fluorescent silicon nano-particles and application of chiral green fluorescent silicon nano-particles in identification and detection of glutamic acid enantiomer |
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