CN109030436A - Carbon quantum dot is the tyrosinase activity analyzing novel methods of fluorescence probe - Google Patents
Carbon quantum dot is the tyrosinase activity analyzing novel methods of fluorescence probe Download PDFInfo
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Abstract
The present invention discloses the tyrosinase activity analyzing novel methods that a kind of carbon quantum dot is fluorescence probe.It is characterized in that the fluorescence of carbon quantum dot keeps stablizing when only containing tyrosinase or dopamine in measurement system；And when existing simultaneously tyrosinase and dopamine in measurement system, tyrosinase catalysis aoxidizes dopamine and generates quinones, and carbon quantum dot fluorescence is caused to be quenched, and establishes the fluorescence analysis method of detection tyrosinase accordingly.Detection method of the present invention have many advantages, such as it is quick, sensitive, it is easy.In addition, there is good linear correlations between the fluorescent quenching and tyrosinase concentration of carbon quantum dot, detection limit is lower, up to 0.039 U/mL.Meanwhile in practical human serum sample tyrosinase recovery of standard addition within the scope of 93.3%-112.7%.Therefore, the present invention is expected to a kind of effective ways as clinical detection tyrosinase.
Description
Technical field
The present invention relates to the application fields of carbon nanomaterial, and in particular, to a kind of fluorescence analysis based on carbon quantum dot
The activity of method detection tyrosinase.
Background technique
(1) tyrosinase (Tyrosinase, TYR) is a kind of to be widely present in containing in animal, plant or even microorganism
Copper polyphenol oxidase.It is a kind of vital enzyme, plays in many physiology courses vital for biology
Effect such as plant browning reaction, the hardening of mammal insect cuticle, melanogenesis.As contain CuO-2 layer, tyrosinase
Property depends on the oxidation state of two copper atoms in active site, shows two kinds of catalytic property-monooxygenases and oxidation enzyme activity
Property.Currently, it both at home and abroad focuses mostly on tyrosinase activity context of detection in colorimetric method or potentiometry, about fluorescence detection junket
The report of propylhomoserin enzyme is on the low side.Wherein, although traditional colorimetric method can be straight according to the feature absorbance of DOPA quinone intermediate
Connect quantitative determination TYR activity.But due to the unstability of intermediate product, hinder the accuracy and sensitivity of detection.Electrification
Method, although having highly sensitive advantage, vulnerable to the interference of environment, the reproducibility of detection is poor.
(2) dopamine (DA) is used as typical pyrocatechol derivative, is typically used for substrate under study for action, and in junket ammonia
DOPA quinone is oxidized in phytase activity measurement.In alkaline environment, dopamine can occur autoxidation and generate poly-dopamine.
(3) a big branch of the carbon quantum dot (CQDs) as carbon nanomaterial, possesses extremely wide prospect.Carbon quantum
Point not only has the outstanding feature (such as: biocompatibility, hypotoxicity, chemical inertness, stability) of carbon nanomaterial, has more
Outstanding luminescent properties, this makes carbon quantum dot receive the concern of domestic and international many researchers, according to the preparation of carbon quantum dot
Method is different, and the composition and performance of final product also can accordingly there is biggish differences.The present invention is ground with laboratory early period
Based on studying carefully the resulting carbon quantum dot of synthesis, the characteristic of catalysis oxidation dopamine generation DOPA quinone, structure are capable of using tyrosinase
" Turn-off " type fluorescent optical sensor is built to realize the detection to tyrosinase.
Summary of the invention
(1) the purpose of the present invention is utilize tyrosinase catalysis oxidation dopamine DOPA quinone generated and carbon quantum dot phase
Interaction, to establish fluorescence analysis method detection tyrosinase, this method is easy to operate, high sensitivity.
(2) to achieve the goals above, it is that fluorescence probe detects tyrosine that the present invention provides one kind based on carbon quantum dot
The method of enzyme, which comprises the steps of: configure the tyrosinase solution of various concentration, it is molten that dopamine, buffering is added
Liquid and carbon quantum dot detect the fluorescence of carbon quantum dot.Wherein, preparation of reagents is easy to operate, and reaction condition is steerable.
(3) reagent configured moves into cuvette, fluorescent spectrophotometer assay, excites in the wavelength of 350 nm, then
Read the fluorescence intensity of 450 nm.
(4) reaction system of efficiency is quenched to obtain CQDs maximum fluorescence, preferably, detection differential responses time and not
With the fluorescent quenching value of CQDs in reaction system under the conditions of reaction temperature.
(5) reaction system of efficiency is quenched to obtain CQDs maximum fluorescence, preferably, detecting different pH buffer solution items
Under part in reaction system CQDs fluorescent quenching value.
(6) to obtain the reaction system that efficiency is quenched in CQDs maximum fluorescence, preferably, under the conditions of detection various concentration DA
The fluorescent quenching value of CQDs in reaction system.
(7) it is directed to the above-mentioned prior art, it is an object of the invention to overcome the accuracy of tyrosinase, spirit in continuous mode
The problems such as sensitivity is low, poor repeatability, comparatively laborious process provides a kind of easy to operate, high sensitivity, can effectively measure tyrosine
The method of enzymatic activity.
(8) to achieve the goals above, the present invention also provides a kind of quantitative detecting method of tyrosinase activity, pass through
The detection of fluorescence spectrophotometry progress tyrosinase activity, which is characterized in that the solvent in the fluorescence spectrophotometry is logical
Buffer solution, tyrosinase, dopamine and carbon quantum dot is crossed to mix.
(9) it the invention has the advantages that the present invention generates DOPA quinone using tyrosinase catalysis oxidation dopamine, then borrows
By the interaction between DOPA quinone and carbon quantum dot, the fluorescence of carbon quantum dot is caused to be quenched.By measuring reaction system
The variation degree of middle CQDs fluorescence intensity establishes " Turn-off " type fluorescence detection method and detects tyrosinase, obtains good
Effect, and easy to operate, high sensitivity, the minimum detectability of tyrosinase can reach 0.039 U/mL.
(10) other features and advantages of the present invention will the following detailed description will be given in the detailed implementation section.
Detailed description of the invention
The drawings are intended to provide a further understanding of the invention, and constitutes part of specification, with following tool
Body embodiment is used to explain the present invention together, but is not construed as limiting the invention.In the accompanying drawings:
Fig. 1 is the feasibility fluorescence emission spectrum based on carbon quantum dot detection tyrosinase.
Fig. 2 is the ultra-violet absorption spectrum, fluorescence excitation spectrum and fluorescence emission spectrum of carbon quantum dot.
Fig. 3 is transmission electron microscope (TEM) map of carbon quantum dot.
Fig. 4 A is kinetic reaction processes result figure of detection architecture at a temperature of differential responses.
When Fig. 4 B is 120 min of reaction time, the fluorescent quenching efficiencies figure of detection architecture at various temperatures.
Fig. 5 A is the fluorescent quenching efficiencies figure of detection architecture in the PBS buffer solution (10mM) of different pH.
Fig. 5 B is in the PBS buffer solution (10mM) that pH is 6.6,7.0,7.4, and carbon quantum dot adds the glimmering of dopamine system
Optical quenching efficiencies figure.
Fig. 6 A is fluorescent emission map of the CQDs after various concentration DA is added.
Fig. 6 B is the relational graph between the fluorescent quenching value of CQDs and DA concentration.
Fig. 7 is that the specificity of tyrosinase detection investigates result figure.
Fig. 8 A is fluorescent emission map of the CQDs after various concentration TYR is added.
Fig. 8 B is the relational graph between the fluorescent quenching value of CQDs and TYR active concentration.
Fig. 8 C is the linear relationship chart between the fluorescent quenching value of CQDs and TYR active concentration.
Specific embodiment
(1) the present invention is described in detail with attached drawing With reference to embodiment.It should be understood that this place
The specific embodiment of description is merely to illustrate and explain the present invention, and is not intended to restrict the invention.
(2) embodiment (feasibility analysis of tyrosinase detection)
Explanation of nouns: tyrosinase (Tyrosinase, TYR), dopamine (DA), carbon quantum dot (CQDs).
The feasibility Experiment sample of the present embodiment is made by following steps:
Configure following solution: solution 1 is TYR；Solution 2 is DA；Solution 3 is TYR+DA；Solution 4 is CQDs+TYR；Solution 5 is
CQDs+DA；Solution 6 is CQDs；Solution 7 is CQDs+TYR+DA.Wherein TYR concentration is 8U/mL, and DA concentration is 1mM, each component
Solution is prepared with phosphate buffer solution, and the phosphate buffer solution of the embodiment of the present invention is by Na2HPO4﹒ 12H2O、
NaH2PO4﹒ 2H2O, NaCl is formed, and concentration is 10 mM.
The carbon quantum dot (CQDs) passes through frit reaction using citric acid, glutathione and polyethylene polyamine as raw material
Carbon quantum dot aqueous solution is prepared.Accurately 0.6g glutathione (reproducibility), 2.0g anhydrous citric acid are weighed in 50mL round bottom
In flask；Flask is moved in oil bath pan, it is complete with anhydrous citric acid to glutathione in 140 DEG C of heating 30min to adjust temperature
It melts (at this point, color switchs to yellow by white), the polyethylene polyamine of 10mL is added in flask again later, adjusts the temperature to
200 DEG C, continue to be stirred to react 1h.After reaction, the coffee-like thick liquid taken out is added after natural cooling
The acetone of 100mL is dissolved and is extracted, and refrigerated centrifuge obtains coffee-like sediment, and the sediment that centrifugation is obtained is with suitable
Ultrapure water is dissolved, and is sufficiently dialysed for 24 hours in the bag filter that molecular cut off is 2000Da to get carbon quantum dot mother liquor,
Mother liquor is protected from light stored refrigerated for subsequent experimental use.
Fluorescence detection is carried out to the solution that above-mentioned the present embodiment is prepared, Fig. 1 shows that individual TYR or DA will not be to CQDs
Fluorescence have an impact, when both TYR and DA mixing when, the fluorescence of CQDs is quenched, and illustrates to can establish fluorescence analysis
Method detects tyrosinase.
(3) Fig. 2 show the ultra-violet absorption spectrum of the carbon quantum dot aqueous solution of above-mentioned steps (2) preparation respectively in 245nm and
There are two typical absorption peaks at 350nm, thus it is speculated that for the π-π * transition of C=C and the n- π * transition of C=O.Fig. 2 shows carbon quantum
The maximum excitation wavelength and launch wavelength of point aqueous solution are respectively 350nm and 450nm.
(4) Fig. 3 is the transmission electron microscope picture of the CQDs of the present embodiment step (2) preparation, as shown in figure 3, CQDs distribution of particles
Uniformly, having a size of 2.5nm, lattice structure is about 0.23nm.
(5) the present invention provides the tyrosinase activity analysis method that a kind of carbon quantum dot is fluorescence probe, step (2) inspections
When existing simultaneously tyrosinase and dopamine in survey system, tyrosinase catalysis aoxidizes dopamine and generates quinones, causes
Carbon quantum dot fluorescence is quenched.
Fig. 4 A is kinetic reaction processes result figure of the detection architecture of above-mentioned steps (2) at a temperature of differential responses；Figure
The fluorescent quenching efficiencies figure that 4B is the reaction time when being 120 min under each reaction temperature, it can be seen that when temperature is 37
DEG C when, fluorescent quenching efficiency highest.Comprehensively consider, the peak optimization reaction temperature that 37 DEG C of selection, 120min are measured as tyrosinase
Degree and reaction time.
(6) by Fig. 5 B it is found that in the detection architecture of above-mentioned steps (2) when the pH of PBS buffer solution be 7.0 and 7.4 when,
The fluorescence intensity of system CQDs+DA is largely quenched relative to blank CQDs solution, this is because DA is weak
Polymerization can occur under alkalinity and alkaline condition and generate poly-dopamine.And the pH of PBS buffer solution be 6.6 when, system
The fluorescence intensity of CQDs+DA keeps opposite stabilization relative to blank CQDs solution.Therefore complex chart 5A is as a result, selection pH6.6
PBS (10mM) as measurement tyrosinase buffer solution system.
(7) Fig. 6 A is fluorescent emission map of the CQDs after various concentration DA is added in the detection architecture of above-mentioned steps (2),
Fig. 6 B is the relational graph between the fluorescent quenching value of CQDs and DA concentration, and as seen from the figure, when dopamine concentration is 1mM, fluorescence is quenched
Degree of going out starts gradually to tend to be steady with the increase of DA concentration, therefore selects peak optimization reaction concentration of the 1mM as DA.
(8) Fig. 7 is that the specificity that tyrosinase detects in the detection architecture of above-mentioned steps (2) is investigated as a result, can be with by figure
Find out, the fluorescent quenching efficiency in the presence of interfering substance is suitable with the fluorescent quenching efficiency of blank control group, illustrates of the invention
Detection method has good specificity.
(9) Fig. 8 is that the range of linearity that tyrosinase detects in the detection architecture of above-mentioned steps (2) is investigated as a result, Fig. 8 A is
Fluorescent emission map of the CQDs after various concentration TYR is added.Fig. 8 B be CQDs fluorescent quenching value and TYR active concentration it
Between relational graph.Fig. 8 C is the linear relationship chart between the fluorescent quenching value of CQDs and TYR active concentration.
(10) table 1 is the rate of recovery that TYR activity mark-on measures in 1% human serum.
(11) the present invention provides a kind of detection methods of tyrosinase activity, carry out junket ammonia by fluorescence spectrophotometry
The detection of phytase activity, wherein the solution in the fluorescence spectrophotometry is mixed by buffer solution, CQDs, TYR and DA
At.
1. accurately measuring the TYR of 15 μ L CQDs solution, a series of 20 μ L DA solution and different activities concentration, keep total
Volume is 200 μ L, is protected from light after 120 min at 37 DEG C and acquired solution is placed in sepectrophotofluorometer.Wherein, institute
Some component solutions use phosphate buffered saline, and CQDs concentration is that 28 μ g/mL, DA concentration are 1mM.
2. reading the fluorescence intensity level at launch wavelength 450nm under the conditions of 350 nm of excitation wavelength, CQDs fluorescence is obtained
It is worth the situation of change in disturbance object, and draws the standard curve between CQDs fluorescent quenching value and TYR active concentration.
3. in a kind of preferred embodiment provided by the invention, the content of each component in the solution specifically:
The concentration of CQDs is that 28 μ g/mL, DA concentration are 1mM, and (buffer solution is by Na for buffer solution2HPO4﹒ 12H2O、NaH2PO4﹒ 2H2O、
NaCl composition) concentration be 10 mM, and the pH of the buffer solution be 6.6.Show explanation in the condition of operation repetitive in Fig. 7
Under, other chaff interferents hardly cause the variation of CQDs fluorescent value, thus will not influence the measurement of tyrosinase.In Fig. 8 A
Curve from top to bottom corresponding tyrosinase concentration be 0 U/mL, 0.05 U/mL, 0.5 U/mL, 1.0 U/mL, 1.5 U/mL,
2.0 U/mL、3.0 U/mL、4.0 U/mL、5.0 U/mL、6.0 U/mL、8.0 U/mL、10 U/mL、12 U/mL、14 U/
ML, 16 U/mL, 18 U/mL, 20 U/mL, there it can be seen that with the increase of tyrosinase activity concentration, the fluorescence of CQDs
Intensity gradually weakens.It can be seen that tyrosinase activity concentration to be measured in 0.05-6 U/mL by Fig. 8 C, active concentration
There are good linear relationship, linear equation between the fluorescent quenching value of CQDs are as follows: Y=12.2573+34.2998X, R2=
0.99382, wherein Y is the fluorescent quenching value of CQDs；X is the active concentration of tyrosinase, minimum detection limit (LOD)=0.039
U/mL(S/N=3).
4. the mark-on description of test this method of the display explanation of table 1 according to identical operating process, in 1% human serum (Serum)
Measuring tyrosinase has the excellent rate of recovery and reproducibility.
Table 1
5. above embodiments are merely a preferred embodiment of the present invention, and not all.Based on the implementation example in the implementation mode, ability
Field technique personnel obtained other embodiments without making creative work, belong to protection model of the invention
It encloses.
Claims (10)
1. the tyrosinase activity analysis method that a kind of carbon quantum dot is fluorescence probe, which comprises the steps of: match
The tyrosinase solution of various concentration is set, dopamine, carbon quantum dot and PBS buffer solution is added and is reacted, carbon amounts is detected
The fluorescence of son point.
2. the method as described in claim 1, which is characterized in that the carbon quantum dot (Carbon Quantum Dots, CQDs)
It is to be prepared using citric acid, glutathione, polyethylene polyamine as raw material by fusion method.
3. the method as described in claim 1, which is characterized in that the maximum excitation wavelength of the CQDs is 350 nm, transmitted wave
A length of 450nm.
4. the method as described in claim 1, which is characterized in that reaction time 10,30,50,70,90,120,150min and
25,30,37 °C of reaction temperature optimize.
5. the method as described in claim 1, which is characterized in that optimized to the pH value of PBS buffer solution, wherein pH value is
5.0、5.5、6.0、6.3、6.6、7.0、7.4。
6. the method as described in claim 1, which is characterized in that optimized to the concentration of substrate dopamine D A, wherein DA is dense
Degree is 0,0.01,0.05,0.1,0.2,0.3,0.4,0.6,0.8,1.0,1.5,2.0mM.
7. the method as described in claim 4-6, which is characterized in that choose 120min as peak optimization reaction time, 37 DEG C of conducts
Peak optimization reaction temperature, 1mM dopamine is as optimal concentration of substrate, buffer of the PBS of 10mM, pH 6.6 as system.
8. the method as described in claim 1, which is characterized in that the tyrosinase concentration be 0,0.05,0.5,1,1.5,
2、 3、 4、 5、 6、 8、 10、 12、 14、 16、 18、 20U/mL。
9. a kind of quantitative detecting method of tyrosinase, by fluorescence spectrophotometry to the carbon that various concentration tyrosinase is added
Quantum dot carries out fluorescence detection, which is characterized in that solution used in the fluorescence spectrophotometry is by PBS, CQDs, tyrosine
Enzyme and dopamine mix.
10. quantitative detecting method according to claim 9, which is characterized in that drawn by the fluorescence spectrophotometry
Absorption spectrum curve equation are as follows: Y=12.2573+34.2998X, R2=0.99382, wherein Y is the fluorescent quenching value of CQDs；X
For the active concentration of tyrosinase, the U/mL of minimum detection limit LOD=0.039；The content of CQDs is 28 μ g/mL in the solution.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109632757A (en) * | 2019-01-23 | 2019-04-16 | 福建医科大学 | Fluorescence analysis method based on carbon quantum dot detection activity of acid phosphatase |
| CN109781685A (en) * | 2019-01-29 | 2019-05-21 | 中国农业大学 | A kind of tyrosinase biological sensor and its method for detecting atrazine |
| CN110408387A (en) * | 2019-07-25 | 2019-11-05 | 西北大学 | A kind of green fluorescent carbon dots and its preparation method and application |
| CN110746965A (en) * | 2019-11-25 | 2020-02-04 | 中国石油大学(华东) | Tyrosinase detection probe constructed based on carbon quantum dots, and preparation method and application thereof |
| CN111157512A (en) * | 2020-02-17 | 2020-05-15 | 福建师范大学 | SERS substrate for detecting tyrosinase activity and method for detecting tyrosinase activity by using same |
| CN111208130A (en) * | 2020-03-17 | 2020-05-29 | 福建师范大学 | Test strip for rapidly detecting tyrosinase in serum and preparation method and application thereof |
| CN111208109A (en) * | 2020-03-17 | 2020-05-29 | 福建师范大学 | Based on AuPBMethod for fluorescence detection of tyrosinase by @ Au NPs |
| CN111387993A (en) * | 2020-04-09 | 2020-07-10 | 浙江大学 | Sensor for minimally invasive detection of levodopa and detection system thereof |
| CN112255208A (en) * | 2020-10-09 | 2021-01-22 | 安阳工学院 | Compound for detecting tyrosinase and application thereof |
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| CN109632757A (en) * | 2019-01-23 | 2019-04-16 | 福建医科大学 | Fluorescence analysis method based on carbon quantum dot detection activity of acid phosphatase |
| CN109781685A (en) * | 2019-01-29 | 2019-05-21 | 中国农业大学 | A kind of tyrosinase biological sensor and its method for detecting atrazine |
| CN110408387A (en) * | 2019-07-25 | 2019-11-05 | 西北大学 | A kind of green fluorescent carbon dots and its preparation method and application |
| CN110746965A (en) * | 2019-11-25 | 2020-02-04 | 中国石油大学(华东) | Tyrosinase detection probe constructed based on carbon quantum dots, and preparation method and application thereof |
| CN111157512A (en) * | 2020-02-17 | 2020-05-15 | 福建师范大学 | SERS substrate for detecting tyrosinase activity and method for detecting tyrosinase activity by using same |
| CN111208130A (en) * | 2020-03-17 | 2020-05-29 | 福建师范大学 | Test strip for rapidly detecting tyrosinase in serum and preparation method and application thereof |
| CN111208109A (en) * | 2020-03-17 | 2020-05-29 | 福建师范大学 | Based on AuPBMethod for fluorescence detection of tyrosinase by @ Au NPs |
| CN111387993A (en) * | 2020-04-09 | 2020-07-10 | 浙江大学 | Sensor for minimally invasive detection of levodopa and detection system thereof |
| CN112255208A (en) * | 2020-10-09 | 2021-01-22 | 安阳工学院 | Compound for detecting tyrosinase and application thereof |
| CN112255208B (en) * | 2020-10-09 | 2023-01-10 | 安阳工学院 | Compound for detecting tyrosinase and application thereof |
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