CN109781685A - A kind of tyrosinase biological sensor and its method for detecting atrazine - Google Patents
A kind of tyrosinase biological sensor and its method for detecting atrazine Download PDFInfo
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- CN109781685A CN109781685A CN201910086975.3A CN201910086975A CN109781685A CN 109781685 A CN109781685 A CN 109781685A CN 201910086975 A CN201910086975 A CN 201910086975A CN 109781685 A CN109781685 A CN 109781685A
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- tyrosinase
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- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 title claims abstract description 65
- 102000003425 Tyrosinase Human genes 0.000 title claims abstract description 45
- 108060008724 Tyrosinase Proteins 0.000 title claims abstract description 45
- 238000000034 method Methods 0.000 title claims abstract description 15
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims abstract description 28
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229910021389 graphene Inorganic materials 0.000 claims abstract description 22
- 239000002096 quantum dot Substances 0.000 claims abstract description 22
- 229960003638 dopamine Drugs 0.000 claims abstract description 14
- 239000000523 sample Substances 0.000 claims abstract description 13
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 5
- 239000000758 substrate Substances 0.000 claims abstract 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 11
- 230000002401 inhibitory effect Effects 0.000 claims description 11
- 239000000243 solution Substances 0.000 claims description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 10
- 229910021642 ultra pure water Inorganic materials 0.000 claims description 7
- 239000012498 ultrapure water Substances 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000008055 phosphate buffer solution Substances 0.000 claims description 6
- 229910021529 ammonia Inorganic materials 0.000 claims description 5
- 238000010790 dilution Methods 0.000 claims description 5
- 239000012895 dilution Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 239000008363 phosphate buffer Substances 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- 238000004364 calculation method Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 230000005284 excitation Effects 0.000 claims description 3
- 239000006228 supernatant Substances 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 238000002189 fluorescence spectrum Methods 0.000 claims description 2
- 229910002804 graphite Inorganic materials 0.000 claims description 2
- 239000010439 graphite Substances 0.000 claims description 2
- 238000007689 inspection Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 230000010355 oscillation Effects 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 239000007853 buffer solution Substances 0.000 claims 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 238000001514 detection method Methods 0.000 abstract description 19
- 238000004458 analytical method Methods 0.000 abstract description 11
- 238000004445 quantitative analysis Methods 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 2
- 238000004611 spectroscopical analysis Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 230000000171 quenching effect Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- AHMIDUVKSGCHAU-UHFFFAOYSA-N Dopaquinone Natural products OC(=O)C(N)CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-UHFFFAOYSA-N 0.000 description 2
- AHMIDUVKSGCHAU-LURJTMIESA-N L-dopaquinone Chemical compound [O-]C(=O)[C@@H]([NH3+])CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-LURJTMIESA-N 0.000 description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 2
- 235000010086 Setaria viridis var. viridis Nutrition 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 244000304962 green bristle grass Species 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 210000003296 saliva Anatomy 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
- IGLKELDWPZFFKF-UHFFFAOYSA-N OC(C1=CC=CC=C1C(O)=O)=O.OC(C1=CC=CC=C1C(O)=O)=O.OC(C1=CC=CC=C1C(O)=O)=O.P.P Chemical compound OC(C1=CC=CC=C1C(O)=O)=O.OC(C1=CC=CC=C1C(O)=O)=O.OC(C1=CC=CC=C1C(O)=O)=O.P.P IGLKELDWPZFFKF-UHFFFAOYSA-N 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012491 analyte Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000018791 negative regulation of catalytic activity Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000011897 real-time detection Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012224 working solution Substances 0.000 description 1
Landscapes
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
The invention discloses a kind of tyrosinase biological sensor and its methods for detecting atrazine, the tyrosinase biological sensor is made of nitrogen-doped graphene quantum dot, tyrosinase and dopamine, wherein nitrogen-doped graphene quantum dot is as fluorescence probe, and dopamine is as catalysis substrate.The present invention carries out quick, sensitive quantitative analysis to atrazine using a kind of tyrosinase biological sensor combination sepectrophotofluorometer.This method is used for tyrosinase biosensor to detect atrazine in conjunction with fluorescent spectrometry for the first time.It is compared with traditional chromatogram analysis method, the method carries out quick, sensitive quantitative detection to atrazine using advantage of lower cost, operation relative ease and the Fluorescence Spectrometer with miniaturization potential.
Description
Technical field
This patent disclosure relates generally to Pesticides Testing analysis method technical fields, and in particular to a kind of tyrosinase biological biography
Sensor and its method for detecting atrazine
Background technique
Since 1958 are found, it is the world that atrazine is widely applied as a kind of high-efficiency broad spectrum herbicide
One of highest herbicide of yield in range, China carry out the production of atrazine from the seventies, have developed into atrazine at present
Production and big export country.But atrazine equally exists certain disadvantage: its in the soil half-life period it is longer, improper use may be right
Succession crop generates phytotoxicity；In addition, in soil longer half-life period but also the environmental risk effect of atrazine increases, in runoff
Underground water and ambient water may be polluted under the action of leaching effect, be based on this factor, European Union prohibited in 2004
Use atrazine.As a kind of incretion interferent, the residual on agricultural product and the pollution to ambient water may give atrazine
People's life safety, Environmental security and agricultural product quality and safety bring great hidden danger.Therefore atrazine is carried out quick and precisely
Analysis detection is very important.
Currently, being red, orange, green, blue, yellow (ROGBY) (gas-chromatography, liquid chromatogram, chromatography-matter for atrazine analysis detection main method
Spectrum combination etc.).However, red, orange, green, blue, yellow (ROGBY) needs to carry out analysis detection using expensive instrument, the time of cost and cost are relatively high
It is expensive, for ruck, the instrument do not had ready conditions using complex precise.Therefore, exploitation is based on bio-sensing
The analysis method of device detects atrazine, can to a certain extent lowering apparatus equipment it is expensive and complicated to quickly inspection in real time
The limitation of survey, to be preferably applied for live real-time detection atrazine.
Summary of the invention
The object of the present invention is to provide a kind of tyrosinase biological sensors, and are applied to analysis detection green bristlegrass and go
Saliva.
According to the first aspect of the invention, a kind of tyrosinase biological sensor is provided, by nitrogen-doped graphene amount
Sub- point, tyrosinase and dopamine composition, wherein nitrogen-doped graphene quantum dot is as fluorescence probe, and dopamine is as catalysis bottom
Object.Using atrazine to the inhibiting effect of tyrosinase, the fluorescent quenching extent of reaction of tyrosinase catalysis is made to weaken realization pair
The detection of atrazine.
Under concrete condition, the nitrogen-doped graphene quantum dot is made by following steps: citric acid and ammonium hydroxide are in high pressure
It in reaction kettle after heating reaction, is cooled to room temperature and ultrapure water dilution is added, heating removes extra ammonia, and it is dilute that ultrapure water is added after cooling
It releases, then after being centrifuged, taking supernatant is nitrogen-doped graphene quantum dot.
According to the second aspect of the invention, a kind of method detecting atrazine is provided, comprising the following steps:
(1) above-mentioned tyrosinase biological sensor is provided；
(2) a series of atrazine titer for configuring concentration, is added separately in tyrosinase phosphate buffer solution, mixes
It closes after standing, nitrogen-doped graphene quantum dot aqueous solution and aqueous dopamine solution is added, and diluted with phosphate buffer；
(3) using the fluorescence intensity F of Fluorescence Spectrometer difference determination step (2) acquired solutiona, obtained after linear fitting
Normal equation；
(4) sample to be tested liquid is added in tyrosinase phosphate buffer solution, after mixing is stood, N doping is added
Graphene quantum dot aqueous solution and aqueous dopamine solution, and after a certain period of time with phosphate buffer dilution oscillation, using fluorescence
Spectrometer fluorescence intensity obtains the content of atrazine in sample liquid after comparing with normal equation.
It further include that the tyrosinase phosphate buffer solution of atrazine-containing, nitrogen are not mixed for detection under preferable case, in step (3)
Miscellaneous graphene quantum dot aqueous solution and three kinds of aqueous dopamine solution mixed fluorescence intensity F0, detect individual N doping graphite
The fluorescence intensity F of alkene quantum dot aqueous solution, handles the fluorescence intensity data measured, obtains atrazine to tyrosine enzyme activity
Property inhibiting rate (IE, %) data, the calculation method of inhibiting rate (IE) are as follows:
Normal equation is established with the corresponding relationship between atrazine log concentration and inhibiting rate.The linear relationship of gained equation
It is good, error can be effectively reduced, testing result accuracy is improved.
Under concrete condition, the excitation wavelength of Fluorescence Spectrometer fluorescence intensity is 355nm, launch wavelength 435nm.
The present invention carries out atrazine using a kind of tyrosinase biological sensor combination sepectrophotofluorometer fast
Fast, sensitive quantitative analysis.This method is used for tyrosinase biosensor to detect green bristlegrass in conjunction with fluorescent spectrometry and go for the first time
Saliva.It is compared with traditional chromatogram analysis method, the method is using advantage of lower cost, operation relative ease and has miniaturization
The Fluorescence Spectrometer of potentiality carries out quick, sensitive quantitative detection to atrazine, to push atrazine residue detection in base's list
The application of position provides direction.
Detailed description of the invention
Fig. 1 is the working principle diagram of tyrosinase biosensor of the invention.
Fig. 2 is the fluorescence spectrum of tyrosinase biosensor after the atrazine that various concentration is added.
Fig. 3 is the linear equation of atrazine log concentration and inhibiting rate.
Specific embodiment
The present invention provides a kind of for detecting the preparation and application side of the tyrosinase biological sensor of atrazine
Method.The present invention will be further described With reference to embodiment.
One, instrument and reagent:
Varian Cary Eclipse sepectrophotofluorometer.
Citric acid, ammonium hydroxide, dopamine, tyrosinase and atrazine, purchase is in Aladdin.Used time removes tyrosinase phosphorus
Phthalate buffer is prepared, other are diluted to the working solution of required concentration with ultrapure water.
Two, the design of tyrosinase biological sensor and detection mechanism
The analysis system that biosensor is made of biological recognition member and physiochemical signal sensor.Bio-identification
Component is the substance that enzyme etc. can specifically with the interaction of certain specific compound, what this species specific interaction generated
Variation by physicochemical transducer is converted to certain signal, then handles obtained signal, can to analyte into
Row quantitative analysis.Biosensor of the invention is occurred using the tyrosinase of commercialization as biological recognition member and atrazine
Interaction carries out quantitative analysis to atrazine using fluorescence nitrogen-doped graphene quantum dot output fluorescence intensity signals.
Referring to Fig. 1, the detection mechanism of biosensor of the invention is quenched based on fluorescence of the atrazine to tyrosinase catalysis
It goes out the influence of reaction.Tyrosinase can be catalyzed dopamine oxidation and generate DOPA quinone, which can be turned by the electronics of photoinduction
The fluorescence for moving effect quenching fluorescence probe nitrogen-doped graphene quantum dot, the fluorescence intensity for measuring Fluorescence Spectrometer reduce.And
Atrazine can inhibit tyrosinase activity, make to be catalyzed extent of reaction reduction, and DOPA quinone, which generates, to be reduced, and fluorescent quenching effect weakens,
Show as fluorescence intensity raising.As shown in Fig. 2, the fluorescence intensity of sensor also gradually rises with the raising of atrazine concentration.
It, can quantitative detection atrazine by establishing the linear relationship of atrazine concentration and fluorescence intensity.
Three, the preparation of fluorescence probe nitrogen-doped graphene quantum dot:
It takes 2g citric acid to be placed in 100mL beaker, 25mL ammonia solvent is added and obtains mixed solution, it is stainless to be transferred to 50mL
In steel autoclave, 200 DEG C are heated 10 hours.Ultrapure water is added after being cooled to room temperature and is diluted to 50mL, 80 DEG C of heating remove
Extra ammonia is added ultrapure water after cooling and is diluted to 250mL.Acquired solution is being centrifuged 15 minutes at 15000rpm, takes supernatant
As nitrogen-doped graphene quantum dot.
Four, the analysis method of tyrosinase biological sensor detection atrazine
Take aqueous solution (2.5-100ng/mL) and the 100 μ L concentration of 50 μ L atrazines containing various concentration for the junket ammonia of 20U/mL
Sour enzyme phosphate buffer solution mixes, and stands 30 minutes at 37 DEG C.Then 10 μ L nitrogen-doped graphene quantum dot aqueous solutions are added
For the aqueous dopamine solution of 2mmol/L and it is diluted to 1mL with phosphate buffer with 50 μ L concentration, 30 minutes is stood at 37 DEG C and takes
Out, using the fluorescence intensity of Fluorescence Spectrometer measurement solution, quantitative analysis is carried out to atrazine.
Five, quantitative detection is carried out to atrazine based on tyrosinase biological sensor fluorescence signal
The tyrosinase biological sensor of the atrazine containing various concentration is placed in Fluorescence Spectrometer, excitation wavelength
355nm, launch wavelength 435nm.Fluorescence intensity of the biosensor of the atrazine containing various concentration at 435nm is recorded, each
Three repeated experiments are arranged in atrazine concentration.The fluorescence intensity data measured is further processed, obtains atrazine to tyrosine
Inhibition of enzyme activity rate (IE, %) data.The calculation method of inhibiting rate (IE) is as follows:
In formula, FaWith F0Respectively represent atrazine exist in the absence of tyrosinase biosensor mixed solution exist
Fluorescence intensity at 435nm；F represents fluorescence intensity of the individual nitrogen-doped graphene quantum dot aqueous solution at 435nm.
By establishing the linear relationship of atrazine log concentration and inhibiting rate, it can be achieved that the tyrosinase biosensor
To the quantitative detection of atrazine, range of linearity data are obtained.As shown in figure 3, atrazine log concentration and inhibiting rate are in 0.4-2.0
Linear in range, corresponding atrazine concentration range is 2.5-100ng/mL.
To verify the tyrosinase biosensor for the detectability of atrazine in actual environment sample, takes and be free of
After the atrazine for adding 3 various concentrations, the detection of atrazine is carried out by the analysis method for the river water sample of atrazine.
As shown in table 1, the tyrosinase biosensor is 89.3- for the atrazine detection rate of recovery range of 3 various concentrations
94.8%, detection relative standard deviation range is 1.72-4.53%, it was demonstrated that the tyrosinase biosensor can be applied to fixed
Atrazine in amount detection river water sample.
Addition recycling of 1 atrazine of table in river water sample
It should be appreciated by those skilled in the art that specific embodiment described above is only for more fully understanding the present invention, and
It is not used in and limits the invention, protection scope of the present invention should be subject to the restriction of claims.
Claims (5)
1. a kind of tyrosinase biological sensor, which is characterized in that by nitrogen-doped graphene quantum dot, tyrosinase and more
Bar amine composition, wherein nitrogen-doped graphene quantum dot is as fluorescence probe, and dopamine is as catalysis substrate.
2. tyrosinase biological sensor according to claim 1, wherein the nitrogen-doped graphene quantum dot is logical
Cross following steps to be made: citric acid and ammonium hydroxide are heated in a high pressure reaction kettle after reacting, and are cooled to room temperature and ultrapure water dilution is added,
Heating removes extra ammonia, ultrapure water dilution is added after cooling, then after being centrifuged, taking supernatant is nitrogen-doped graphene quantum
Point.
3. a kind of method for detecting atrazine, comprising the following steps:
(1) the tyrosinase biological sensor as described in claim 1-2 is any is provided；
(2) a series of atrazine titer for configuring concentration, is added separately in tyrosinase phosphate buffer solution, mixes quiet
It postpones, nitrogen-doped graphene quantum dot aqueous solution and aqueous dopamine solution is added, and diluted with phosphate buffer；
(3) using the fluorescence intensity F of Fluorescence Spectrometer difference determination step (2) acquired solutiona, standard is obtained after linear fitting
Equation；
(4) sample to be tested liquid is added in tyrosinase phosphate buffer solution, after mixing is stood, N doping graphite is added
Alkene quantum dot aqueous solution and aqueous dopamine solution, and after a certain period of time with phosphate buffer dilution oscillation, using fluorescence spectrum
Instrument fluorescence intensity obtains the content of atrazine in sample liquid after comparing with normal equation.
4. according to the method described in claim 3, wherein, in step (3) further including the tyrosinase phosphorus for detecting not atrazine-containing
Hydrochlorate buffer solution, nitrogen-doped graphene quantum dot aqueous solution and three kinds of aqueous dopamine solution mixed fluorescence intensity F0, inspection
The fluorescence intensity F for surveying individual nitrogen-doped graphene quantum dot aqueous solution, handles the fluorescence intensity data measured, obtains
For atrazine to inhibitory activity against tyrosinase (IE, %) data, the calculation method of inhibiting rate (IE) is as follows:
Normal equation is established with the corresponding relationship between atrazine log concentration and inhibiting rate.
5. according to the method described in claim 4, the excitation wavelength of Fluorescence Spectrometer fluorescence intensity is 355nm, transmitted wave
A length of 435nm.
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Cited By (3)
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| 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 |
| CN113433103A (en) * | 2021-06-29 | 2021-09-24 | 中国农业大学 | Method for detecting 2,4-dichlorophenoxyacetic acid |
| CN117110256A (en) * | 2023-05-29 | 2023-11-24 | 兰州大学第一医院 | Urine tyrosine detection reagent and detection method based on N-GQDs fluorescence quenching principle |
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Cited By (4)
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| 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 |
| CN113433103A (en) * | 2021-06-29 | 2021-09-24 | 中国农业大学 | Method for detecting 2,4-dichlorophenoxyacetic acid |
| CN117110256A (en) * | 2023-05-29 | 2023-11-24 | 兰州大学第一医院 | Urine tyrosine detection reagent and detection method based on N-GQDs fluorescence quenching principle |
| CN117110256B (en) * | 2023-05-29 | 2024-04-19 | 兰州大学第一医院 | Urine tyrosine detection reagent and detection method based on N-GQDs fluorescence quenching principle |
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