CN115219471A - Preparation and application of fluorescent probe for detecting microcystin-LR - Google Patents
Preparation and application of fluorescent probe for detecting microcystin-LR Download PDFInfo
- Publication number
- CN115219471A CN115219471A CN202210954550.1A CN202210954550A CN115219471A CN 115219471 A CN115219471 A CN 115219471A CN 202210954550 A CN202210954550 A CN 202210954550A CN 115219471 A CN115219471 A CN 115219471A
- Authority
- CN
- China
- Prior art keywords
- fluorescent probe
- probe
- fluorescent
- preparation
- microcystin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- DIDLWIPCWUSYPF-UHFFFAOYSA-N microcystin-LR Natural products COC(Cc1ccccc1)C(C)C=C(/C)C=CC2NC(=O)C(NC(CCCNC(=N)N)C(=O)O)NC(=O)C(C)C(NC(=O)C(NC(CC(C)C)C(=O)O)NC(=O)C(C)NC(=O)C(=C)N(C)C(=O)CCC(NC(=O)C2C)C(=O)O)C(=O)O DIDLWIPCWUSYPF-UHFFFAOYSA-N 0.000 title claims abstract description 70
- 239000007850 fluorescent dye Substances 0.000 title claims abstract description 47
- 108010073357 cyanoginosin LR Proteins 0.000 title claims abstract description 13
- ZYZCGGRZINLQBL-GWRQVWKTSA-N microcystin-LR Chemical compound C([C@H](OC)[C@@H](C)\C=C(/C)\C=C\[C@H]1[C@@H](C(=O)N[C@H](CCC(=O)N(C)C(=C)C(=O)N[C@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]([C@H](C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1)C(O)=O)C(O)=O)C)C1=CC=CC=C1 ZYZCGGRZINLQBL-GWRQVWKTSA-N 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title abstract description 8
- 239000000523 sample Substances 0.000 claims abstract description 42
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000007853 buffer solution Substances 0.000 claims abstract description 4
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 claims abstract description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 5
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 238000001514 detection method Methods 0.000 abstract description 12
- 238000011084 recovery Methods 0.000 abstract description 8
- 239000008399 tap water Substances 0.000 abstract description 8
- 235000020679 tap water Nutrition 0.000 abstract description 8
- 230000035945 sensitivity Effects 0.000 abstract description 7
- 150000001413 amino acids Chemical class 0.000 abstract description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 4
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 4
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 4
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229910021642 ultra pure water Inorganic materials 0.000 description 3
- 239000012498 ultrapure water Substances 0.000 description 3
- QDGAVODICPCDMU-UHFFFAOYSA-N 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid Chemical compound OC(=O)C(N)CC1=CC=CC(N(CCCl)CCCl)=C1 QDGAVODICPCDMU-UHFFFAOYSA-N 0.000 description 2
- 235000019766 L-Lysine Nutrition 0.000 description 2
- FFEARJCKVFRZRR-UHFFFAOYSA-N L-Methionine Natural products CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 description 2
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 2
- 229930182844 L-isoleucine Natural products 0.000 description 2
- 235000019454 L-leucine Nutrition 0.000 description 2
- 239000004395 L-leucine Substances 0.000 description 2
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 2
- 229930195722 L-methionine Natural products 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- 108010049746 Microcystins Proteins 0.000 description 2
- 239000004473 Threonine Substances 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000005284 excitation Effects 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 229960000310 isoleucine Drugs 0.000 description 2
- 229960003136 leucine Drugs 0.000 description 2
- 229960003646 lysine Drugs 0.000 description 2
- 229960004452 methionine Drugs 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 description 2
- 229960002898 threonine Drugs 0.000 description 2
- 229960004295 valine Drugs 0.000 description 2
- 206010019695 Hepatic neoplasm Diseases 0.000 description 1
- 241000192710 Microcystis aeruginosa Species 0.000 description 1
- 102000045595 Phosphoprotein Phosphatases Human genes 0.000 description 1
- 108700019535 Phosphoprotein Phosphatases Proteins 0.000 description 1
- 239000012491 analyte Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001917 fluorescence detection Methods 0.000 description 1
- 238000001506 fluorescence spectroscopy Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 231100000784 hepatotoxin Toxicity 0.000 description 1
- 238000003018 immunoassay Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 208000014018 liver neoplasm Diseases 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 238000011896 sensitive detection Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 239000000717 tumor promoter Substances 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 1
Images
Classifications
-
- 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
-
- 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
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
- G01N21/33—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using ultraviolet light
-
- 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
- G01N2021/6417—Spectrofluorimetric devices
Landscapes
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
The invention relates to a preparation method and application of a fluorescent probe for detecting microcystin-LR. The fluorescent probe is prepared by mixing catechol and ferric iron in a buffer solution with the pH value of 3-4, and can detect MC-LR in a water sample at low cost and high sensitivity. Firstly, the probe preparation method is simple, can show good sensitivity to MC-LR, and shows linear relation (R) in the range of 0.1-1.8 mu g/L MC-LR 2 = 0.99), detection limit of 0.04 μ g/L; secondly, the fluorescent probe has good selectivity to MC-LR and is not interfered by other amino acids; thirdly, the fluorescent probe has rapid response and good light stability. In addition, the probe is applied to the detection of MC-LR in lake water and tap water, and satisfactory recovery rate is obtained.
Description
Technical Field
The invention belongs to the technical field of fluorescent probes, and particularly relates to preparation and application of a fluorescent probe for detecting microcystin-LR.
Background
Microcystins (MC) are a class of biologically active cyclic heptapeptide compounds, the most widely distributed hepatotoxins. Mainly produced by fresh water alga Microcystis aeruginosa, and has quite high stability. It can strongly inhibit the activity of protein phosphatase, and is also a strong liver tumor promoter. (D.P.Singh, M.B.Tyagi, A.Kumar, et al.world Journal of Microbiology and Biotechnology,2001,17, 15-22 L.Pearson, T.Mihali, M.Moffitt, et al.Marine drugs,2010, 8. (P.T.Orr, G.J.Jones.Limnology and oceanograph, 1998, 43. (S.Pouria, A.de Andrad, J.Barbosa, et al.the Lancet,1998, 352.
In recent years, researchers have developed a variety of analytical techniques to achieve sensitive detection of MC-LR, mainly: liquid chromatography, gas chromatography, thin layer chromatography, immunoassay, etc. (M.Dai, P.Xie, G.Liang, et al. Journal of Chromatography B,2008,862, x.guo, p.xie, j.chen, et al, journal of Chromatography B,2014,963, 54-61, s.m.taghdisi, n.m.danesh, m.ramezani, et al.talanta,2017,166, z.l.xu, s.l.ye, l.loo, et al.science of The Total environment,2020,708: complex instrument, high background, low sensitivity, etc. Fluorescence detection methods achieve detection by recording changes in fluorescence intensity, and have a number of advantages over other methods, including simplicity of the instrument, ease of operation, and high sensitivity. However, the research on MC-LR based fluorescent probes is very rare at present, the reported fluorescent probes have high cost, and the recovery rate in practical detection is low. (Li B, liu Y, xie P, et al. Water Research,2022,221 118811) it is therefore of great interest to develop a fluorescent probe that can detect MC-LR in water samples simply, at low cost, and with high sensitivity.
Disclosure of Invention
In response to the demands made, the present inventors have conducted intensive studies to provide a fluorescent probe for detecting microcystin-LR after a great deal of creative work.
The technical scheme of the invention is that the structure of the fluorescent probe for detecting microcystin-LR is based on a probe consisting of catechol and ferric iron.
A method for preparing a fluorescent probe for detecting microcystin-LR. The method comprises the following steps:
fully mixing 1 equivalent of catechol solution and 6 to 8 equivalents of ferric trichloride solution for 5 to 15 minutes, transferring the mixture into a 10mL volumetric flask, and carrying out constant volume by using a buffer solution with pH of 3 to 4 to obtain the fluorescent probe.
The invention has the beneficial effect that the fluorescent probe for detecting microcystin-LR has good spectral response performance. First, the ultraviolet absorption spectrum of the probe was investigated. The probe has an absorption peak near 275nm, and the absorption peak near 275nm is enhanced after the MC-LR is added, which indicates that the addition of the MC-LR causes Fe 3+ The catechol binary complex disintegrates, releasing the moiety together with Fe 3+ Bound catechol. Next, the fluorescence spectrum properties of the probe were investigated. Before adding MC-LR, the fluorescence of the probe is weak; after addition of MC-LR, a significant fluorescence enhancement appeared around 330 nm. The fluorescence intensity of the probe molecule is increased along with the increase of the concentration of MC-LR. Therefore, the probe can be used for detecting MC-LR. The fluorescence enhancement change of the probe is in a linear relation with the concentration of MC-LR (R) in the detection range of 0.1 mu g/L to 1.8 mu g/L 2 = 0.99), detection limit is 0.04 μ g/L, suggesting that the probe can detect MC-LR with high sensitivity. Subsequently, the selectivity of the probe was investigated, and the fluorescence response of the probe to other amino acids (L-tryptophan, L-phenylalanine, L-threonine, L-isoleucine, L-leucine, L-methionine, L-valine, L-lysine) and the detector (MC-LR) was examined. As a result, it was found that only MC-LR caused fluorescence enhancement, and the other detection substances did not cause fluorescence enhancement of the probe. The above results indicate that the fluorescent probe can sensitively detect MC-LR without being affected by other detection substances. In addition, the fluorescent probe has rapid response and good light stability.
An application of a fluorescent probe for detecting microcystin-LR. MC-LR is generally present in water, lake water and tap water are used to evaluate the use of fluorescent probes in practical samples. To ensure the accuracy of the experiment, the obtained lake water and tap water samples were allowed to stand for 2 hours, and then 1mL of the samples were diluted with ultrapure water to 100mL for use. Then MC-LR with different concentrations is added respectively, the recovery rate of 95.00-106.25% is obtained in lake water, and the recovery rate of 98.75-105.00% is obtained in tap water. These results indicate that the probe can detect MC-LR in actual samples, and provides a reliable means for monitoring MC-LR in water.
Drawings
FIG. 1 is a schematic diagram of the preparation of fluorescent probe and its action with MC-LR.
FIG. 2 is a diagram showing UV-VIS absorption spectra before and after the action of the fluorescent probe with MC-LR.
FIG. 3 is a graph showing fluorescence spectra of a fluorescent probe after being exposed to MC-LR at different concentrations.
The abscissa is wavelength and the ordinate is fluorescence intensity. The concentration of the fluorescent probes was 1.5X 10 -6 The mol/L and MC-LR concentrations are respectively as follows: 0,0.1,0.25,0.5,0.8,1.0,1.2,1.5, 1.8. Mu.g/L. The fluorescence excitation wavelength is 275nm, and the emission wavelength range is 285-400 nm.
FIG. 4 is a graph of the linear response of fluorescent probe to different MC-LR concentrations.
FIG. 5 is a graph showing selectivity of fluorescent probes.
The concentration of the fluorescent probe was 1.5X 10 -6 mol/L, MC-LR concentration 1.8. Mu.g/L, other analyte concentration 100. Mu.g/L.
FIG. 6 is a graph showing the time response of the fluorescent probe.
The concentration of the fluorescent probe was 1.5X 10 -6 mol/L, MC-LR concentration 0,0.5, 0.8. Mu.g/L.
Detailed Description
The present invention will be described in detail below with reference to the accompanying drawings and specific embodiments, but is not limited thereto.
Example 1:
preparation of fluorescent probes
And fully mixing 1 equivalent of catechol solution and 7.5 equivalents of ferric trichloride solution for 10 minutes, transferring the mixture into a 10mL volumetric flask, and carrying out constant volume by using a buffer solution with pH of 3 to obtain the fluorescent probe. The preparation of the probe and the effect with MC-LR are shown in FIG. 1.
Example 2:
measurement of ultraviolet-visible absorption Spectrum of fluorescent Probe
The instrument for measuring the ultraviolet visible absorption spectrum is an Agilent Cary60 ultraviolet visible spectrophotometer. As can be seen from FIG. 2, the probe has an absorption peak around 275nm, and after the addition of MC-LR, the probe is subjected toThe absorption peak near 275nm is enhanced, which shows that the addition of MC-LR causes Fe 3+ The catechol binary complex disintegrates, releasing the moiety and Fe 3+ Bound catechol.
Example 3:
measurement of fluorescence Spectroscopy of Effect of fluorescent Probe on MC-LR
As shown in FIG. 3, the concentration was 1.5X 10 -6 mol/L, the concentration of MC-LR is 0,0.1,0.25,0.5,0.8,1.0,1.2,1.5,1.8 μ g/L in sequence. The excitation wavelength is fixed at 275nm, and the emission wavelength range is 285-400 nm. The slit width was 5.0nm/5.0nm, and the fluorescence measuring instrument used was Hitachi F4600 fluorescence spectrophotometer. As can be seen from FIG. 3, the fluorescent probe had a weak fluorescence intensity before the addition of MC-LR; after addition of MC-LR, an emission peak around 330nm appeared. This is because MC-LR and Fe constituting the probe 3+ Competitive coordination binding resulting in Fe of the probe 3+ The catechol binary complex disintegrates, releasing the fluorescence of catechol. The fluorescence intensity of the probe molecule is increased along with the increase of the concentration of MC-LR. FIG. 4 is a linear plot of the response of the probe to different MC-LR concentrations. When the concentration of MC-LR is in the range of 0.1-1.8 mug/L, the change of fluorescence intensity of the probe and the concentration of MC-LR present a linear relationship (R) 2 = 0.99), detection limit is 0.04 μ g/L, these results indicate that the probe can detect MC-LR with high sensitivity.
Example 4:
selectivity of fluorescent probes for MC-LR assays
Investigation at a concentration of 1.5X 10 -6 Adding MC-LR and other amino acids (L-tryptophan, L-phenylalanine, L-threonine, L-isoleucine, L-leucine, L-methionine, L-valine and L-lysine) into mol/L of fluorescent probe solution. As can be seen in FIG. 5, only MC-LR caused fluorescence enhancement, while the other detectors did not. These results indicate that the fluorescent probe is better selective for MC-LR.
Example 5:
determination of response time of fluorescent Probe to MC-LR Effect
We investigated the response time of fluorescent probes to MC-LR at concentrations of 0,0.5, 0.8. Mu.g/L, and the results are shown in FIG. 6. As can be seen from the figure, the response of the probe to MC-LR is completed instantly and is kept stable subsequently, which shows that the probe has good light stability and can meet the requirement of detection in actual samples.
Example 6:
detection of fluorescent probe applied to lake water sample
The lake water sample is taken from Welsh lake of Hunan Tan university, the sample is kept stand for 2 hours, and 1mL of the sample is diluted by 100 times of ultrapure water for later use. 1mL of the sample was taken and MC-LR was added to the sample at different concentrations, and the results are shown in Table 1. As can be seen from the table, the recovery rate of MC-LR in lake water by the probe is 95.00% -106.25%.
TABLE 1 measurement of MC-LR spiked recovery in lake water
Example 7:
application of fluorescent probe in detection of tap water sample
The tap water sample is taken from a tap of a chemical laboratory of Hunan Tan university, the sample is kept stand for 2 hours, and 1mL of the sample is diluted by 100 times of ultrapure water for later use. 1mL of sample is taken for measurement, and MC-LR with different concentrations is added, and the results are shown in Table 2. As can be seen from the table, the recovery rate of MC-LR in tap water by the probe is 98.75% -105.00%. Therefore, the probe can be effectively applied to the determination of MC-LR in actual samples.
TABLE 2 determination of MC-LR spiked recovery in tap water
Claims (3)
1. A fluorescent probe for detecting microcystin-LR is characterized in that the structure of the fluorescent probe is composed of catechol and ferric iron.
2. The method for preparing the fluorescent probe for detecting microcystin-LR according to claim 1, wherein the reaction steps are as follows:
fully mixing 1 equivalent of catechol solution and 6-8 equivalent of ferric trichloride solution for 5-15 minutes, transferring the mixture into a 10mL volumetric flask, and carrying out constant volume by using a buffer solution with pH of 3-4 to obtain the fluorescent probe.
3. The application of the fluorescent probe for detecting microcystin-LR according to claim 1, wherein the fluorescent probe is used for detecting the content of microcystin-LR in a water sample.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210954550.1A CN115219471A (en) | 2022-08-10 | 2022-08-10 | Preparation and application of fluorescent probe for detecting microcystin-LR |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210954550.1A CN115219471A (en) | 2022-08-10 | 2022-08-10 | Preparation and application of fluorescent probe for detecting microcystin-LR |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115219471A true CN115219471A (en) | 2022-10-21 |
Family
ID=83616739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210954550.1A Pending CN115219471A (en) | 2022-08-10 | 2022-08-10 | Preparation and application of fluorescent probe for detecting microcystin-LR |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115219471A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110186886A (en) * | 2019-05-29 | 2019-08-30 | 扬州大学 | The inversion method of Microcystins in Water MC-LR concentration |
| CN112525873A (en) * | 2020-11-12 | 2021-03-19 | 滨州医学院 | Fluorescent chemical sensor for detecting microcystin-LR and preparation method thereof |
| CN113604213A (en) * | 2021-05-18 | 2021-11-05 | 深圳先进技术研究院 | Nano fluorescent probe and preparation method and application thereof |
-
2022
- 2022-08-10 CN CN202210954550.1A patent/CN115219471A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110186886A (en) * | 2019-05-29 | 2019-08-30 | 扬州大学 | The inversion method of Microcystins in Water MC-LR concentration |
| CN112525873A (en) * | 2020-11-12 | 2021-03-19 | 滨州医学院 | Fluorescent chemical sensor for detecting microcystin-LR and preparation method thereof |
| CN113604213A (en) * | 2021-05-18 | 2021-11-05 | 深圳先进技术研究院 | Nano fluorescent probe and preparation method and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| LI CHUN-YAN等: "a new rhodamine-based fluorescent chemosensor for Fe3+ and its application in living cell imaging", DYES AND PIGMENTS, 1 May 2014 (2014-05-01) * |
| 赵硕;申晴;崔莉凤;: "分子印迹电化学法测定微囊藻毒素", 湘潭大学自然科学学报, no. 01, 15 March 2011 (2011-03-15) * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Kannan et al. | A review on chemical and electrochemical methodologies for the sensing of biogenic amines | |
| CN106905538B (en) | A kind of zinc-containing metal organic framework materials and its preparation method and application | |
| Li et al. | Ratiometric and colorimetric fluorescent chemosensor for Ag+ based on tricarbocyanine | |
| CN110452693B (en) | Green fluorescent carbon dot and preparation method thereof, fluorescent detection probe and construction method and application thereof | |
| CN113916858A (en) | Cr detection by using nitrogen-doped carbon quantum dot fluorescent probe6+Method (2) | |
| CN113201336A (en) | Preparation method based on nitrogen-phosphorus doped carbon quantum dots and application of preparation method in rapid detection of tartrazine | |
| Zhang et al. | A chemiluminescence method to detect malondialdehyde in plasma and urine | |
| He et al. | Enantioselective optodes | |
| CN106146526A (en) | A kind of fluorescent probe compounds and its production and use | |
| CN112251218B (en) | Preparation method of ethylenediamine functionalized carbon quantum dots and application of ethylenediamine functionalized carbon quantum dots in catechol detection | |
| CN110412000B (en) | Fluorescent probe for detecting L-tryptophan based on ten-element cucurbituril and detection method thereof | |
| CN115219471A (en) | Preparation and application of fluorescent probe for detecting microcystin-LR | |
| Li et al. | Facile synthesis of highly luminescent rod-like terbium-based metal–organic frameworks for sensitive detection of olaquindox | |
| CN112557355B (en) | Method for detecting bismuth ions in biological fluid by rare earth fluorescent probe | |
| Gong et al. | A fluorescence enhancement-based sensor using glycosylated metalloporphyrin as a recognition element for levamisole assay | |
| CN115494042A (en) | Method for detecting Hg by using 'off-on' type fluorescence sensor 2+ And glutathione production method | |
| CN110455757B (en) | Fluorescence ratio detection method for p-nitrotoluene | |
| CN114965417A (en) | Method for rapidly detecting methyl mercury by surface enhanced Raman scattering | |
| Zhang et al. | A Dual Spectroscopic Probe Based on Benzothiazole for Detection of Hydrazine | |
| CN113402470A (en) | Multi-channel reversible colorimetric mercury ion fluorescent probe, preparation method and application | |
| Gaynanova et al. | Pyrene fluorescence quenching in supramolecular systems based on dimethylaminomethylated resorcinarene | |
| CN108169196B (en) | Method for rapidly detecting fluorine ions in environment | |
| ZHANG et al. | A novel molecularly imprinted fluorescence test strip for detection of cimaterol | |
| Moldovan et al. | Simple and sensitive kinetic spectrometric methods for determination of formaldehyde in rainwater samples | |
| CN110596056A (en) | Fluorescent probe for detecting L-phenylalanine based on seven-element cucurbituril and detection method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |