CN112557365A - Fluorescent probe and application thereof in DNA detection - Google Patents
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- 238000001514 detection method Methods 0.000 title claims abstract description 18
- 239000007850 fluorescent dye Substances 0.000 title claims abstract description 17
- ORJCWNHUOREFAT-UHFFFAOYSA-N 7,8-dimethylquinoxalino[2,3-f][1,10]phenanthroline Chemical compound C1=CC=C2N=C(C=3C(=NC=C(C=3C)C)C=3C4=CC=CN=3)C4=NC2=C1 ORJCWNHUOREFAT-UHFFFAOYSA-N 0.000 claims abstract description 58
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000007853 buffer solution Substances 0.000 claims description 10
- 238000002189 fluorescence spectrum Methods 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
- 230000005284 excitation Effects 0.000 claims description 7
- 229910052710 silicon Inorganic materials 0.000 claims description 7
- 239000010703 silicon Substances 0.000 claims description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 239000000872 buffer Substances 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 239000010452 phosphate Substances 0.000 claims description 2
- 239000000523 sample Substances 0.000 abstract description 16
- 238000010791 quenching Methods 0.000 abstract description 6
- 230000000171 quenching effect Effects 0.000 abstract description 5
- 210000002966 serum Anatomy 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 4
- 238000001917 fluorescence detection Methods 0.000 abstract description 4
- 230000000007 visual effect Effects 0.000 abstract description 4
- 239000008346 aqueous phase Substances 0.000 abstract description 2
- 230000035945 sensitivity Effects 0.000 abstract description 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 51
- 102000053602 DNA Human genes 0.000 description 49
- 108020004414 DNA Proteins 0.000 description 49
- 230000003287 optical effect Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000002795 fluorescence method Methods 0.000 description 2
- 239000005543 nano-size silicon particle Substances 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
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- 230000008859 change Effects 0.000 description 1
- 238000003759 clinical diagnosis Methods 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
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- 125000004424 polypyridyl Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- YAYGSLOSTXKUBW-UHFFFAOYSA-N ruthenium(2+) Chemical class [Ru+2] YAYGSLOSTXKUBW-UHFFFAOYSA-N 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000004416 surface enhanced Raman spectroscopy Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- G—PHYSICS
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- 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
- G01N21/6402—Atomic fluorescence; Laser induced fluorescence
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- 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
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
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- 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
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N2021/6432—Quenching
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Abstract
The invention relates to a fluorescent probe and application thereof in DNA detection, which simply mixes SiNDs and Ru (bpy)2(dppx)2+A method for detecting DNA by ratio fluorescence in aqueous phase is established. Ru (bpy)2(dppx)2+Can specifically and efficiently recognize DNA, and the two actions do not influence Ru (bpy)2(dppx)2+Quenching of SiNDs fluorescence. Based on this, SiNDs-Ru (bpy) for ratiometric fluorescence detection of DNA was constructed2(dppx)2+And (3) a probe. The probe has the advantages of high sensitivity, good selectivity, strong anti-interference capability and the like, and can realize the visual detection of low-concentration DNA and the quantitative detection of target DNA in human serum.
Description
Technical Field
The invention relates to the technical field of DNA detection, in particular to a fluorescent probe and application thereof in DNA detection.
Background
Deoxyribonucleic acid (DNA) is one of the most basic substances in a living body. DNA abnormalities are a significant cause of many diseases, including cancer. Therefore, the establishment and development of sensitive DNA detection methods are of great significance for clinical diagnosis, pathogenesis research and gene therapy. The existing methods for detecting DNA include a surface enhanced Raman scattering method, a colorimetric method, a fluorescence method and the like. Among them, the ratiometric fluorescence method is receiving increasing attention because of its advantage of self-calibration. Silicon dots (SiNDs) are a novel fluorescent material, and are used in the fields of biological analysis, fluorescence imaging, enantiomer identification, anti-counterfeiting and the like due to the advantages of green preparation, excellent optical performance, good biocompatibility and the like. The fluorescence of SiNDs synthesized by different methods can be selectively quenched by certain ions or fluorescent dyes, and thus, the SiNDs can be used for detecting specific targets (such as Cr6+、Hg2+、NO2-). However, it is not limited toFew reports have been made on the detection of analytes by quenching of SiNDs fluorescence by complexes.
Disclosure of Invention
The invention aims to design a fluorescent probe for DNA detection, and provides a new method for constructing and visually detecting trace DNA in a solution and quantitatively analyzing a target substance in human serum.
The scheme adopted by the invention for solving the technical problems is as follows:
a fluorescent probe comprises a silicon dot and Ru (bpy) which are uniformly mixed in a buffer solution2(dppx)2+(polypyridyl ruthenium (II) complexes in which bpy ═ 2,2' -bipyridine, dppx ═ 7, 8-dimethylpyridine [3,2-a:2',3' c]And phenazine).
Preferably, the buffer comprises silicon dots and Ru (bpy)2(dppx)2+In a ratio of 400. mu.g/mL: 7.5 to 112.5. mu. mol/L.
Preferably, the buffer solution is PBS buffer solution with phosphate concentration of 50mM, the pH of the PBS buffer solution is 7.4, and the NaCl content is 80-180 mmol/L.
Preferably, the buffer comprises silicon dots and Ru (bpy)2(dppx)2+The concentrations of (A) were 400. mu.g/mL and 20. mu. mol/L, respectively.
Another object of the present invention is to provide a method for preparing the above fluorescent probe, which comprises mixing Ru (bpy)2(dppx)2+And the SiNDs are mixed evenly in a buffer solution in a vortex mode to obtain the compound.
Another object of the present invention is to provide the use of the above fluorescent probe in DNA detection.
Preferably, when DNA detection is further performed, DNA is added to the fluorescent probe, the fluorescence spectrum thereof is measured with an excitation wavelength of 359nm and excitation and emission slits of 10nm and 5nm, respectively, and the signal ratio I is calculated from the fluorescence intensities at 601nm and 448nm601/I448。
The invention is realized by simply mixing SiNDs and Ru (bpy)2(dppx)2+A method for detecting DNA by ratio fluorescence in aqueous phase is established. Ru (bpy)2(dppx)2+Can specifically and efficiently recognize DNA, and the two actions do not influence Ru (bpy)2(dppx)2+Quenching of SiNDs fluorescence. Based on this, SiNDs-Ru (bpy) for ratiometric fluorescence detection of DNA was constructed2(dppx)2+And (3) a probe. The probe has the advantages of high sensitivity, good selectivity, strong anti-interference capability and the like, and can realize the visual detection of low-concentration DNA and the quantitative detection of target DNA in human serum.
Drawings
FIG. 1 shows the present application SiNDs-Ru (bpy)2(dppx)2+Schematic representation of probes for ratiometric fluorescence detection of DNA;
FIG. 2 shows Ru (bpy)2(dppx)2+SiNDs and SiNDs-Ru (bpy)2(dppx)2+Wherein Ru (bpy) is shown from left to right in (A)2(dppx)2+Ultraviolet-visible absorption spectrograms of SiNDs, fluorescence excitation spectrograms of SiNDs and emission spectrograms of SiNDs; (B) fluorescence spectra for SiNDs (400. mu.g/mL) with Ru (bpy)2(dppx)2+Variation in concentration (0, 7.5, 15, 20, 30, 37.5, 56.2, 75, 93.7, 112.5 μ M from top to bottom) with inset fluorescence intensity values of SiNDs at 448nm wavelength with Ru (bpy)2(dppx)2+A change in concentration;
FIG. 3 is a fluorescence spectrum of a sample solution, a probe, and a raw material at different DNA concentrations, wherein (a) SiNDs, and (b) SiNDs + Ru (bpy)2(dppx)2+，(c)SiNDs+Ru(bpy)2(dppx)2++65nM DNA，(d)SiNDs+Ru(bpy)2(dppx)2++500nM DNA and (e) SiNDs + Ru (bpy)2(dppx)2++1000nM DNA, SiNDs and Ru (bpy)2(dppx)2+The concentrations of (a) and (b) are 400. mu.g/mL and 20. mu.M, respectively;
FIG. 4 shows the presence of different concentrations of DNA under Xe lamp irradiation, Ru (bpy)2(dppx)2+And SiNDs-Ru (bpy)2(dppx)2+In which the DNA concentration is 0 to 750nM from left to right, SiNDs and Ru (bpy)2(dppx)2+The concentrations of (A) were 400. mu.g/mL and 20. mu.M, respectively.
FIG. 5 shows SiNDs-Ru (bpy)2(dppx)2+Fluorescence spectra and fluorescence intensity ratios at different DNA concentrations, (A) is a fluorescence spectrum in which the fluorescence intensity at 601nm varies from strong to weakThe curves represent in succession the DNA concentrations 0, 20, 50, 75, 100, 200, 400, 500, 750, 1000, 1250, 1500nM, (B) the fluorescence intensity ratio I601/I448SiNDs and Ru (bpy)2(dppx)2+The concentrations of (A) were 400. mu.g/mL and 20. mu.M, respectively.
Detailed Description
The following examples are provided to further illustrate the present invention for better understanding, but the present invention is not limited to the following examples.
Ru(bpy)2(dppx)2+The synthetic method of (1) can be found in the literature Ling L S, He Z K, Song G W, et al A novel method for determination of DNA by use of molecular 'Light Switch' complex of Ru (bipy)2(dppx)2+[J].Anal.Chim.Acta,2000,403:209-217。
The synthesis of SiNDs can be found in Feng Y L, Liu Y F, Su C, et. al.New fluorescent pH sensor based on label-free silicon nanoparticles [ J ]. Sens. activators, B: chem.2014,203: 795-Across 801 and Zhang Y N, Hou D J, Yu X L.factory prediction of FITC-modified silicon nanoparticles for ratiometric pH sensing and imaging [ J ]. Spectrochin. acta A,2020,234: 118276.
HIV double-stranded DNA (5'-CGAGTTAAGAAGAAAAAAGATTGAGC-3'/5'-GCTCAATCTTTTTTCTTCTTAACTCG-3') was purchased from Shanghai Producer, Inc., China.
Human serum was provided by the immunochemical laboratory in Beijing, China.
Example 1
First, Ru (bpy)2(dppx)2+And SiNDs in 50mM PBS buffer (pH 7.4, 100mM NaCl) by vortex mixing, Ru (bpy)2(dppx)2+The concentration is 0-112.5 mu M, the SiNDs concentration is 400 mu g/mL, and the SiNDs-Ru (bpy) is prepared2(dppx)2+And (3) a probe. Then, to the above-mentioned SiNDs-Ru (bpy)2(dppx)2+Adding DNA with proper concentration and 0-10 mu L of human serum into the solution, wherein the total volume of the solution is 1 mL; after 10min, the resulting solution was used as a test sample, and the fluorescence spectrum was measured using an excitation wavelength of 359nm and excitation and emission slits of 10nm and 5nm, respectively, according to 601nm andfluorescence intensity at 448nm wavelength calculation Signal ratio I601/I448. All measurements were performed in triplicate at room temperature.
FIG. 1 shows SiNDs-Ru (bpy)2(dppx)2+Schematic representation of probes for ratiometric fluorescence detection of DNA. Ru (bpy)2(dppx)2+The molecular optical switch is a molecular optical switch for selectively recognizing double-stranded DNA, and has no fluorescence in aqueous solution because the water molecule can quench the fluorescence through a proton transfer mechanism, and when the double-stranded DNA exists, a dppx ligand of the molecular optical switch can be inserted into a double-helix structure of the DNA, so that red fluorescence is emitted. Based on Internal Filtering Effects (IFE), Ru (bpy)2(dppx)2+Blue fluorescence of SiNDs can be efficiently quenched. When target DNA is present, Ru (bpy)2(dppx)2+The emission of red fluorescence is maintained, while the blue fluorescence signal of quenched SiNDs remains unchanged, and thus both can serve as a response signal and a reference signal, respectively.
FIG. 2 shows Ru (bpy)2(dppx)2+SiNDs and SiNDs-Ru (bpy)2(dppx)2+Can be seen from the spectrum of (Ru), (bpy)2(dppx)2+The ultraviolet-visible absorption spectrum of the light overlaps with the excitation spectrum and the emission spectrum of the SiNDs, which shows that Ru (bpy)2(dppx)2+IFE exists in SiNDs, so that fluorescence of the SiNDs can be effectively quenched; further consider Ru (bpy)2(dppx)2+The quenching efficiency of the SiNDs reaches 97% under relatively low Ru complex concentration, and 20 μ M Ru (bpy) is selected for visual detection of DNA (deoxyribonucleic acid)2(dppx)2+Quenching SiNDs.
FIG. 3 is a fluorescence spectrum of the raw material, probe and sample solution at different DNA concentrations, from which it can be seen that the fluorescence signal of SiNDs in the probe is significantly lower than that of the raw material; in the presence of different concentrations of DNA, Ru (bpy) in the probe2(dppx)2+The fluorescence intensity at 601nm increases with increasing DNA concentration, while the fluorescence intensity at 448nm for SiNDs remains unchanged. This indicates that the DNA was in contact with Ru (bpy)2(dppx)2+Specific binding pair of Ru (bpy)2(dppx)2+Has no influence on IFE of SiNDs which can be used as detection reagentThe fluorescent reference signal in the DNA ratiometric probe is measured.
FIG. 4 shows the presence of different concentrations of DNA under Xe lamp irradiation, Ru (bpy)2(dppx)2+And SiNDs-Ru (bpy)2(dppx)2+From the dark box map, it can be seen that, as the concentration of DNA increases, the ratio is compared with Ru (bpy)2(dppx)2+(Red), SiNDs-Ru (bpy)2(dppx)2+A series of color changes (from blue to red) was observed, and in the presence of 20nM DNA the probe was clearly distinguishable from the blank. This indicates that the probe can be well applied to visual detection of low concentration DNA.
FIG. 5 shows SiNDs-Ru (bpy)2(dppx)2+Fluorescence spectra and fluorescence intensity ratios at different DNA concentrations, from which it can be seen that Ru (bpy) in the probe2(dppx)2+The fluorescence intensity of the SiNDs is increased along with the increase of the DNA concentration, and the fluorescence intensity of the SiNDs is kept unchanged; in the DNA range of 20-1500 nM, the signal intensity ratio of the two has a good linear relationship with the DNA concentration.
While the foregoing is directed to the preferred embodiment of the present invention, other and further embodiments of the invention may be devised without departing from the basic scope thereof, and the scope thereof is determined by the claims that follow.
Claims (7)
1. A fluorescent probe, which is characterized by comprising a silicon dot and Ru (bpy) which are uniformly mixed in a buffer solution2(dppx)2+。
2. The fluorescent probe of claim 1, wherein the buffer comprises silicon dots and Ru (bpy)2(dppx)2+In a ratio of 400. mu.g/mL: 7.5 to 112.5. mu. mol/L.
3. The fluorescent probe of claim 1, wherein the buffer solution is PBS buffer solution with phosphate concentration of 50mM, the PBS buffer solution has pH of 7.4 and NaCl content of 80-180 mmol/L.
4. The fluorescent probe of claim 1, wherein the buffer comprises silicon dots and Ru (bpy)2(dppx)2+The concentrations of (A) were 400. mu.g/mL and 20. mu. mol/L, respectively.
5. The method for preparing fluorescent probe according to any one of claims 1 to 4, wherein Ru (bpy)2(dppx)2+And the SiNDs are mixed evenly in a buffer solution in a vortex mode to obtain the compound.
6. Use of the fluorescent probe according to any one of claims 1 to 4 in DNA detection.
7. The use according to claim 6, wherein DNA is added to the fluorescent probe, the fluorescence spectrum is measured using an excitation wavelength of 359nm and excitation and emission slits of 10nm and 5nm, respectively, and the signal ratio I is calculated from the fluorescence intensities at 601nm and 448nm601/I448。
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|---|---|---|---|---|
| CN106636326A (en) * | 2016-09-20 | 2017-05-10 | 陕西师范大学 | Method for preparing DNA (deoxyribonucleic acid) nano-probes with electrochemical luminescence activity for detecting micro RNA (ribonucleic acid) |
| CN107677656A (en) * | 2017-09-27 | 2018-02-09 | 福州大学 | A kind of ratio fluorescent nano probe and its application |
| CN107884376A (en) * | 2017-11-21 | 2018-04-06 | 四川师范大学 | Ratiometric fluorescent probe for mercury ion detecting and preparation method thereof |
| CN109456365A (en) * | 2018-12-05 | 2019-03-12 | 湖南文理学院 | A kind of ruthenium complex fluorescence probe, preparation method and purposes |
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2020
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106636326A (en) * | 2016-09-20 | 2017-05-10 | 陕西师范大学 | Method for preparing DNA (deoxyribonucleic acid) nano-probes with electrochemical luminescence activity for detecting micro RNA (ribonucleic acid) |
| CN107677656A (en) * | 2017-09-27 | 2018-02-09 | 福州大学 | A kind of ratio fluorescent nano probe and its application |
| CN107884376A (en) * | 2017-11-21 | 2018-04-06 | 四川师范大学 | Ratiometric fluorescent probe for mercury ion detecting and preparation method thereof |
| CN109456365A (en) * | 2018-12-05 | 2019-03-12 | 湖南文理学院 | A kind of ruthenium complex fluorescence probe, preparation method and purposes |
Non-Patent Citations (5)
| Title |
|---|
| CENGCENG ZHANG等: "Selective determination of DNA based on the fluorescence recovery of carbon dots quenched by Ru(bpy)2(dppz)2+", 《TALANTA》 * |
| YANLING FENG等: "New fluorescent pH sensor based on label-free silicon nanodots", 《SENSORS AND ACTUATORS B: CHEMICAL》 * |
| YUFEI LIU等: "An ultrasensitive biosensor for DNA detection based on hybridization chain reaction coupled with the efficient quenching of a ruthenium complex to CdTe quantum dots†", 《CHEM. COMMUN., 》 * |
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| 颜慧: "邻菲罗啉钌纳米复合材料制备及其在DNA 检测中的应用研究", 《中国优秀硕士学位论文全文数据库工程科技Ⅰ辑》, pages 34 * |
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