CN107677656B - A kind of ratio fluorescent nano probe and its application - Google Patents
A kind of ratio fluorescent nano probe and its application Download PDFInfo
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- CN107677656B CN107677656B CN201710890371.5A CN201710890371A CN107677656B CN 107677656 B CN107677656 B CN 107677656B CN 201710890371 A CN201710890371 A CN 201710890371A CN 107677656 B CN107677656 B CN 107677656B
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- fluorescent nano
- cds
- ratio fluorescent
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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"
-
- 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"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
Abstract
The invention discloses a kind of ratio fluorescent nano probe and its applications, utilizem- CDs being capable of specificity response ClO‑Characteristic, withm- CDs is fluorescence probe, with [Ru (bpy)3]2+As reference reagent, buildingm‑CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe.As addition various concentration ClO‑After being reacted, the fluorescence color of the ratio fluorescent probe gradually transits to red by blue-green, therefore can be used for ClO‑Quantitatively or semi-quantitatively detection；Meanwhile the ratio fluorescent nano probe can also be taken in cell, realize cell imaging, therefore can be used for intracellular ClO‑The Visual retrieval of active oxygen radical.The present invention has many advantages, such as that easy to operate, applicability is wide, rapid reaction, the color change that can generate multicolour, can carry out multicolour, visualization, on-line quantitative analysis to object.
Description
Technical field
The present invention relates to a kind of ratio fluorescent nano probe and its applications, belong to analytical chemistry and field of nanometer technology.
Background technique
Visual retrieval does not need large-scale instrument auxiliary because of the signal that can provide naked eyes identification, is suitable for real-time, scene
Detection, has received widespread attention it.Visualization technique means one of of the fluorescence as classics a kind of in analytical chemistry have spirit
Sensitivity is high, high spatial and time resolution and it is simple to operation in terms of living cells and organism the advantages that, obtain it extensively
Using.Usually exist however, single-shot penetrates fluorescence probe from the adverse effect such as instrument, environmental condition and probe molecule itself；
Meanwhile traditional fluorescence sense (fluorescent quenching type and fluorescence enhancement type) has that variation color is single.On eliminating
It states unfavorable factor and obtains accurately as a result, reference reagent building Ratio-type can be introduced on the basis of single-shot penetrates fluorescence probe
Fluorescence probe there is specificity to respond object and can generate the gradual change and multicolour of fluorescence color, and further increasing can
Ability depending on changing sxemiquantitative can be used for the quantitative analysis detection of chemical/biological aspect object.
Bio-imaging technology uses fluorophor, including inorganic material, conversion, quantum dot as above etc., and organic material is such as green
Color fluorescin, red fluorescent protein or fluorescent dye etc. are marked.Fluorophor is set to reach higher point using exciting light
Then sub- energy level launches the longer visible light of wavelength, form vivo biodistribution light source and detected.In recent years, fluorescence skill
It is widely used in the research that art has been metabolized in some molecular biology and small molecule body.
Carbon dots (CDs) have become a kind of inexpensive, low toxicity, the photoluminescent with good biocompatibility
(PL) inorganic material is widely used in chemical sensitisation and Enzyme assay and bio-imaging.The present invention is special using carbon dots
One property responds ClO-The characteristics of, by the way that reference reagent is added, construct a kind of suitable for ClO-The ratio fluorescent nano of detection is visited
Needle, and cell imaging is applied it to, it is such as imaged for the ratio of active oxygen radical, has expanded and extend ratio fluorescent reagent
Realized in terms of cell imaging it is quantitative, real-time, non-invasively observe.
Summary of the invention
The present invention penetrates the existing adverse effect of fluorescence probe for single-shot, proposes a kind of ratio fluorescent nano probe, should
In ratio fluorescent nano probem- CDs can respond ClO in specific manner-, as addition various concentration ClO-It, can after being reacted
The fluorescence color of ratio fluorescent probe is set gradually to transit to red by blue-green, to realize to ClO-Sensitive, multicolour, can
Depending on changing quantitative detection.Meanwhile the ratio fluorescent nano probe applies also for cell imaging, the ClO of exogenous intake-It realizes
Ratio imaging.
To achieve the above object, the present invention adopts the following technical scheme:
A kind of ratio fluorescent nano probe, be withm- CDs is fluorescence probe, with [Ru (bpy)3]2+As reference reagent,
Buildingm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe.
It is describedm- CDs is using m-phenylene diamine (MPD) as raw material, and ethyl alcohol is solvent, at 180 DEG C after 12 h of hydro-thermal reaction, is passed through
What column chromatography chromatogram isolated and purified；Wherein, the mass volume ratio of m-phenylene diamine (MPD) and ethyl alcohol is 1:100 g/mL；Column chromatographs color
Spectrum isolates and purifies the mixed solution that eluant, eluent used is methylene chloride and methanol, and the two volume ratio is 15:1.
The construction method of the ratio fluorescent nano probe are as follows: willm- CDs solution and Ru (bpy)3Cl2Solution is by volume
6:1 mixing is made describedm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe；Wherein,mThe concentration of-CDs solution is 20 μ
G/mL, Ru (bpy)3Cl2The concentration of solution is 40 μ g/mL.
A kind of ratio fluorescent nano probe is in quantitative detection ClO-In application, application method includes following step
It is rapid:
1) ClO of series of concentrations is separately added into Xiang Suoshu ratio fluorescent nano probe-, measure after 5 min of hybrid reaction
Its fluorescence intensity simultaneously draws fluorescence intensity with ClO-The standard curve of concentration variation, obtains regression equation；
2) it is added into another ratio fluorescent nano probe and contains ClO-Sample to be tested, measure it after 5 min of hybrid reaction
Fluorescence intensity, recycle step 1) gained regression equation calculation go out ClO in sample-Content；
A kind of ratio fluorescent nano probe is in Visual retrieval ClO-In application, application method includes following step
It is rapid:
1) agarose powder is added in Xiang Suoshu ratio fluorescent nano probe, puts the thick colloid of gained after heating stirring
The groove in centrifuge tube lid is set, forms round pie after its coolingm-CDs@[Ru(bpy)3]2+Agarose aquogel；
2) to gainedm-CDs@[Ru(bpy)3]2+The ClO of series of concentrations is separately added into agarose aquogel-, reaction 5
The variation of its fluorescence intensity and color is observed after min under 365 nm ultraviolet lamps, and shoots hydrogel using digital camera simultaneously
Fluorescence imaging, to prepare standard color comparison card；
3) it is added into the ratio fluorescent nano probe-agarose aquogel separately taken and contains ClO-Sample to be tested, reaction 5
Its fluorescence intensity and color are observed after min under 365 nm ultraviolet lamps, and is compared with standard color comparison card obtained by step 2, it can
Depending on changing ClO in judgement sample-Content；
Gainedm-CDs@[Ru(bpy)3]2+The content of agarose is 5% in agarose aquogel.
A kind of application of the ratio fluorescent nano probe in cell imaging, including it is used for intracellular ClO-Active oxygen is certainly
By the detection of base, specifically includes the following steps:
1) the ratio fluorescent nano probe is added in the culture dish equipped with cell, in 95% CO2/5% O2Atmosphere in
After cultivating 1 h, cell is washed 3-5 times with KRP buffer, the ratio fluorescent nano probe for not entering cell is removed, using copolymerization
Focusing microscope shoots in the case where excitation wavelength is the two kinds of channels 488nm and 543nm and is imaged；
2) into step 1), intake has the cell of ratio fluorescent nano probe that 10 μM of ClO are added-, further hatch 15
Cell is washed 3-5 times with KRP buffer after min, removes the ClO for not entering cell-, using Laser Scanning Confocal Microscope in excitation wavelength
To carry out shooting cell imaging under two kinds of fluorescence channels of 488 nm and 543 nm, observem-CDs@[Ru(bpy)3]2+Ratio fluorescent
Nano-probe is to ClO-Response, with realize to ClO-The measurement of active oxygen radical.
The beneficial effects of the present invention are:
(1) [Ru (bpy)3]2+To pH and ClO-It is insensitive, therefore can be used as the reference reagent in ratio fluorescent probe.
(2) willm-CDs@[Ru(bpy)3]2+Agarose aquogel is made, is realizing ClO-While detection, combine solid
Body matrix is portable, easy storage, at low cost, nontoxic feature, suitable for the quick measurement under varying environment.
(3) ratio fluorescent probe response various concentration ClO of the present invention-And fluorescence is showed by blue-green to red gradually mistake
It crosses, it can be achieved that multicolour, visual quantitative detection, opposite single-shot penetrates that fluorescence sensitivity is higher, error is smaller, eliminates simultaneously
It is adversely affected from instrument, environmental condition and probe molecule itself etc.；Meanwhile ClO can be responded in specific manner-, it is
The on-line checking of active oxygen radical lays the foundation and example in cell and organism；
(4) ratio fluorescent probe ClO suitable for solution of the present invention-Quantitative detection and intracellular ClO-Active oxygen is free
The ratio of base is imaged.
Detailed description of the invention
Fig. 1 is the present inventionm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe response various concentration ClO-Fluorescence it is strong
Spend variation diagram.
Fig. 2 is the present inventionm-CDs@[Ru(bpy)3]2+Agarose aquogel responds various concentration ClO-Color change figure.
Fig. 3 is the present inventionm-CDs@[Ru(bpy)3]2+The intracellular ClO of ratio fluorescent nano probe response-Ratio imaging.
Specific embodiment
In order to make content of the present invention easily facilitate understanding, With reference to embodiment to of the present invention
Technical solution is described further, but the present invention is not limited only to this.
Embodiment 1:m-CDs@[Ru(bpy)3]2+The building of ratio fluorescent nano probe and specificity respond ClO-
0.6 g m-phenylene diamine (MPD) is dissolved in the dehydrated alcohol of 60 mL first, solution is then transitted into the poly- of 100 mL
In tetrafluoroethene pyroreaction kettle, 12 h of heating reaction pass through products therefrom after reaction kettle is cooled to room temperature at 180 DEG C
Column chromatography chromatogram is isolated and purified (eluant, eluent is methylene chloride: methanol=15:1, v/v), obtained solution Rotary Evaporators
Solvent is spin-dried for and is dried in vacuo to get carbon dots are arrivedmThe solid crystal of-CDs.Again by volume 6:1 to 20 μ g/mL m-
40 μ g/mL Ru (bpy) are added in CDs3Cl2, it is madem-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe.
In gainedm-CDs@[Ru(bpy)3]2+The ClO of series of concentrations is separately added into ratio fluorescent nano probe-(ClO-'s
Concentration is followed successively by 1,2,3,4,5,6,7,8,9,10,15,20,25,30 μM), it is seen under 365 nm ultraviolet lamps after reacting 5 min
Examine the variation of solution fluorescence intensity and color, it is seen that ratio fluorescent nano probe is gradually converted into that red (such as Fig. 1 is by blue-green
The ClO of various concentration-Withm-CDs@[Ru(bpy)3]2+Figure of fluorescence intensity changes after reaction).
Embodiment 2:m-CDs@[Ru(bpy)3]2+The preparation of agarose aquogel and specificity respond ClO-
Tom-CDs@[Ru(bpy)3]2+Middle addition agarose powder, will after heating stirringm-CDs@[Ru(bpy)3]2+Agar
The thick colloid of sugar is placed on the groove of centrifuge tube lid, forms round pie after its coolingm-CDs@[Ru(bpy)3]2+
Agarose aquogel.
Tom-CDs@[Ru(bpy)3]2+The ClO of series of concentrations is separately added into agarose aquogel-(ClO-Concentration successively
It is 0,10,20,30,40,50,100,200 μM), its fluorescence intensity and face are observed under 365 nm ultraviolet lamps after reacting 5 min
Color change, while using the fluorescence imaging (such as Fig. 2) of digital camera shooting hydrogel.
Embodiment 3:m-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe is used for intracellular ClO-Ratio imaging
It willm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe is added in the culture dish equipped with HeLa cell, 95%
CO2/5% O2Atmosphere in culture 1 h after, wash cell 3-5 times with KRP buffer, remove do not enter HeLa cellm-CDs@
[Ru(bpy)3]2+, cell with Laser Scanning Confocal Microscope excitation wavelength be two kinds of fluorescence channels of 488 nm and 543 nm under clapped
Take the photograph cell imaging；Have again to intakem-CDs@[Ru(bpy)3]2+HeLa cell be added 10 μM of ClO-, further hatch 15
After min, cell is washed 3-5 times with KRP buffer, removes the ClO for not entering HeLa cell-, cell Laser Scanning Confocal Microscope exists
Excitation wavelength is to carry out shooting cell imaging under the two kinds of channels 488 nm and 543nm, is observedm-CDs@[Ru(bpy)3]2+Ratio is glimmering
Light nano-probe is to ClO-Response (such as Fig. 3, wherein A be HeLa cell withmAfter 1 h of-CDs culture under 488nm excitation wavelength
Fluorescence co-focusing image；B is to have to intakemAfter 10 μM of ClO hatchings are added in the HeLa cell of-CDs, swash in 488nm
Send out the fluorescence co-focusing image under wavelength；C be HeLa cell withm-CDs@[Ru(bpy)3]2+After cultivating 1 h, exist respectively
Fluorescence co-focusing image under 488nm and 543nm excitation wavelength；D is to have to intakem-CDs@[Ru(bpy)3]2+HeLa it is thin
10 μM of ClO are added in born of the same parents-After hatching, the fluorescence co-focusing image under 488nm and 543nm excitation wavelength respectively).
The foregoing is merely presently preferred embodiments of the present invention, all equivalent changes done according to scope of the present invention patent with
Modification, is all covered by the present invention.
Claims (6)
1. a kind of ratio fluorescent nano probe, it is characterised in that: withm- CDs is fluorescence probe, with [Ru (bpy)3]2+As reference
Reagent, buildingm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano probe；
It is describedm- CDs is using m-phenylene diamine (MPD) as raw material, and ethyl alcohol is solvent, at 180 DEG C after 12 h of hydro-thermal reaction, passes through column layer
Analysis chromatographic separation and purification obtains；Wherein, the mass volume ratio of m-phenylene diamine (MPD) and ethyl alcohol is 1:100 g/mL；Column chromatography chromatogram point
From the mixed solution that eluant, eluent used is methylene chloride and methanol is purified, the two volume ratio is 15:1.
2. ratio fluorescent nano probe according to claim 1, it is characterised in that: the structure of the ratio fluorescent nano probe
Construction method are as follows: willm- CDs solution and Ru (bpy)3Cl26:1 is mixed solution by volume, is made describedm-CDs@[Ru(bpy)3]2+
Ratio fluorescent nano probe；
Wherein,mThe concentration of-CDs solution is 20 μ g/mL, Ru (bpy)3Cl2The concentration of solution is 40 μ g/mL.
3. a kind of ratio fluorescent nano probe as described in claim 1 is in quantitative detection ClO-In application, it is characterised in that: answer
With method the following steps are included:
1) ClO of series of concentrations is separately added into Xiang Suoshu ratio fluorescent nano probe-, its fluorescence is measured after 5 min of hybrid reaction
Intensity, and fluorescence intensity is drawn with ClO-The standard curve of concentration variation, obtains regression equation；
2) it is added into another ratio fluorescent nano probe and contains ClO-Sample to be tested, it is strong to measure its fluorescence after 5 min of hybrid reaction
Degree, recycle step 1) gained regression equation calculation go out ClO in sample-Content.
4. a kind of ratio fluorescent nano probe as described in claim 1 is in Visual retrieval ClO-In application, it is characterised in that:
Application method the following steps are included:
1) agarose powder is added in Xiang Suoshu ratio fluorescent nano probe, is placed on the thick colloid of gained after heating stirring
The groove of centrifuge tube lid forms round pie after its coolingm-CDs@[Ru(bpy)3]2+Agarose aquogel；
2) to gainedm-CDs@[Ru(bpy)3]2+The ClO of series of concentrations is separately added into agarose aquogel-, after reacting 5 min
The variation of its fluorescence intensity and color is observed under 365 nm ultraviolet lamps, and simultaneously using the fluorescence of digital camera shooting hydrogel
Imaging, to prepare standard color comparison card；
3) to separately takingm-CDs@[Ru(bpy)3]2+It is added in agarose aquogel and contains ClO-Sample to be tested, react 5 min after
Its fluorescence intensity and color are observed under 365 nm ultraviolet lamps, and is compared with standard color comparison card obtained by step 2, are visualized
ClO in judgement sample-Content；
Gainedm-CDs@[Ru(bpy)3]2+The content of agarose is 5% in agarose aquogel.
5. a kind of application of ratio fluorescent nano probe as described in claim 1 in cell imaging, it is characterised in that: for thin
ClO intracellular-The detection of active oxygen radical.
6. application of the ratio fluorescent nano probe in cell imaging according to claim 5, it is characterised in that: its detection side
Method the following steps are included:
1) the ratio fluorescent nano probe is added in the culture dish equipped with cell, in 95% CO2/5% O2Atmosphere in culture
After 1 h, cell is washed 3-5 times with KRP buffer, removes the ratio fluorescent nano probe for not entering cell, it is burnt aobvious using copolymerization
Micro mirror shoots in the case where excitation wavelength is the two kinds of channels 488nm and 543nm and is imaged；
2) into step 1), intake has the cell of ratio fluorescent nano probe that 10 μM of ClO are added-, after further hatching 15 min
Cell is washed 3-5 times with KRP buffer, removes the ClO for not entering cell-, use Laser Scanning Confocal Microscope in excitation wavelength for 488
Shooting cell imaging is carried out under two kinds of fluorescence channels of nm and 543 nm, is observedm-CDs@[Ru(bpy)3]2+Ratio fluorescent nano is visited
For ClO-Response, with realize to ClO-The measurement of active oxygen radical.
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| CN109211861A (en) * | 2018-10-10 | 2019-01-15 | 吉林化工学院 | A kind of polymerization object point/gold nanoclusters ratio fluorescent probe synthesis and its application to the detection of melamine ratio fluorescent |
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| CN109825291B (en) * | 2019-04-09 | 2021-07-02 | 山西大学 | Nitrogen-sulfur co-doped carbon quantum dot and preparation method and application thereof |
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| CN112557365A (en) * | 2020-12-15 | 2021-03-26 | 黄冈师范学院 | Fluorescent probe and application thereof in DNA detection |
| CN114181698B (en) * | 2021-12-21 | 2022-08-19 | 西南大学 | Double-emission carbon dot and preparation method and application thereof |
| CN114540021B (en) * | 2022-03-07 | 2023-05-12 | 东南大学 | Fluorescent carbon dot mPD-CDs and preparation method and application thereof |
| CN116396751B (en) * | 2023-04-03 | 2024-02-27 | 郑州中科生物医学工程技术研究院 | Fluorescent probe for double response to pH and GSSG, preparation method and application thereof |
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