CN109897634A - A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications - Google Patents
A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications Download PDFInfo
- Publication number
- CN109897634A CN109897634A CN201910333514.1A CN201910333514A CN109897634A CN 109897634 A CN109897634 A CN 109897634A CN 201910333514 A CN201910333514 A CN 201910333514A CN 109897634 A CN109897634 A CN 109897634A
- Authority
- CN
- China
- Prior art keywords
- carbon dots
- long wavelength
- carbon
- red
- responsive type
- 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.)
- Granted
Links
Landscapes
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Luminescent Compositions (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
The invention discloses a kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications, belong to the luminous carbon material manufacturing field of functional form.Specific carbon source is directly carried out solid phase calcination carbonization treatment at a temperature of 150 DEG C~300 DEG C and the red carbon dots material of pH response is made by the present invention.The disadvantages of carbon dots material produced by the present invention efficiently solves the weaker penetration capacity of existing pH response probe, biggish cellular damage, influences vulnerable to the autofluorescence of cellular matrix, high-volume, which can simply be made, has excellent colorimetric/fluorescent dual module formula pH response long wavelength's carbon dots material, and be applied to cellular pH and detect, industrialization scene is high.
Description
Technical field
It shines carbon material manufacturing field the invention belongs to functional form, and in particular to a kind of pH responsive type long wavelength's fluorescent carbon point
And its biologic applications.
Background technique
Intracellular pH value is an important parameter of metabolism, is played in the physiology and pathologic process for adjusting cell
Important role, such as drug drug resistance, cell Proliferation and apoptosis, signal transduction, endocytosis, ion transport and contraction of muscle
Etc. the maintenance that important life process all relies on normal ph.Intracellular ph value deviates the minor fluctuations of normal range (NR), all can
The normal function of nervous system is influenced, the signal transductions processes such as cynapse transmission, neuronal excitation and intercellular gap transmitting are hindered,
Even if the pH deviation of 0.1~0.2 unit is also possible to that disease, such as cancer, tumour, senile dementia can be caused；And it is bigger
The pH value deviation of degree is then possible to can be fatal.Therefore, sensitive, monitor intracellular ph value variation to cell analysis or is examined
It is disconnected to have important role.
Currently, for cellular pH detection method mainly include weak acid and weak base distribution, microelectrode method, nuclear magnetic resonance method and
Fluorescence probe method.Weak acid and weak base distribution is often used the weak electrolytes such as methylamine, nicotine, DMO, butyric acid, when not dissociating form
With membrane permeability, thanked slowly into cell offspring, extracellular concentration does not generally change Cellular pH value after reaching distribution equilibrium in the cell,
To reach measurement pH value.This method is easy to operate, and material requested is few, and resolution ratio is moderate (up to 0.1~0.2 pH unit), can
For measuring the cell of small volume.However, the outer time for reaching distribution equilibrium needs is longer in the cell for weak electrolyte, it cannot
Quickly, the variation of pH value is detected in real time, and temporal resolution is poor, and this method can destroy cell tissue and have measurement result partially
Difference.Nuclear magnetic resonance method generallys use31P NMR technology, using intracellular31The chemical potential in-migration that P frequency spectrum occurs judges the change of pH value
Change.This method high sensitivity (up to 0.06 pH unit), is not necessarily to exogenous molecules, small to cellular damage, can avoid because of cell
Damage, internal metabolization and caused by evaluated error；But this method requires the cell concentration of measurement higher, than relatively time-consuming,
And internal pH slant acidity (<5.5) or meta-alkalescence (>7.5) when, measurement result generates biggish deviation.The detection of microelectrode method
Accuracy is higher, and resolution ratio is up to 0.02~0.05 pH unit；Temporal resolution is high, can continue to change during the experiment,
Instantaneous variation suitable for lasting record intracellular ph value and pH value.But this law technology is complicated for operation and difficulty is larger, uncomfortable
Measurement of the zoarium product compared with cellule and living cells.
Compared to these methods, probe is imported cell by fluorescence probe method, using its photoluminescent property with the variation of pH value and
Reflect the physiological status of cell, sensitivity can reach 0.01 pH unit, spatial precision and ms grades of time with 200nm
Accuracy can also be combined with conjugate focus imaging technique, thus fluorescence probe method on visualization real-time monitoring advantageously.Separately
Outside, this method high sensitivity, selectivity is good, detection limit is low, it is easy to operate, the advantages that non-intrusive detection can be achieved.Therefore, fluorescence is visited
The skill of handling needles, which becomes, carries out real-time, in-situ monitoring important means to internal pH variation and area distribution from molecular level.
Nano material has unique chemical and physical features due to its dimensional effect, has in medical diagnosis on disease detection
Advantageous advantage.Wherein, an one's share of expenses for a joint undertaking of the carbon dots as nano-carbon material, it is steady with its good water-soluble, stronger chemistry
The advantages that qualitative, higher anti-light Bleachability, excellent biocompatibility and low cytotoxicity, achieves significant progress, and
Huge application potential is shown in fields such as medical diagnosis on disease, drug delivery, bio-imagings.Recent study person, which reports, to be based on
The pH probe of carbon dots, such as Xiao are prepared for blue light carbon dots, respond pH value within the scope of 3.0-13.0.However the reality of carbon dots
Using being faced with some problem urgent need to resolve, 1) the luminous of most of carbon dots all concentrates on blue light or green Region, and practical application
Especially in biomedical research, long wavelength emission material is generally required, with to avoid the self-absorption that carrys out cellular matrix and spontaneous
Background interference caused by fluorescence.2) changing for pH is detected based on the slight change of carbon dots fluorescence intensity or launch wavelength peak position
Become, vulnerable to the influence of the factors such as concentration and probe concentration, optical path length, temperature, excitation intensity, and difficult realization colorimetric is observed.3)
The preparation step of carbon dots is cumbersome, the period is long, a large amount of preparations are difficult.Therefore, develop it is a kind of it is easy, can colorimetric observation pH variation long wave
There is long carbon dots very urgent market to need.
Summary of the invention
The present invention is based on above-mentioned the deficiencies in the prior art, propose a kind of with pH colorimetric/fluorescent dual module formula response length
Wavelength fluorescent carbon dots, for accurate detection internal pH in real time.
It is described the first purpose of the invention is to provide a kind of preparation method of pH responsive type long wavelength fluorescent carbon point material
Method includes the following steps:
(1) carbon source presoma is placed in progress solid phase calcination 4-8h at 150-300 DEG C, obtains carbonized mixture；The carbon source
Presoma is aromatic compound and its derivative containing amino；
(2) by the dialysis of carbonized mixture obtained by step (1), drying to get carbon dots material.
In one embodiment of the invention, the carbon source presoma preferably comprises the virtue replaced not less than 2 amino
Hydrocarbon compound and its derivative.
In one embodiment of the invention, preferred 200-250 DEG C of the temperature of the calcining.
In one embodiment of the invention, further preferred 200 DEG C of the temperature of the calcining.
In one embodiment of the invention, it is described calcining include carbon source presoma is put into Muffle furnace, tube furnace or
It is directly heat-treated in person's baking oven.
In one embodiment of the invention, the dialysis is that the carbonized mixture in step (1) is soluble in water,
It dialyses in bag filter, removes unreacted precursor molecule and bulky grain.
In one embodiment of the invention, the dialysis is first with 500-1000Da bag filter unreacted forerunner
Body molecule is got rid of, and then retains large particulate matter with 3500Da bag filter again, takes the solution outside bag filter.
In one embodiment of the invention, the time of the dialysis is 30-50h.
In one embodiment of the invention, the drying includes being freeze-dried, being dried in vacuo, being dried under reduced pressure or normal pressure
Any one in drying.
Obtained dark brown powder is dissolved in deionized water, dialyses 48 hours in bag filter then to remove big
Grain.Then dry, the red carbon dots powder purified that solvent one-step freezing of going forward side by side removed by vacuum distillation.
Second object of the present invention is to provide a kind of pH responsive type long wavelength fluorescent carbon point material using the above method.
Third object of the present invention is to provide a kind of pH probe, the probe is glimmering comprising above-mentioned pH responsive type long wavelength
Light carbon dots material.
Fourth object of the present invention is to provide a kind of method of real-time monitoring cellular pH fluctuation, and the method is using upper
The pH responsive type long wavelength's fluorescent carbon point material or pH probe stated.
Fifth object of the present invention is to provide the measuring method of pH in cell a kind of, the method is to utilize above-mentioned pH
Responsive type long wavelength's fluorescent carbon point material or pH probe.
6th purpose of the invention is by above-mentioned pH responsive type long wavelength's fluorescent carbon point material or pH probe application
In field of biomedicine.
The invention has the following beneficial technical effects:
1) operation of the present invention step is simple, without complicated instrument and separation process, is not necessarily to high temperature, oxygen-free environment, is not necessarily to
Additional carbon can be prepared largely, at low cost, be suitble to industrialized production.
2) red carbon dots material quantum yield with higher prepared by the present invention and longer launch wavelength.
3) the pH sensibility for the red carbon dots material that the present invention is prepared is high, and fluorescence emission wavelengths, ultraviolet-visible are inhaled
Changing greatly when wavelength changes with pH is received, enables red carbon dots material that the interpretable color of naked eyes occurs as pH changes
Variation has excellent pH colorimetric/fluorescent dual module formula response.
4) the carbon dots material scatter prepared by the present invention is good, particle size range 1.2-3.6nm, average grain diameter 2.3nm；
Stability is good, biocompatibility is high, non-toxic, has double mode pH response, solves existing pH response probe is weaker and penetrate
Ability, biggish cellular damage, vulnerable to cellular matrix autofluorescence influence the disadvantages of, cellular pH detection in have apply valence
Value, has a extensive future.
Detailed description of the invention
Fig. 1 is transmission electron microscope (TEM) photo of the red carbon dots of embodiment 1, and illustration is high-resolution TEM photo；
Fig. 2 is the UV absorption of the red carbon dots of embodiment 1, fluorescence excitation and transmitting spectrogram；
Fig. 3 is ultraviolet-visible absorption spectra figure of the red carbon dots of embodiment 1 with pH from 4.0 to 8.0；
Fig. 4 is fluorescent emission spectrogram of the red carbon dots of embodiment 1 with pH from 4.0 to 8.0；
Fig. 5 be embodiment 1 red carbon dots solution in pH from 4.0 to 8.0 under fluorescent light and in the ultraviolet light irradiation of 365nm
Under photo；
Fig. 6 is fluorescence intensity figure of the red carbon dots of the different pH of embodiment 2 in the presence of various concentration sodium chloride；
Fig. 7 is the Hela cell activity figure of embodiment 2 being incubated for altogether with various concentration red carbon dots；
Fig. 8 is the red carbon dots of embodiment 2 in the application drawing in biological imaging: Hela cell is under three kinds of difference pH environment
The Typical laser scanning confocal microscope image being incubated for altogether with red carbon dots；
Fig. 9 is ultraviolet-visible absorption spectra figure of the red carbon dots of embodiment 6 with pH from 4.0 to 8.0；
Figure 10 is fluorescent emission spectrogram of the red carbon dots of embodiment 6 with pH from 4.0 to 8.0；
Figure 11 be embodiment 6 red carbon dots solution pH from 4.0 to 8.0 under fluorescent light and 365nm ultraviolet lamp shine
Photo under penetrating；
Figure 12 is ultraviolet-visible absorption spectra figure of the red carbon dots of embodiment 7 with pH from 4.0 to 8.0；
Figure 13 is fluorescent emission spectrogram of the red carbon dots of embodiment 7 with pH from 4.0 to 8.0；
Figure 14 be embodiment 7 red carbon dots solution pH from 4.0 to 8.0 under fluorescent light and 365nm ultraviolet lamp shine
Photo under penetrating.
Specific embodiment
Below in conjunction with specific embodiment, the present invention is described further.
Transmission electron microscope: Tecnai GI F20U-TWIN transmission electron microscope (200KV acceleration voltage).
Fluorescence Spectrometer: Horiba JobinYvon Fluoromax 4C-L (France) spectrophotometer.
The measuring method of quantum yield: the quantum yield of red carbon dots is measured by relative measurement.Select rhodamine B
(quantum yield is 89%, λ ex=495nm in water) is used as object of reference.The calculation method of quantum yield is following formula:
WhereinIt is the quantum yield of test sample, I is the integrated emission intensity of test sample, and n is that (water is refractive index
1.33, ethyl alcohol 1.36), A is optical density.Symbol (') refer to object of reference.In order to obtain more accurately as a result, being prepared for a series of
Carbon dots and reference solution adjust its concentration and absorbance value are between 0 and 0.1 under 495nm excitation.It is photic to measure its
Luminescent spectrum simultaneously integrates its intensity.By comparing photoluminescence intensity and the absorbance curve of integral, (refractive index, must also be examined n
Worry is entered) determine quantum yield.
The preparation of 1 colorimetric of embodiment/fluorescent dual module formula response pH responsive type red carbon dots
Weigh the 1 of 1g, 2,4- triaminobenzenes, with 5 DEG C of min in temperature program(me) tube furnace-1Rate be heated to 200 DEG C simultaneously
Keep the temperature 6h.After being cooled to room temperature, the dark brown powder that carbonization obtains is dissolved in deionized water, with 1000Da bag filter not anti-
The precursor molecule answered is got rid of, and the 48h that then dialyses in 3500Da bag filter is to remove bulky grain.Then pass through vacuum distillation
It is dry to remove solvent one-step freezing of going forward side by side, the red carbon dots powder purified.The quantum yield of gained carbon dots is 9.93%.
Gained powder is dispersed in ultrapure water, transmission electron microscope test is carried out to it, as a result such as Fig. 1, red carbon
Point is well dispersed in water, and without observable aggregation or bulky grain, their size is distributed in 1.2 to 3.6nm range
Interior, average-size is about 2.3nm.In high-resolution TEM image, the spacing of lattice of the good discrimination of 0.21nm corresponds to graphite
(100) lattice plane of olefinic carbon, shows the successful preparation of carbon dots.
Its optical property is tested by ultraviolet-uisible spectrophotometer and Fluorescence Spectrometer, it is as a result as shown in Fig. 2, prepared
Material at 348nm and 505nm there are two apparent absorption peak, the π-π of C=C key should be attributed to*Transition and C=N/C-N key
N- π*Transition, the best excitation of red carbon dots and launch wavelength are located at 507nm and 640nm.
The pH response investigations of red carbon dots by following experiments have shown that:
As shown in Figure 3, increase to 8.0 from 4.0 with pH, the wide of the 444nm of the uv-vis spectra of red carbon dots absorbs
Peak is gradually moved to 510nm, and the absorption peak at 348nm is insensitive to pH variation.
The pH dependence fluorescence response of red carbon dots solution shows in Fig. 4, when pH is reduced to 4.0 from 8.0, fluorescent emission
From 585nm red shift to 650nm.
As shown in figure 5, pH, in 4.0-5.0, red carbon dots solution color is red under fluorescent light, glimmering in the UV lamp
Light color is aubergine；For pH in 5.5-7.0, red carbon dots solution color becomes orange under fluorescent light, glimmering in the UV lamp
Light color becomes orange；For pH in 7.5-8.0, red carbon dots solution color becomes yellow under fluorescent light, glimmering in the UV lamp
Light color accordingly becomes yellow.
The above results show that the pH probe based on red carbon dots has excellent colorimetric/fluorescent dual module formula response, this is advantageous
PH measurement and measurement in living cells.
2 biologic applications of embodiment
There is pH double mode to respond red carbon dots according to prepared by embodiment 1, be further utilized to living in monitoring organism
The pH of cell is fluctuated.
The shadow of ionic intension is tested by the concentration of the NaCl in the red carbon dots solution of the different pH value of change first
It rings.As shown in fig. 6, at NaCl (1M), the Strength Changes of red carbon dots show red less than 20% when pH=4.0 and pH=8.0
Color carbon dots have excellent stability in biomedical applications.
In order to assess the cytotoxicity of red carbon dots, MTT is carried out to the Hela cell of the red carbon dots containing various concentration
Measurement.As shown in fig. 7, the survival rate of Hela cell still keeps close even if being incubated for for 24 hours under the red carbon dots concentration of 500 μ g/mL
83%.These show that the red carbon dots of embodiment 1 show excellent biocompatibility and do not have unfavorable shadow to Hela cell
It rings.
Meanwhile we explore the ability of fluorescent red carbon dots monitoring internal pH fluctuation.Varying environment pH (4.0,
6.0 and 8.0) under test three samples for containing 20 μ g/mL red carbon dots, as shown in figure 8, fluorescence signal is not only in cytoplasm
It detects, and is detected in nucleus, show that it can apply to cell imaging.When pH value increases to 8.0 from 4.0, phase
The color answered becomes yellow from red to orange again.Therefore, pH responds red carbon dots and can be for the real-time of subcellsular level
PH monitoring.
Embodiment 3: the influence of carbon source presoma
Referring to embodiment 1, carbon source presoma is replaced with into p-phenylenediamine, 1,3,5- triamidos by 1,2,4- triaminobenzene
Benzene, the quantum yield and optical property of gained carbon dots are as shown in table 1.
The quantum yield and optical property of carbon dots obtained by 1 different carbon source presoma of table
Embodiment 4: the influence of solid phase calcination temperature
Referring to embodiment 1, calcination temperature is replaced with and replaces with 150 DEG C, 250 DEG C, 300 DEG C and 350 DEG C by 200 DEG C, institute
Quantum yield and the optical property for obtaining carbon dots are as shown in table 2.
The quantum yield and optical property of gained carbon dots under the different calcination temperatures of table 2
Embodiment 5: the influence of solid phase calcination time
Referring to embodiment 1, calcination time is replaced with, 4h, 8h and 10h is replaced with by 6h, the quantum yield of gained carbon dots and
Optical property is as shown in table 3.
The quantum yield and optical property of carbon dots obtained by 3 different carbon source presoma of table
The preparation of 6 colorimetrics of embodiment/fluorescent dual module formula response pH responsive type red carbon dots
The 1,2,4- triaminobenzene for weighing 0.5g keeps the temperature 8 hours for 200 DEG C directly in baking oven.After being cooled to room temperature, by carbon
Change obtained dark brown powder to be dissolved in deionized water, unreacted precursor molecule be got rid of with 1000Da bag filter, so
Afterwards with dialysing 48 hours in 3500Da bag filter to remove bulky grain；The red carbon dots powder purified by vacuum drying
End.The quantum yield of gained carbon dots is 9.32%.
Gained powder is dispersed in ultrapure water, its pH is tested by ultraviolet-uisible spectrophotometer and Fluorescence Spectrometer and is rung
Property is answered, as shown in figure 9, as pH from 4.0 increases to 8.0, the wide absorption peak of the 505nm of the uv-vis spectra of red carbon dots
It is gradually moved to 439nm, and the narrow absorption peak at 257nm moves to 269nm.The pH dependence fluorescence response of red carbon dots solution is being schemed
It is shown in 10, when pH is reduced to 4.0 from 8.0, fluorescent emission is from 593nm red shift to 646nm.As shown in figure 11, pH is in 4.0-6.5
When, red carbon dots solution color is red under fluorescent light, and fluorescence color is red in the UV lamp；PH is at 7.0, in daylight
Red carbon dots solution color becomes orange under lamp, and fluorescence color becomes orange in the UV lamp；PH is in 7.5-8.0, in daylight
Red carbon dots solution color becomes yellow under lamp, and fluorescence color accordingly becomes yellow in the UV lamp.
The preparation of 7 colorimetrics of embodiment/fluorescent dual module formula response pH responsive type red carbon dots
The 1 of 1g is weighed, after being cooled to room temperature, carbonization is obtained by 2,4- triaminobenzenes, 200 DEG C of heat preservation 6h in Muffle furnace
Dark brown powder is dissolved in deionized water, and unreacted precursor molecule is got rid of with 1000Da bag filter, is then used
48 hours are dialysed in 3500Da bag filter to remove bulky grain；The red carbon dots powder purified by freeze-drying.Institute
The quantum yield for obtaining carbon dots is 9.28%.
Gained powder is dispersed in ultrapure water, its pH is tested by ultraviolet-uisible spectrophotometer and Fluorescence Spectrometer and is rung
Property is answered, as shown in figure 12, as pH increases to 8.0 from 4.0, the wide of the 497nm of the uv-vis spectra of red carbon dots absorbs
Peak is gradually moved to 436nm.The pH dependence fluorescence response of red carbon dots solution is shown in Figure 13, when pH is reduced to from 8.0
4.0, fluorescent emission is from 600nm red shift to 653nm.As shown in figure 14, for pH in 4.0-6.0, red carbon dots are molten under fluorescent light
Liquid color is red, and fluorescence color is red in the UV lamp；PH is in 6.5-7.0, red carbon dots solution face under fluorescent light
Discoloration be it is orange, fluorescence color becomes orange in the UV lamp；PH is in 7.5-8.0, red carbon dots solution face under fluorescent light
Discoloration is yellow, and fluorescence color accordingly becomes yellow in the UV lamp.
1 water soluble method of comparative example prepares carbon dots
The 1 of 1g is weighed, 2,4- triaminobenzenes are then dissolved in the ultrapure water of 10mL, stir evenly, solution is put into
In reaction kettle, 200 DEG C of heat preservation 8h in baking oven are moved to.Unreacted precursor molecule is got rid of with 1000Da bag filter, then
With dialysing 48 hours in 3500Da bag filter to remove bulky grain.Then it is dry solvent one-step freezing of going forward side by side to be removed by vacuum distillation
Red carbon dots powder that is dry, being purified.The quantum yield of gained carbon dots is 8.63%.
Test its pH response property by ultraviolet-uisible spectrophotometer and Fluorescence Spectrometer, as a result, it has been found that, with pH from
4.0 increase to 8.0, and the wide absorption peak of the 496nm of the uv-vis spectra of red carbon dots is gradually moved to 528nm.When pH is dropped from 8.0
Down to 4.0, fluorescent emission is from 595nm red shift to 623nm.With the increase of pH, the color of red carbon dots solution under fluorescent light
Change unobvious, the variation of pH can not be judged by colorimetric.
2 microwave method of comparative example prepares carbon dots
The 1 of 1g is weighed, 2,4- triaminobenzenes are then dissolved in the ultrapure water of 10mL, stir evenly.Solution is put into
8min is heated in household microwave oven, under 750W power and obtains brown solution, with 1000Da bag filter unreacted presoma point
Son is got rid of, then with dialysing 48 hours in 3500Da bag filter to remove bulky grain.Then solvent is removed by vacuum distillation
One-step freezing of going forward side by side is dry, the red carbon dots powder purified.The quantum yield of gained carbon dots is 7.26%.
Test its pH response property by ultraviolet-uisible spectrophotometer and Fluorescence Spectrometer, as a result, it has been found that, with pH from
4.0 increase to 8.0, and the wide absorption peak of the 486nm of the uv-vis spectra of red carbon dots is gradually moved to 517nm.When pH is dropped from 8.0
Down to 4.0, fluorescent emission is from 584nm red shift to 617nm.With the increase of pH, the color of red carbon dots solution under fluorescent light
Change unobvious, the variation of pH can not be judged by colorimetric.
Although the present invention has been described by way of example and in terms of the preferred embodiments, it is not intended to limit the invention, any to be familiar with this skill
The people of art can do various change and modification, therefore protection model of the invention without departing from the spirit and scope of the present invention
Enclosing subject to the definition of the claims.
Claims (10)
1. a kind of preparation method of pH responsive type long wavelength fluorescent carbon point material, which is characterized in that the method includes walking as follows
It is rapid:
(1) carbon source presoma is placed in progress solid phase calcination 4-8h at 150-300 DEG C, obtains carbonized mixture；The carbon source forerunner
Body is aromatic compound and its derivative containing amino, and wherein the quantity of amino-substituent is not less than 2；
(2) by the dialysis of carbonized mixture obtained by step (1), drying to get carbon dots material.
2. the method according to claim 1, wherein the temperature of the calcining is 200-250 DEG C.
3. according to the method in claim 2 or 3, which is characterized in that the temperature of the calcining is 200 DEG C.
4. method according to claim 1 to 3, which is characterized in that the solid phase calcination includes putting carbon source presoma
Enter and is directly heat-treated in Muffle furnace, tube furnace or baking oven.
5. method according to claim 1 to 4, which is characterized in that the dialysis is that carbonized mixture is dissolved in water
In, it dialyses in bag filter, removes unreacted precursor molecule and bulky grain.
6. pH responsive type long wavelength's fluorescent carbon point material of any the method preparation of claim 1-5.
7. a kind of pH probe, which is characterized in that the probe is comprising pH responsive type long wavelength's fluorescent carbon as claimed in claim 6
Point material.
8. a kind of method of real-time monitoring cellular pH fluctuation, which is characterized in that the method is that pH as claimed in claim 6 is quick
Sense type long wavelength's fluorescent carbon point material or pH probe as claimed in claim 7 are imported into cell.
9. the measuring method of pH in a kind of cell, which is characterized in that the method is that pH responsive type as claimed in claim 6 is long
Wavelength fluorescent carbon dots material or pH probe as claimed in claim 7 are imported into cell.
10. pH responsive type long wavelength's fluorescent carbon point material as claimed in claim 6 or pH probe as claimed in claim 7 are in life
The application of object medical domain.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910333514.1A CN109897634B (en) | 2019-04-24 | 2019-04-24 | pH-sensitive long-wavelength fluorescent carbon dot and biological application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910333514.1A CN109897634B (en) | 2019-04-24 | 2019-04-24 | pH-sensitive long-wavelength fluorescent carbon dot and biological application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109897634A true CN109897634A (en) | 2019-06-18 |
| CN109897634B CN109897634B (en) | 2020-10-09 |
Family
ID=66956363
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910333514.1A Active CN109897634B (en) | 2019-04-24 | 2019-04-24 | pH-sensitive long-wavelength fluorescent carbon dot and biological application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109897634B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110240146A (en) * | 2019-06-28 | 2019-09-17 | 辽宁大学 | A kind of method and its application for modifying building pH responsive type carbon nano tube compound material based on carbon dots |
| CN112126428A (en) * | 2020-10-10 | 2020-12-25 | 山西大学 | Orange fluorescent carbon dot and preparation method and application thereof |
| CN112683864A (en) * | 2020-12-11 | 2021-04-20 | 广西中烟工业有限责任公司 | Rapid detection method for nicotine in flue-cured tobacco leaves |
| CN113203717A (en) * | 2021-05-09 | 2021-08-03 | 湖南智享未来生物科技有限公司 | Fluorescent carbon dot for vaginal pH detection and preparation method thereof |
| CN114292643A (en) * | 2021-12-31 | 2022-04-08 | 湖南智享未来生物科技有限公司 | Benzene triamine carbon dot, preparation method and application in nucleus staining |
| CN114316967A (en) * | 2021-12-31 | 2022-04-12 | 湖南智享未来生物科技有限公司 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105219385A (en) * | 2015-11-06 | 2016-01-06 | 东华大学 | The preparation method of the carbon quantum dot of the strong luminescence that a kind of pH is stable |
| CN105854937A (en) * | 2016-05-04 | 2016-08-17 | 福州大学 | Carbon quantum dot/CTF-T1 immobilized type visible light catalyst |
| CN107640759A (en) * | 2017-10-20 | 2018-01-30 | 山西大学 | PH responsive type feux rouges carbon quantum dots in weak acid pattern and preparation method thereof |
| CN107916105A (en) * | 2017-11-17 | 2018-04-17 | 山西大学 | It is a kind of to be used to detect red fluorescence carbon quantum dot of internal pH and preparation method thereof |
-
2019
- 2019-04-24 CN CN201910333514.1A patent/CN109897634B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105219385A (en) * | 2015-11-06 | 2016-01-06 | 东华大学 | The preparation method of the carbon quantum dot of the strong luminescence that a kind of pH is stable |
| CN105854937A (en) * | 2016-05-04 | 2016-08-17 | 福州大学 | Carbon quantum dot/CTF-T1 immobilized type visible light catalyst |
| CN107640759A (en) * | 2017-10-20 | 2018-01-30 | 山西大学 | PH responsive type feux rouges carbon quantum dots in weak acid pattern and preparation method thereof |
| CN107916105A (en) * | 2017-11-17 | 2018-04-17 | 山西大学 | It is a kind of to be used to detect red fluorescence carbon quantum dot of internal pH and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 于明波: "杂原子掺杂多色荧光碳点的制备和性质研究", 《大连理工大学硕士学位论文》 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110240146A (en) * | 2019-06-28 | 2019-09-17 | 辽宁大学 | A kind of method and its application for modifying building pH responsive type carbon nano tube compound material based on carbon dots |
| CN110240146B (en) * | 2019-06-28 | 2022-06-14 | 辽宁大学 | Method for constructing pH-sensitive carbon nanotube composite material based on carbon dot modification and application thereof |
| CN112126428A (en) * | 2020-10-10 | 2020-12-25 | 山西大学 | Orange fluorescent carbon dot and preparation method and application thereof |
| CN112683864A (en) * | 2020-12-11 | 2021-04-20 | 广西中烟工业有限责任公司 | Rapid detection method for nicotine in flue-cured tobacco leaves |
| CN113203717A (en) * | 2021-05-09 | 2021-08-03 | 湖南智享未来生物科技有限公司 | Fluorescent carbon dot for vaginal pH detection and preparation method thereof |
| CN113203717B (en) * | 2021-05-09 | 2024-01-26 | 湖南智享未来生物科技有限公司 | Fluorescent carbon dot for detecting pH of vagina and preparation method thereof |
| CN114292643A (en) * | 2021-12-31 | 2022-04-08 | 湖南智享未来生物科技有限公司 | Benzene triamine carbon dot, preparation method and application in nucleus staining |
| CN114316967A (en) * | 2021-12-31 | 2022-04-12 | 湖南智享未来生物科技有限公司 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
| CN114316967B (en) * | 2021-12-31 | 2023-04-14 | 湖南智享未来生物科技有限公司 | Carbon dot composition, preparation method and application in cell nucleus and membrane co-staining |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109897634B (en) | 2020-10-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109897634A (en) | A kind of pH responsive type long wavelength fluorescent carbon point and its biologic applications | |
| Ye et al. | A red emissive two‐photon fluorescence probe based on carbon dots for intracellular pH detection | |
| Chen et al. | A mitochondria-targeted near-infrared fluorescent probe for imaging viscosity in living cells and a diabetic mice model | |
| Würth et al. | Integrating sphere setup for the traceable measurement of absolute photoluminescence quantum yields in the near infrared | |
| Zhang et al. | Rationally designed organelle-specific thermally activated delayed fluorescence small molecule organic probes for time-resolved biological applications | |
| Li et al. | NIR ratiometric luminescence detection of pH fluctuation in living cells with hemicyanine derivative-assembled upconversion nanophosphors | |
| Kim et al. | Benzimidazole-based ratiometric two-photon fluorescent probes for acidic pH in live cells and tissues | |
| Cao et al. | Lanthanide-doped nanoparticles with upconversion and downshifting near-infrared luminescence for bioimaging | |
| US20020106326A1 (en) | Polyhydroxyl-substituted organic molecule sensing optical in vivo method utilizing a boronic acid adduct and the device thereof | |
| Musumeci et al. | Spectral analysis of laser-induced ultraweak delayed luminescence in cultured normal and tumor human cells: temperature dependence | |
| Sun et al. | A yellow-emitting nitrogen-doped carbon dots for sensing of vitamin B12 and their cell-imaging | |
| CN108794475B (en) | Alcohol-sensing fluorescent carbon dot, and preparation method and application thereof | |
| Galyean et al. | Ionophore-based optical nanosensors incorporating hydrophobic carbon dots and a pH-sensitive quencher dye for sodium detection | |
| CN111876149A (en) | Preparation method and application of ratio type fluorescent carbon dots for detecting sertraline and glutathione | |
| CN110243794A (en) | A kind of fluorescence probe for detecting sulfur dioxide and its application based on graphene quantum dot | |
| Shi et al. | A ratiometric fluorescent sensor for pH fluctuation and its application in living cells with low dark toxicity | |
| Tramier et al. | [25] Homo-FRET versus hetero-FRET to probe homodimers in living cells | |
| Premcheska et al. | The importance, status, and perspectives of hybrid lanthanide-doped upconversion nanothermometers for theranostics | |
| CN109632731A (en) | The carbon-based biomass quantum dot and its preparation method and application of the single double transmittings of excitation | |
| CN111116574A (en) | Viscosity fluorescent probe with mitochondrial targeting function and preparation method and application thereof | |
| CN108069413B (en) | Method for preparing red and green light double-emission carbon dots and application | |
| Si et al. | Carboxylate-containing two-photon probe for the simultaneous detection of extra-and intracellular pH values in colon cancer tissue | |
| Liu et al. | Tumor cell pH detection based on CdSe quantum dots’ fluorescence charateristics | |
| KR101584606B1 (en) | Two-photon fluorescent probes, preparation method for thereof and methods for imaging of pH using the same | |
| Ruedas-Rama et al. | FLIM Strategies for Intracellular Sensing: Fluorescence Lifetime Imaging as a Tool to Quantify Analytes of Interest |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |