CN106190105A - The synthesis of cell probe based on red fluorescence carbon nanomaterial and application - Google Patents
The synthesis of cell probe based on red fluorescence carbon nanomaterial and application Download PDFInfo
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- CN106190105A CN106190105A CN201610551556.9A CN201610551556A CN106190105A CN 106190105 A CN106190105 A CN 106190105A CN 201610551556 A CN201610551556 A CN 201610551556A CN 106190105 A CN106190105 A CN 106190105A
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- 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
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
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Abstract
The invention discloses synthesis and the application of a kind of cell probe based on red fluorescence carbon nanomaterial.The synthesis of this cell probe comprises the following steps with application: utilize ascorbic acid, oleamide and poly-maleic anhydride synthesis hydrophilic fluorescent carbon nano material；The hydrophilic fluorescent carbon nanomaterial of synthesis is utilized respectively Polyethylene Glycol, arginine, histidine and glucose and carries out functionalization；By nanometer-material-modified for the fluorescent carbon of four kinds of functionalization upper biotin and folic acid, prepare four kinds of cell probes；Cultured cell is mixed with four kinds of cell probes respectively, utilizes cell imaging instrument observation of cell imaging contexts.Cell probe operation synthesized by the present invention is simple, can be mass, can be used in the real-time monitoring of living cells imaging.
Description
Technical field
The present invention relates to cell probe technique field, be that cell based on red fluorescence carbon nanomaterial is visited in particular
The synthesis of pin and application, the invention still further relates to the new method using described cell probe to carry out cell imaging.
Background technology
Fluorescent carbon nano material has adjustable emission spectrum it is considered to be a kind of have the nanocrystalline of wide application prospect
Body material, has synthesized the visible emission spectrum fluorescent carbon nano material with the sub-productivity of high light, has been answered
For bioprobe.Fluorescent carbon nano material, as a kind of novel fluorescent material, is applied at optics and bioanalysis and is shown
Go out the performance of excellence.Comparing organic dyestuff, the photochemical stability of fluorescent carbon nano material is more preferable, and light does not the most occur
Degrade thus avoid interference effect.Comparing traditional quantum dot, fluorescent carbon nano material does not has potential bio-toxicity and light
Flicker problem.Fluorescent carbon nano material has good water solublity and good biocompatibility, and up to the present, fluorescent carbon is received
Rice material is widely studied at biomarker, medicine transmission, bio-imaging and detection field and applies.Light with short wavelength
The image exciting lower acquisition is compared, and the image table obtained under near-infrared excitation wavelength reveals best signal and background separation.
Generally speaking, fluorescent carbon nano material has four obvious advantages: (1) excitation spectrum spectrum width, extends from ultraviolet region always
To visible region;(2) its photoluminescent property is highly stable, and after the excitation light irradiation of a few hours, its fluorescence intensity is still
Keep constant;(3) Premeabilisation of cells ability is good;(4) bio-compatibility is good, and toxicity is relatively low.The longest by In vivo optical imaging
Wavelength, particularly near infrared region, thus carbon nanomaterial as optical nano probe for bio-imaging have huge should
Use potentiality.
At present, fluorescent carbon nano material be applied successfully to bio-imaging, medicament transport, environment measuring, photocatalysis,
Energy conversion, photoelectron and sensory field.At present, the preparation method of fluorescent carbon nano material includes laser ablation, template
Method, electrochemical process, hydro-thermal method and concentrated acid oxidation of organic compounds carbonizatin method etc..In above method, hydro-thermal method has preferably because of it
Controllability, easily operated and gentle reaction condition and favored, be a kind of important side preparing fluorescent nano material
Method.By regulation reaction temperature, response time, material rate and other relevant parameters, size, composition and table can be prepared
The fluorescent nano particle of face structure-controllable, so that we can change its optical property.
Water miscible fluorescent carbon nano material can preferably be combined with biomaterial, is in present aqueous solution and Cytoplasm
Directly detection, substantially reduces early stage process work, and can increase fluoroscopic load efficiency, make cell imaging become apparent from.
Fluorescent material under near-infrared excites is gentleer, and the injury to cell is little, substantially can enter under the normal growing state of cell
Row imaging.In view of this replace traditional biological dye the imaging of living cells can be had more standard by fluorescent carbon nano material
Really property and actual effect, and applied range, can be all suitable for almost all of cell.
Based on above technology, it would be desirable to look for a kind of cheap shirtsleeve operation method, synthesize a kind of high-efficiency and low-cost
Cell probe, synthesized probe should change simple to operate, can be mass, can be used for the real-time monitoring of living cells imaging, thus
Realize cytopathic detection.
Summary of the invention
The technical problem to be solved in the present invention there is provided a kind of cell probe based on red fluorescence carbon nanomaterial
Synthesis and application.
In order to solve above-mentioned technical problem, the present invention is realized by following measures: based on red fluorescence carbon nanometer
The synthesis of the cell probe of material and application, it comprises the following steps:
(1) will experiment required for organic reagent carry out distillation purifying；
(2) the red fluorescence carbon nanomaterial of synthesis hydrophilic；
(3) will connect respectively on the hydrophilic red fluorescence carbon nanomaterial of synthesis upper Polyethylene Glycol, arginine, histidine,
Glucose carries out functionalization；
(4) the red fluorescence carbon nanomaterial of functionalization being modified upper folic acid and biotin, the synthesis of cell probe is complete；
(5) cultured different cells are mixed with cell probe respectively, utilize cell imaging instrument observation of cell imaging feelings
Condition.
The synthesis of cell probe based on red fluorescence carbon nanomaterial and application, is characterized in that, described synthesis and application
Comprise the steps:
(1) by 1 g dissolution of ascorbic acid to the there-necked flask filling 12 mL oleamide, solution is heated to 200 DEG C, condenses back
Flowing 4 h, then stopped reaction is cooled to room temperature, washs organic facies respectively with acetone and chloroform, obtains product 1, the most hydrophobic
The red fluorescence carbon nanomaterial of property；
(2) by Sonication, 20 mg poly-maleic anhydrides are dissolved in 1 mL chloroform, add the product of purification
1, sonicated is until obtaining the solution of clarification, and then evaporation removes chloroform, and it is 9.5 that the solid obtained is distributed to pH
In hydrochlorate buffer solution, magnetic agitation 5 h, obtain product 2, the most hydrophilic red fluorescence carbon nanomaterial；
(3) respectively 1 mg Polyethylene Glycol, arginine, histidine, glucose are joined in product 2, be heated to 40 DEG C, condense back
Flow 12 h, respectively obtain the hydrophilic red fluorescence carbon nanomaterial of Polyethylene Glycol, arginine, histidine, glucose functionalization；
(4) taking 1 mg folic acid and 1 mg N-hydroxysuccinimide is dissolved into 2 mL N, in N '-dimethyl Methanamide, stirring is anti-
Answer 2 h, obtain solution 3 folic acid/N-hydroxysuccinimide；
(5) take 1 mg biotin, 1 mg N-hydroxysuccinimide and 0.5 mg N, N '-dicyclohexylcarbodiimide to dissolve
To 2 mL N, in N '-dimethyl Methanamide, stirring reaction 2 h, obtain solution 4 biotins/N-hydroxysuccinimide；
(6) take respectively Polyethylene Glycol that 1 mL step (3) obtains, arginine, histidine, glucose functionalization hydrophobicity red
Fluorescent carbon nano material, is separately added into the mixing of the solution 4 of solution 3 and 30 μ L step (5) gained of 30 μ L step (4) gained
Solution, reacts 5 h under room temperature, the suspension being centrifugally separating to obtain, and solid is distributed to the hydrochlorate buffer solution that pH is 9.0
In, it being saved in the refrigerator of 4 DEG C, four kinds of cell probe synthesis are complete;
(7) cultured different cells are mixed with four kinds of cell probes respectively, after 30 min, utilize cell imaging instrument to see
Examine cell imaging situation.
Beneficial effects of the present invention:
(1) utilize red fluorescence carbon nanomaterial and folic acid and the cell probe of biotin synthesis, there is good stability, life
The advantage that the thing compatibility is good, toxicity is little, applied widely；
(2) the cell probe operation synthesized by the present invention is simple, can be mass, can be used for the cell one-tenth of nearly all cell
Picture；
(3) present invention utilizes the method for cell imaging instrument to be measured operating quickly and easily, and reaction and result are automatic by instrument
Complete and record, it is to avoid the impact of subjective factors, and ensure there is good repeatability, it is simple to Site Detection.
Accompanying drawing explanation
With specific embodiment, the present invention is described in further detail below in conjunction with the accompanying drawings.
[Fig. 1] cell probe building-up process.
Detailed description of the invention
The synthesis of cell probe based on red fluorescence carbon nanomaterial and application, it comprises the following steps:
(1) will experiment required for organic reagent carry out distillation purifying；
(2) the red fluorescence carbon nanomaterial of synthesis hydrophilic；
(3) will connect respectively on the hydrophilic red fluorescence carbon nanomaterial of synthesis upper Polyethylene Glycol, arginine, histidine,
Glucose carries out functionalization；
(4) the red fluorescence carbon nanomaterial of functionalization being modified upper folic acid and biotin, the synthesis of cell probe is complete;
(5) cultured different cells are mixed with cell probe respectively, utilize cell imaging instrument observation of cell imaging feelings
Condition.
The synthesis of cell probe based on red fluorescence carbon nanomaterial and application, is characterized in that, described synthesis and application
Comprise the steps:
(1) by 1 g dissolution of ascorbic acid to the there-necked flask filling 12 mL oleamide, solution is heated to 200 DEG C, condenses back
Flowing 4 h, then stopped reaction is cooled to room temperature, washs organic facies respectively with acetone and chloroform, obtains product 1, the most hydrophobic
The red fluorescence carbon nanomaterial of property；
(2) by Sonication, 20 mg poly-maleic anhydrides are dissolved in 1 mL chloroform, add the product of purification
1, sonicated is until obtaining the solution of clarification, and then evaporation removes chloroform, and it is 9.5 that the solid obtained is distributed to pH
In hydrochlorate buffer solution, magnetic agitation 5 h, obtain product 2, the most hydrophilic red fluorescence carbon nanomaterial；
(3) respectively 1 mg Polyethylene Glycol, arginine, histidine, glucose are joined in product 2, be heated to 40 DEG C, condense back
Flow 12 h, respectively obtain the hydrophilic red fluorescence carbon nanomaterial of Polyethylene Glycol, arginine, histidine, glucose functionalization；
(4) taking 1 mg folic acid and 1 mg N-hydroxysuccinimide is dissolved into 2 mL N, in N '-dimethyl Methanamide, stirring is anti-
Answer 2 h, obtain solution 3 folic acid/N-hydroxysuccinimide；
(5) take 1 mg biotin, 1 mg N-hydroxysuccinimide and 0.5 mg N, N '-dicyclohexylcarbodiimide to dissolve
To 2 mL N, in N '-dimethyl Methanamide, stirring reaction 2 h, obtain solution 4 biotins/N-hydroxysuccinimide；
(6) take respectively Polyethylene Glycol that 1 mL step (3) obtains, arginine, histidine, glucose functionalization hydrophobicity red
Fluorescent carbon nano material, is separately added into the mixing of the solution 4 of solution 3 and 30 μ L step (5) gained of 30 μ L step (4) gained
Solution, reacts 5 h under room temperature, the suspension being centrifugally separating to obtain, and solid is distributed to the hydrochlorate buffer solution that pH is 9.0
In, it being saved in the refrigerator of 4 DEG C, four kinds of cell probe synthesis are complete；
(7) cultured different cells are mixed with four kinds of cell probes respectively, after 30 min, utilize cell imaging instrument to see
Examine cell imaging situation.
Embodiment 1 (Hela cell)
(1) will experiment required for organic reagent carry out distillation purifying；
(2) by 1 g dissolution of ascorbic acid to the there-necked flask filling 12 mL oleamide, solution is heated to 200 DEG C, condenses back
Flowing 4 h, then stopped reaction is cooled to room temperature, washs organic facies respectively with acetone and chloroform, obtains product 1, the most hydrophobic
The red fluorescence carbon nanomaterial of property；
(3) by Sonication, 20 mg poly-maleic anhydrides are dissolved in 1 mL chloroform, add the product of purification
1, sonicated is until obtaining the solution of clarification, and then evaporation removes chloroform, and it is 9.5 that the solid obtained is distributed to pH
In hydrochlorate buffer solution, magnetic agitation 5 h, obtain product 2, the most hydrophilic red fluorescence carbon nanomaterial；
(4) respectively 1 mg Polyethylene Glycol, arginine, histidine, glucose are joined in product 2, be heated to 40 DEG C, condense back
Flow 12 h, respectively obtain the hydrophilic red fluorescence carbon nanomaterial of Polyethylene Glycol, arginine, histidine, glucose functionalization；
(5) taking 1 mg folic acid and 1 mg N-hydroxysuccinimide is dissolved into 2 mL N, in N '-dimethyl Methanamide, stirring is anti-
Answer 2 h, obtain solution 3 folic acid/N-hydroxysuccinimide；
(6) take 1 mg biotin, 1 mg N-hydroxysuccinimide and 0.5 mg N, N '-dicyclohexylcarbodiimide to dissolve
To 2 mL N, in N '-dimethyl Methanamide, stirring reaction 2 h, obtain solution 4 biotins/N-hydroxysuccinimide；
(7) take respectively Polyethylene Glycol that 1 mL step (3) obtains, arginine, histidine, glucose functionalization hydrophobicity red
Fluorescent carbon nano material, is separately added into the mixing of the solution 4 of solution 3 and 30 μ L step (5) gained of 30 μ L step (4) gained
Solution, reacts 5 h under room temperature, the suspension being centrifugally separating to obtain, and solid is distributed to the hydrochlorate buffer solution that pH is 9.0
In, it being saved in the refrigerator of 4 DEG C, four kinds of cell probe synthesis are complete；
(8) cultured Hela cell is mixed with four kinds of cell probes respectively, after 30 min, utilizes cell imaging instrument to enter
Row observation of cell imaging contexts.
Embodiment 2 (MCF-7 cell)
Synthesis step is with embodiment 1, and except for the difference that cultured MCF-7 cell is mixed training with four kinds of cell probes by (8) respectively
Support, after 30 min, utilize cell imaging instrument to carry out observation of cell imaging contexts.
Embodiment 3 (K-562 cell)
Synthesis step is with embodiment 1, and except for the difference that cultured K-562 cell is mixed training with four kinds of cell probes by (8) respectively
Support, after 30 min, utilize cell imaging instrument to carry out observation of cell imaging contexts.
Embodiment 4 (HepG2 cell)
Synthesis step is with embodiment 1, and except for the difference that cultured HepG2 cell is mixed training with four kinds of cell probes by (8) respectively
Support, after 30 min, utilize cell imaging instrument to carry out observation of cell imaging contexts.
Claims (2)
1. the synthesis of cell probe based on red fluorescence carbon nanomaterial and application, it comprises the following steps:
(1) will experiment required for organic reagent carry out distillation purifying；
(2) the red fluorescence carbon nanomaterial of synthesis hydrophilic；
(3) will connect respectively on the hydrophilic red fluorescence carbon nanomaterial of synthesis upper Polyethylene Glycol, arginine, histidine,
Glucose carries out functionalization；
(4) the red fluorescence carbon nanomaterial of functionalization being modified upper folic acid and biotin, the synthesis of cell probe is complete；
(5) cultured different cells are mixed with cell probe respectively, utilize cell imaging instrument observation of cell imaging feelings
Condition.
2. the synthesis of cell probe based on red fluorescence carbon nanomaterial and application, is characterized in that, described synthesis and application bag
Include following steps:
(1) by 1 g dissolution of ascorbic acid to the there-necked flask filling 12 mL oleamide, solution is heated to 200 DEG C, condenses back
Flowing 4 h, then stopped reaction is cooled to room temperature, washs organic facies respectively with acetone and chloroform, obtains product 1, the most hydrophobic
The red fluorescence carbon nanomaterial of property；
(2) by Sonication, 20 mg poly-maleic anhydrides are dissolved in 1 mL chloroform, add the product of purification
1, sonicated is until obtaining the solution of clarification, and then evaporation removes chloroform, and it is 9.5 that the solid obtained is distributed to pH
In hydrochlorate buffer solution, magnetic agitation 5 h, obtain product 2, the most hydrophilic red fluorescence carbon nanomaterial；
(3) respectively 1 mg Polyethylene Glycol, arginine, histidine, glucose are joined in product 2, be heated to 40 DEG C, condense back
Flow 12 h, respectively obtain the hydrophilic red fluorescence carbon nanomaterial of Polyethylene Glycol, arginine, histidine, glucose functionalization；
(4) taking 1 mg folic acid and 1 mg N-hydroxysuccinimide is dissolved into 2 mL N, in N '-dimethyl Methanamide, stirring is anti-
Answer 2 h, obtain solution 3 folic acid/N-hydroxysuccinimide；
(5) take 1 mg biotin, 1 mg N-hydroxysuccinimide and 0.5 mg N, N '-dicyclohexylcarbodiimide to dissolve
To 2 mL N, in N '-dimethyl Methanamide, stirring reaction 2 h, obtain solution 4 biotins/N-hydroxysuccinimide；
(6) take respectively Polyethylene Glycol that 1 mL step (3) obtains, arginine, histidine, glucose functionalization hydrophobicity red
Fluorescent carbon nano material, is separately added into the mixing of the solution 4 of solution 3 and 30 μ L step (5) gained of 30 μ L step (4) gained
Solution, reacts 5 h under room temperature, the suspension being centrifugally separating to obtain, and solid is distributed to the hydrochlorate buffer solution that pH is 9.0
In, it being saved in the refrigerator of 4 DEG C, four kinds of cell probe synthesis are complete；
(7) cultured different cells are mixed with four kinds of cell probes respectively, after 30 min, utilize cell imaging instrument to see
Examine cell imaging situation.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103980894A (en) * | 2014-05-30 | 2014-08-13 | 吉林大学 | Fluorescence carbon quantum dot with targeted recognition function on cancer cells, and preparation method and application thereof |
| CN104083771A (en) * | 2014-06-25 | 2014-10-08 | 复旦大学 | Fluorescence resonance energy transfer-based tumor imaging and therapeutic targeting system and construction method thereof |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103980894A (en) * | 2014-05-30 | 2014-08-13 | 吉林大学 | Fluorescence carbon quantum dot with targeted recognition function on cancer cells, and preparation method and application thereof |
| CN104083771A (en) * | 2014-06-25 | 2014-10-08 | 复旦大学 | Fluorescence resonance energy transfer-based tumor imaging and therapeutic targeting system and construction method thereof |
Non-Patent Citations (2)
| Title |
|---|
| HAYDAR ALI等: "Red Fluorescent Carbon Nanoparticle-Based Cell Imaging Probe", 《APPL. MATER. INTERFACES》 * |
| SUSANTA KUMAR BHUNIA 等: "Carbon Nanoparticle-based Fluorescent Bioimaging Probes", 《SCIENTIFIC REPORTS》 * |
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