CN108358978A - A kind of enhancement magnetic targeted cell fluorescence nano-probe and preparation method thereof - Google Patents
A kind of enhancement magnetic targeted cell fluorescence nano-probe and preparation method thereof Download PDFInfo
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- CN108358978A CN108358978A CN201810230648.6A CN201810230648A CN108358978A CN 108358978 A CN108358978 A CN 108358978A CN 201810230648 A CN201810230648 A CN 201810230648A CN 108358978 A CN108358978 A CN 108358978A
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- 239000000523 sample Substances 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000000126 substance Substances 0.000 claims abstract description 21
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims abstract description 18
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 claims abstract description 13
- 235000019441 ethanol Nutrition 0.000 claims abstract description 11
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims abstract description 10
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000908 ammonium hydroxide Substances 0.000 claims abstract description 9
- 229940056319 ferrosoferric oxide Drugs 0.000 claims abstract description 9
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000004140 cleaning Methods 0.000 claims abstract description 7
- 239000006249 magnetic particle Substances 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 238000002604 ultrasonography Methods 0.000 claims abstract description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 239000012467 final product Substances 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 238000003384 imaging method Methods 0.000 abstract description 13
- 230000010415 tropism Effects 0.000 abstract description 4
- 230000004043 responsiveness Effects 0.000 abstract description 2
- JCRFIMFHWUDIFY-UHFFFAOYSA-N 1-(2-aminoquinolin-8-yl)-2-chloroethanone Chemical compound C1=CC=C(C(=O)CCl)C2=NC(N)=CC=C21 JCRFIMFHWUDIFY-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 14
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 230000003834 intracellular effect Effects 0.000 description 5
- 238000011160 research Methods 0.000 description 4
- 238000013475 authorization Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000000799 fluorescence microscopy Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- 206010060862 Prostate cancer Diseases 0.000 description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 description 2
- 239000012980 RPMI-1640 medium Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000009977 dual effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012894 fetal calf serum Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000012549 training Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/02—Iron compounds
- C07F15/025—Iron compounds without a metal-carbon linkage
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- 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
- G01N21/645—Specially adapted constructive features of fluorimeters
- G01N21/6456—Spatial resolved fluorescence measurements; Imaging
- G01N21/6458—Fluorescence microscopy
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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
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/187—Metal complexes of the iron group metals, i.e. Fe, Co or Ni
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Pathology (AREA)
- Immunology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- General Physics & Mathematics (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
The present invention provides a kind of preparation method of enhancement magnetic targeted cell fluorescence nano-probe, step is：(1) ethanol solution of ferroso-ferric oxide is slowly added in ethanol water, under conditions of ultrasound, is slowly added to ammonium hydroxide；Under conditions of stirring, TEOS, 8 chloroacetylamino quinoline and substance A is added dropwise；The chemical structural formula of the substance A such as formula<l>；(2) by step (1) gains using after washes of absolute alcohol, recycle dry toluene cleaning, dry toluene and APTES are added later, back flow reaction is carried out at 105 DEG C 8 hours, magnetic field is utilized to detach magnetic particle later, it is cleaned using ethyl alcohol to get the grain size of gained namo fluorescence probe is 200~250nm.The imaging for internal cell may be implemented in the present invention, due to gained probe have magnetic responsiveness, can be also used for magnetic target tropism to internal cell imaging.
Description
Technical field
The invention belongs to biomedical nano-probe technical fields, and in particular to a kind of enhancement magnetic targeted cell fluorescence is received
Rice probe and preparation method thereof.
Background technology
Currently, in the image forming job of cell, mainly carried out using fluorescent dye, common dyestuff have be easy quenching,
The short disadvantage of service life so that the fluorescence imaging work of cell has the limitation of larger environment and application duration.
With the continuous deepening of research, it is carried out using intracellular calcium ion, magnesium ion, copper ion and zinc ion corresponding
Fluoroscopic examination, become one of the direction of scientific rersearch for carrying out cell imaging work.
In terms of preparing zinc ion probe, the Chinese patent and Publication No. CN of Publication No. CN 101613344A
The Chinese patent of 102735662A has carried out beneficial exploration, obtains preferable effect.But, although zinc ion probe obtains
Extensive research, but the research that deep cell imaging is carried out using it is seldom.
Magnetic targeted probe in terms of cancer diagnosis and treatment due to magnetic conductance tropism, having a wide range of applications.
Therefore, a kind of probe for having the function of magnetic targeted, carrying out cell imaging using zinc ion in cell is researched and developed, is ability
Domain there is an urgent need for.
Invention content
In view of the shortcomings of the prior art, the purpose of the present invention is to provide a kind of spies of enhancement magnetic targeted cell fluorescence nanometer
The step of preparation method of needle preparation method is：
(1) ethanol solution of ferroso-ferric oxide is slowly added in ethanol water, under conditions of ultrasound, is slowly added
Enter ammonium hydroxide；Under conditions of stirring, 8- chloroacetylaminos quinoline and substance A is added, and TEOS is added dropwise；
The chemical structural formula of the substance A such as formula<l>：
(2) step (1) gains are added anhydrous later using dry toluene cleaning after washes of absolute alcohol, is recycled
Toluene and APTES, carry out back flow reaction 8 hours at 105 DEG C, utilize magnetic field to detach magnetic particle later, are carried out using ethyl alcohol
Cleaning to get.
In the present invention, inventor has selected can generate the 8- chloroacetylaminos that specific recognition is reacted with zinc ion
Quinoline.But inventor has found that when preparing magnetic Nano probe merely with it, the gained fluorescence is very weak, is almost difficult to differentiate,
It is difficult to use in cell imaging.
By repetition test, inventor is added such as formula<l>After compound represented, discovery can significantly enhance for
Fluorescence intensity when zinc ion detects at wavelength 500nm so that the probe prepared be used directly for the fluorescence of cell at
Picture.
In research before this, Authorization Notice No. is that the Chinese patent of 104198449 B of CN is used such as formula<Ⅱ>Institute
The compound of formula obtains good cell imaging effect as probe.But, inventor has found, is difficult to use in magnetic targeted
The preparation of property cell fluorescence nano-probe.When preparing magnetic target tropism cell fluorescence nano-probe with it, fluorescence intensity will appear greatly
The decline of width can not complete cell imaging work.The reason of causing the phenomenon is by designing different, similar compound
Further to be groped to confirm.
In specific work, invention is carried out using PC3 cells (human prostate's cancer cell), and is found that above-mentioned show
As the Chinese patent that used cell is with Authorization Notice No. is 104198449 B of CN is consistent.
Specification the of the method therefor of the present invention with reference to the Chinese patent that Authorization Notice No. is 104198449 B of CN
【0007】Section, specially：Active PC3 cells are inoculated in through recovery containing 10% fetal calf serum and containing 1% dual anti-culture medium
It is 37 DEG C in temperature in (RPMI 1640), 5%CO2And saturated humidity passed to be cultivated in 100% incubator every 2~3 days
In generation 1 time, growth selection cell inoculation in good condition is cultivated in 12 orifice plates, and density is 2 × 104A/ml, secondary daily fresh training
It supports base cleaning cell twice, cell is immersed and contains 300 μ gL-1Probe of the present invention) (900 μ L culture mediums+visited containing the 300 μ g present invention
The DMF/H of needle2100 μ L of O mixed solutions) in, at 37 DEG C, 5%CO2, saturated humidity 100% incubator in be incubated 30min, inhale
Go out the culture solution containing probe of the present invention, cleans cell three times with fresh culture, observe and carry out bright under fluorescence inverted microscope
Field and details in a play not acted out on stage, but told through dialogues are taken pictures；It is immersed again containing 50 μm of olL-1Zn2+Solution (900+500 μm of olL-1Zn of μ L culture mediums2+100 μ of solution
L), in 37 DEG C, 5%CO2, saturated humidity 100% incubator in be incubated 30min, carry out intracellular probes to Zn2+Dyeing is inhaled
Go out to contain Zn2+The culture solution of solution, the cell after dyeing are cleaned three times with fresh culture, are observed under fluorescence inverted microscope again
Probe is to intracellular Zn2+Fluorescence imaging after dyeing takes pictures to cell image and obtains clearly cell outline image.
In actual operation, a kind of Preferable scheme is that：In the ethanol water, the volume ratio of ethyl alcohol and water is 3:1.
In actual operation, a kind of Preferable scheme is that：The volume ratio of the ammonium hydroxide and ethanol water is 1:60.
In actual operation, a kind of Preferable scheme is that：The molar ratio of the 8- chloroacetylaminos quinoline and substance A is
5~12:1.Best scheme is that the molar ratio of the 8- chloroacetylaminos quinoline and goods and materials A are 7:1.
In actual operation, a kind of Preferable scheme is that：When the 8- chloroacetylaminos quinoline is added with substance A, object
The additive amount of matter A and the w/v of ethanol water are 2mg:150~200ml.
In actual operation, a kind of Preferable scheme is that：The volume ratio of the TEOS and ammonium hydroxide is 1:5.
In actual operation, a kind of Preferable scheme is that：Dry toluene is added and when APTES, dry toluene and APTES's
Volume ratio is 35:1.
In the ethanol solution of the ferroso-ferric oxide, the weight concentration of ferroso-ferric oxide is 12~15%.
Another object of the present invention is to provide the enhancement magnetic targeted cell fluorescence being prepared by the above method
Nano-probe.
Beneficial effects of the present invention：
The imaging for internal cell may be implemented in the present invention, since gained probe has magnetic responsiveness, can be also used for
Magnetic target tropism to internal cell imaging.The present invention solves the deficiency of general imaging technique, has service life long, uses ring
The not harsh advantage in border.
Specific implementation mode
Below with specific embodiment, present invention be described in more detail.Reagent that unless stated otherwise, the present invention uses,
Device and method are reagent, equipment and the conventional use of method of the art regular market purchase.
Embodiment one
1, it is prepared as follows the magnetic targeted cell fluorescence nano-probe of the present invention：
(1) ethanol solution of ferroso-ferric oxide is slowly added in ethanol water, under conditions of ultrasound, is slowly added
Enter ammonium hydroxide；Under conditions of stirring, 8- chloroacetylaminos quinoline and substance A is added, and TEOS is added dropwise；
The chemical structural formula of the substance A such as formula<l>：
(2) step (1) gains are added anhydrous later using dry toluene cleaning after washes of absolute alcohol, is recycled
Toluene and APTES, carry out back flow reaction 8 hours at 105 DEG C, utilize magnetic field to detach magnetic particle later, are carried out using ethyl alcohol
Cleaning is to get the grain size of gained namo fluorescence probe is 200~250nm.
In the ethanol water, the volume ratio of ethyl alcohol and water is 3:1.
The volume ratio of the ammonium hydroxide and ethanol water is 1:60.
The molar ratio of the 8- chloroacetylaminos quinoline and goods and materials A are 7:1.
The volume ratio of the TEOS and ammonium hydroxide is 1:5.
When dry toluene and APTES is added, the volume ratio of dry toluene and APTES are 35:1.
When the 8- chloroacetylaminos quinoline is added with substance A, the additive amount of substance A and the weighing body of ethanol water
Product is than being 2mg:150ml.
In the ethanol solution of the ferroso-ferric oxide, the weight concentration of ferroso-ferric oxide is 12%.
2, cell imaging work is carried out as follows：
Active PC3 cells (human prostate's cancer cell) are inoculated in through recovery containing 10% fetal calf serum and containing 1% dual anti-
Culture medium (RPMI 1640) in, temperature be 37 DEG C, 5%CO2And saturated humidity be 100% incubator in cultivate, every
It passes on 1 time within 2~3 days, growth selection cell inoculation in good condition is cultivated in 12 orifice plates, and density is 2 × 104A/ml, next day
Cell is cleaned with fresh culture twice, and cell is immersed and contains 300 μ gL-1Probe of the present invention) (900 μ L culture mediums+contain 300 μ g
The DMF/H of probe of the present invention2100 μ L of O mixed solutions) in, at 37 DEG C, 5%CO2, saturated humidity 100% incubator in be incubated
30min is sucked out the culture solution containing probe of the present invention, cleans cell three times with fresh culture, observed under fluorescence inverted microscope
And carry out bright field and details in a play not acted out on stage, but told through dialogues is taken pictures；It is immersed again containing 50 μm of olL-1Zn2+Solution (900+500 μm of olL-1Zn of μ L culture mediums2+
100 μ L of solution), in 37 DEG C, 5%CO2, saturated humidity 100% incubator in be incubated 30min, carry out intracellular probes to Zn2+
Dyeing is sucked out and contains Zn2+The culture solution of solution, the cell after dyeing are cleaned three times with fresh culture, are inverted in fluorescence micro- again
Microscopic observation probe is to intracellular Zn2+Fluorescence imaging after dyeing takes pictures to cell image and obtains clearly cell outline image.
Recovery and culture for PC3 cells is with reference to 104198449 B specifications of CN【0048】Section is extremely【0051】In section
Hold.
Reference examples 1：
Other than being added without substance A, remaining is consistent with embodiment 1.When carrying out image forming job, carries out light field and details in a play not acted out on stage, but told through dialogues is clapped
According to the fluorescence display that cell can not debate.
Reference examples 2
Other than substance A to be replaced with to the probe s3 described in 104198449 B of CN, remaining is consistent with embodiment 1.
When carrying out fluoroscopic examination, reference examples 2 are consistent with embodiment, and reference examples 2 use the test method of 104198449 B of CN.Into
When row image forming job, carries out light field and details in a play not acted out on stage, but told through dialogues is taken pictures, the fluorescence display of cell is very weak, acellular imaging meaning.
Claims (10)
1. a kind of preparation method of enhancement magnetic targeted cell fluorescence nano-probe, which is characterized in that the step of the preparation method
Suddenly it is：
(1) ethanol solution of ferroso-ferric oxide is slowly added in ethanol water, under conditions of ultrasound, is slowly added to ammonia
Water；Under conditions of stirring, 8- chloroacetylaminos quinoline and substance A is added, and TEOS is added dropwise；
The chemical structural formula of the substance A such as formula<l>It is shown：
(2) dry toluene is added using dry toluene cleaning after washes of absolute alcohol, is recycled in step (1) gains later
And APTES, back flow reaction is carried out at 105 DEG C 8 hours, utilize magnetic field to detach magnetic particle later, cleaned using ethyl alcohol,
To obtain the final product, the grain size of gained namo fluorescence probe is 200~250nm.
2. preparation method according to claim 1, which is characterized in that in the ethanol water, the volume of ethyl alcohol and water
Than being 3:1.
3. preparation method according to claim 1, which is characterized in that the volume ratio of the ammonium hydroxide and ethanol water is 1:
60。
4. preparation method according to claim 1, which is characterized in that the 8- chloroacetylaminos quinoline and substance A
Molar ratio is 5~12:1.
5. preparation method according to claim 1, which is characterized in that the 8- chloroacetylaminos quinoline and substance is added
When A, the additive amount of substance A and the w/v of ethanol water are 2mg:150~200ml.
6. preparation method according to claim 4, which is characterized in that the 8- chloroacetylaminos quinoline is with goods and materials A's
Molar ratio is 7:1.
7. preparation method according to claim 1, which is characterized in that the volume ratio of the TEOS and ammonium hydroxide is 1:5.
8. preparation method according to claim 1, which is characterized in that dry toluene is added and when APTES, dry toluene and
The volume ratio of APTES is 35:1.
9. preparation method according to claim 1, which is characterized in that in the ethanol solution of the ferroso-ferric oxide, four oxygen
The weight concentration for changing three-iron is 12~15%.
10. the enhancement magnetic targeted cell fluorescence nano-probe being prepared by any one of claim 1~9 the method.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102660255A (en) * | 2012-04-20 | 2012-09-12 | 北京化工大学 | Magnetic fluorescent nanoparticle with biological activity and method for preparing magnetic fluorescent nanoparticle |
| CN102898461A (en) * | 2012-10-25 | 2013-01-30 | 南京大学 | Method for preparing fluorescent and magnetic resonance dual-functional nanometer super-paramagnetic particles for detecting life system |
| CN103207165A (en) * | 2012-01-16 | 2013-07-17 | 中国科学院合肥物质科学研究院 | Core-shell-structured nano-particles modified with 8-aminoquinoline derivative, and preparation method and application thereof |
| CN104198449A (en) * | 2014-08-08 | 2014-12-10 | 贵州大学 | Fluorescence probe method for live cell imaging |
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2018
- 2018-03-20 CN CN201810230648.6A patent/CN108358978B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103207165A (en) * | 2012-01-16 | 2013-07-17 | 中国科学院合肥物质科学研究院 | Core-shell-structured nano-particles modified with 8-aminoquinoline derivative, and preparation method and application thereof |
| CN102660255A (en) * | 2012-04-20 | 2012-09-12 | 北京化工大学 | Magnetic fluorescent nanoparticle with biological activity and method for preparing magnetic fluorescent nanoparticle |
| CN102898461A (en) * | 2012-10-25 | 2013-01-30 | 南京大学 | Method for preparing fluorescent and magnetic resonance dual-functional nanometer super-paramagnetic particles for detecting life system |
| CN104198449A (en) * | 2014-08-08 | 2014-12-10 | 贵州大学 | Fluorescence probe method for live cell imaging |
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