CN105181662B - A kind of method that qualitative detection is supported on function nano distribution of particles in polysaccharide microsphere - Google Patents
A kind of method that qualitative detection is supported on function nano distribution of particles in polysaccharide microsphere Download PDFInfo
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- CN105181662B CN105181662B CN201510540038.2A CN201510540038A CN105181662B CN 105181662 B CN105181662 B CN 105181662B CN 201510540038 A CN201510540038 A CN 201510540038A CN 105181662 B CN105181662 B CN 105181662B
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Abstract
The invention discloses a kind of method that qualitative detection is supported on function nano distribution of particles in polysaccharide microsphere, more particularly to the function nano particle that fluorescein isothiocynate (FITC) mark is coated with polysaccharide microsphere, excited by fluorescence microscope and laser confocal microscope in the case where wavelength is 488nm, fluorescein sends green glow, so as to judge distribution of the nano particle in polysaccharide microsphere.Because FITC and specific amino functional group are reacted, the nano particle that the cystamine that has primary amino radical by using both ends has carboxyl to surface is modified, and so as to provide the reactive group with FITC reactions, realizes marks of the FITC to function nano particle.Preparation process of the present invention is simple, and reaction condition is gentle, and stability is good, is easy to preserve, good biocompatibility, realizes the visual inspection being distributed to nano particle in pharmaceutical carrier, can be widely applied to the biologic applications field of nano material.
Description
Technical field
The invention belongs to nano material biologic applications technical field, is related to a kind of qualitative detection and is supported on work(in polysaccharide microsphere
The method of energy nano particle distribution.
Background technology
Function nano particle refers to there is specific function, such as Fe3O4Nano particle etc., there is unique magnetic responsiveness energy,
Promptly magnetic response can be made to additional magnetic signal, in magnetic heat cure tumour, targeted drug delivery and stimulation-response control
Release etc. has a wide range of applications.In recent years, the development of pharmaceutical carrier, the again extensive use for nano particle provide extensively
Wealthy development space, pass through pharmaceutical carrier coated magnetic Fe3O4Nano particle, the bio-compatible of nano particle both it had been remarkably improved
Property, and using the magnetic performance of nano particle, significantly improve the utilization rate of medicine, there is important application value.
Material is the key factor for determining pharmaceutical carrier characteristic, and typically, drug carrier material is both needed to possess good film-forming property, with
Encapsulation object does not react, the characteristics such as good biocompatibility and degradability are good.Sodium alginate, chitosan because its resource it is rich
Richness, the advantages that simple, cheap is prepared, meanwhile, the natural polysaccharide hydrogel sphere that sodium alginate-chitosan is formed has three-dimensional
Mesh space structure, nano particle and antineoplastic can be largely loaded, therefore, by extensive in the application of pharmaceutical carrier
Concern.
At present, the technique for preparing hydrogel microsphere mainly has emulsion process, interfacial polymerization, phase separation method, spray drying process
With electrostatic drop generation etc..And electrostatic drop generation is that electric field force is acted on into microfluidic process, solution is set to form diameter much smaller than spray
The high-speed jet of mouth size simultaneously breaks to form charged drop, and drop produces repulsive interaction because carrying same sex electric charge in the curing process
And make microballoon that there is excellent spontaneous monodispersity.Microballoon preparation process is gentle, simple to operate, and microspherulite diameter is controllable, and pattern is good
Good, envelop rate is high, has broad application prospects.
However, magnetic Fe3O4After nano particle is encapsulated into pharmaceutical carrier, it is in the distribution of carrier inside and to pharmaceutical carrier
The influence of structure, the magnetic performance of nano particle and its application in terms of pharmaceutical carrier will be directly influenced.People attempt each
Nano particle is marked kind method, and to observe its distribution inside pharmaceutical carrier, but its process is complicated, and due to glimmering
Photoresonance energy transfer, easily causes fluorescent quenching, it is restricted in biomedical aspect.
The content of the invention
To solve the above problems, the invention provides a kind of qualitative detection to be supported on function nano particle point in polysaccharide microsphere
The method of cloth.
To achieve the above object, the technical scheme taken of the present invention is：
S1, the magnetic Fe for preparing marked by fluorescein isothiocyanate3O4Nano particle, preparation method include following steps：
Step 1: surface is carried to the water miscible Fe of carboxyl3O4Nano particle, it is dissolved into 2- (N- morpholines) ethyl sulfonic acid
(MES) in cushioning liquid, 1- ethyls-(3- dimethylaminopropyls) carbodiimide hydrochloride and n-hydroxysuccinimide are added
The mass ratio that the aqueous solution carries out activation 15-30min, EDC and NHS is 2: 3-2: 5, EDC and the mol ratio of carboxyl is 1: 3~1: 6；
Step 2: the PBS aqueous solution of the pH=7.4 dissolved with cystamine is added in above-mentioned solution, carboxyl and cystamine
Mol ratio is 1: 3~1: 5, in shaking table, 250r/min reactions 2-4h；
Step 3: after reaction terminates, by magnetic separation method, nano particle is separated out from solution, is washed with deionized
Particle three times, obtains Fe3O4- AED, by the Fe of gained3O4- AED is dissolved in deionized water, with 0.5mol/L NaOH adjust pH to
8.8, obtain solution A；
Step 4: 1mg fluorescein isothiocynates are dissolved in 1mL dimethyl sulfoxide (DMSO)s, with pH=7.4 PBS phosphate
Cushioning liquid is diluted to concentration after 50 μ g/mL, to be mixed with solution A, and the mol ratio of fluorescein and primary amino radical is 1: 60~1:
100, at room temperature, bed reaction 4h is shaken in 150r/min, after reaction terminates, Magneto separate is carried out according to step 3, is washed with ethanol
Wash three times, obtain Fe3O4- AED-FITC, consisting of
S2, by Fe3O4- AED-FITC is added in the sodium alginate aqueous solution that concentration is 1-2%, is stirred, is obtained concentration
For 0.2~1.0mgFe/mL mixed liquor；
S3, the CaCl for being 1-2% by the mixed liquor instillation concentration of gained with electrostatic pulse sessile drop method2In the aqueous solution, electrostatic
Field voltage is 350V, frequency 400Hz, 500 μm of metallic nozzle diameter, and liquid level is added dropwise after 1h, stands 30min away from 2cm,
Flushed three times with deionized water, remove the Ca of gel ball excess surface2+Ion, the screen cloth screening Microsphere Size of 150 mesh is crossed, must be carried
Fe3O4- AED-FITC alginate balls；
S4, gained carried into Fe3O4The acetum overlay film 30-40min of-AED-FITC alginate ball chitosans
Afterwards, deionized water rinsing three times, must be coated with Fe3O4- AED-FITC AC microballoons (alginate-chitosan microball)；
S5, gained is coated with Fe3O4- AED-FITC AC microballoons are placed in fluorescence microscope or laser co-focusing is micro-
Under mirror, wavelength is to be excited under 488nm, observes the distribution of green fluorescence bright spot, as function nano particle is in polysaccharide microsphere
Internal distribution.
Wherein, step S1-S5 is completed under the conditions of lucifuge.
Wherein, described water miscible Fe3O4The particle diameter of nano particle is 3~100nm.
Wherein, a diameter of 500 μm of metallic nozzle used by impulse electric field sessile drop method.
Wherein, described function nano particle is magnetic Fe3O4Nano particle.
Wherein, when continuing overlay film to gel ball with chitosan, the volume ratio of gel ball and chitosan solution is 1: 4.
The invention has the advantages that：
Using FITC flag Fs e3O4Nano particle, by cystamine to Fe3O4Nano particle carries out surface modification, in next step
It is grafted FITC and reaction amino is provided.Compared with prior art, grafting efficiency of the invention is high, and reaction product is stable, is easy to protect
Deposit, be not easy that fluorescent quenching phenomenon occurs because of resonance energy transfer.Used drug carrier material is alginate/chitosan
(AC) microballoon, the microballoon have three-dimensional netted space structure, can largely load nano particle and antineoplastic, have encapsulating
The advantages that rate is high, vast development space is provided for the development of pharmaceutical carrier.
Brief description of the drawings
The 19nm water solubilitys Fe of Figure 1A embodiment of the present invention 13O4The TEM figures of nano particle.
The 19nm water solubilitys Fe of Figure 1B embodiment of the present invention 13O4The dynamic light scattering of nano particle characterizes.
The Fe of Fig. 1 C embodiment of the present invention 13O4Nano particle and Fe3O4- AED FTIR figures.
The Fe of Fig. 2 embodiment of the present invention 23O4- AED and Fe3O4- AED-FITC ultraviolet-visible absorption spectroscopy figure.
The concentration of Fig. 3 A and the 3B embodiment of the present invention 3 is 0.38mg Fe/mL load Fe3O4- AED-FITC AC microballoons
The grain size distribution of microphotograph and microballoon.
The concentration of Fig. 3 C embodiment of the present invention 3 is 0.38mg Fe/mL load Fe3O4- AED-FITC AC fluorescence microscopes
Photo.
The concentration of Fig. 3 D embodiment of the present invention 3 is 0.38mg Fe/mL load Fe3O4The laser of-AED-FITC AC microballoons
Laser Scanning Confocal Microscope photo.
The concentration of Fig. 4 A embodiment of the present invention 4 is 0.80mg Fe/mL load Fe3O4- AED-FITC AC microsphere lasers are total to
Focusing microscope photo.
The concentration of Fig. 4 B embodiment of the present invention 4 is 0.80mg Fe/mL load Fe3O4The z-axis of-AED-FITC AC microballoons point
Cloth laser confocal microscope photo.
Fig. 5 is the magnetic Fe that fluorescein isothiocynate (FITC) marks in the embodiment of the present invention3O4Nano particle (Fe3O4-
AED-FITC preparation flow figure).
Embodiment
In order that objects and advantages of the present invention are more clearly understood, the present invention is carried out with reference to embodiments further
Describe in detail.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, it is not used to limit this hair
It is bright.
Embodiment 1
Fe is modified with cystamine3O4The method of nano particle：
19nm Fe3O4Nano particle prepares bibliography：Nature Materials.2004,3,891-895.
Oil phase nano particle turns water bibliography：Xi'an Goldmag Nanobiotech Co., Ltd., reference number of a document GMAG-
QI-PD-020。
5mL is dissolved with to 19nm Fe3O4The MES cushioning liquid of nano particle (concentration containing carboxyl is 0.03mmol/mL) in
In 50mL plastic centrifuge tubes (pH=6), the 0.5mL EDC aqueous solution (concentration 2mmol/mL) is added, in 150r/min shaking table
On, vibrate 15min；The 0.5mL NHS aqueous solution (concentration 10mmol/mL) is added in above-mentioned solution；Then 25mL is added to contain
The PBS cushioning liquid (pH=7.4) of cystamine (concentration 0.03mmol/mL), is reacted on 150r/min shaking table, after 2h
Terminating reaction, by magnetic separation method, nano particle is separated out from solution, be washed with deionized, repeat aforesaid operations three
Secondary, final reaction product (Fe3O4- AED) it is dissolved in 2mL deionized waters.
About 15uL is dispersed with 19nm Fe3O4The aqueous solution of nano particle drop in be coated with carbon film Cu it is online, it is natural
After drying, transmission electron microscope is done, as shown in Figure 1A.
Take 1~1.5mL Fe3O4The aqueous solution of nano particle, use Malvern Nano Zeta Sizer Analyzer
Light scattering test hydrated radius is carried out, 19nm Fe are understood from Figure 1B3O4Nano particle is dispersed in average aquation half after the aqueous solution
Footpath is 113.8nm.
By 2mL Fe3O4The aqueous solution of nano particle and the Fe for being grafted with cystamine3O4Nano particle (Fe3O4- AED) it is water-soluble
Liquid at 30 DEG C, is dried in vacuo 12h in vacuum drying chamber, after as after solid powder, uses Fourier transform infrared spectroscopy
(FTIR) characterized, as a result as shown in Figure 1 C, it can be seen that Fe3O4- COOH nano particles are 1588cm in wave number-1Position goes out
Existing-COOH peaks, are 593cm in wave number-1Position there are Fe-O peaks；Fe after cystamine is grafted3O4- AED nano particles are in ripple
Number is 1632cm-1Position appearance-CO-NH- peaks, it is 3272cm in wave number-1Position appearance-NH2Peak, illustrate that the success of cystamine connects
Branch, and have free amino, so that next step and FITC are reacted.
Embodiment 2
It is marked with FITC Fe3O4- AED-FITC preparation：
1mg fluorescein isothiocynates (FITC) are dissolved in 1mL dimethyl sulfoxide (DMSO)s (DMSO), with pH=7.4 PBS phosphorus
It is 50 μ g/mL that hydrochlorate cushioning liquid, which is diluted to concentration,；The solution is added to containing Fe3O4(contain amino in the-AED 20mL aqueous solution
0.17mmol, pH is adjusted to 8.8) with 0.5mol/L NaOH, the mol ratio of fluorescein and primary amino radical is 1: 60~1: 100, room
Under temperature, in carrying out reaction 4h on 150r/min shaking table.After reaction terminates, by magnetic separation method, by nano particle from solution
Separate out, spend ethanol washing particle, repeat this operation three times, final product Fe3O4- AED-FITC deposits in PBS cushioning liquid
In, it is kept in dark place at 4 DEG C.
Reaction product Fe3O4The measure of-AED-FITC concentration：Pipette that 200 μ L are above-mentioned to contain Fe3O4- AED-FITC PBS delays
Rush solution, add 1mL hypochlorous acid, 3mL nitric acid, carry out nitre 3~4h of solution at 130 DEG C, after standing a night, be transferred to 10mL volumetric flasks
In, deionized water constant volume is added, the water is surveyed with inductively coupled plasma (Inductively Coupled Plasma, ICP)
The content of iron ion in solution.
Take 1~1.5mL Fe3O4- AED and Fe3O4- AED-FITC the aqueous solution, use ultraviolet-visible absorption spectroscopy (UV-
Vis Absorption spectrum) FITC peak position test is carried out, can be with as shown in Fig. 2 by the contrast of two curves
It will become apparent from being grafted the nano particle after FITC and FITC absworption peak occur in the position that wave number is 503nm, it was demonstrated that FITC's
Success is grafted；In the characteristic absorption peak that wave number is cystine linkage in the peak position cystamine that 224nm positions occur.
Embodiment 3
Amount of iron load is the preparation of 0.38mg Fe/mL AC microballoons：
Fe is prepared with the method for embodiment 13O4- AED-FITC nano particle aqueous solutions.
By the Fe that iron-holder is 3mg3O4- AED-FITC is dissolved in 0.5mL deionized waters, is mixed with sodium alginate aqueous solution
Close uniformly, after mixing, Fe3O4- AED-FITC concentration is 0.6mg Fe/mL, and the concentration of sodium alginate is 1.2%, w/v；With quiet
Sodium alginate aqueous solution is instilled CaCl by electric field pulse sessile drop method2In the aqueous solution (concentration 2%, w/v), it is micro- to form hydrogel
Ball, electrostatic field voltage are 350V, and frequency 400Hz, 500 μm of metallic nozzle diameter, liquid level is away from 2cm；It is added dropwise, stands after 1h
30min, flushed three times with deionized water and remove unnecessary Ca2+Ion, Microsphere Size is screened with the screen cloth of 150 mesh；Shell is added to gather
The volume ratio of acetic acid (2%, v/v) solution progress overlay film of sugared (0.5%, w/v), gel ball and chitosan solution is 1: 4,
30min, flushed three times with deionized water, produce and be coated with Fe3O4- AED-FITC AC microballoons.
The preparation of broken cyst fluid：The NaHCO that basic composition is 0.2mol/L of broken cyst fluid3With 0.06mol/L sodium citrate
(Na3C6H5O7·12H2O) the aqueous solution, pH=7.8~8.2.
0.5mL AC microballoons are taken, broken cyst fluid and AC microballoons are mixed with volume ratio 10: 1, manually shaking, micro-capsule is in 30s
All dissolvings.1mL hypochlorous acid and 3mL nitric acid are added in solution after broken capsule, nitre 7~8h of solution is carried out at 130 DEG C, is surveyed with ICP
Try the content of Fe in solution.By calculating, the microballoon has higher envelop rate, reaches 59.7%.
The aqueous solution of 1~1.5mL AC microballoons is taken, uses fluorescence microscope and Olympus Fluoview FV1000 laser
Laser Scanning Confocal Microscope carries out Fluorescent Characterization.
Fig. 3 A and 3B are load Fe3O4- AED-FITC AC microballoons photo and the load Fe that concentration is 0.38mg Fe/mL3O4-
AED-FITC AC microballoon simple microscope photos and grain size distribution.It can be seen that the particle diameter distribution model of the microballoon
Enclose it is narrower, average grain diameter be 428 μm.Fig. 3 C and 3D are that concentration is that 0.38mg Fe/mL carry Fe3O4- AED-FITC AC microballoons
Fluorescent microscopy images and laser confocal microscope photo, from two it can be seen from the figure thats, the position of green light is FITC
The Fe of mark3O4The position of nano particle, Fe3O4The center and peripheral of nano particle is distributed and is distributed than more uniform.
Embodiment 4
Amount of iron load is the preparation of 0.80mg Fe/mL AC microballoons：
By the Fe that iron-holder is 6.5mg3O4- AED-FITC is dissolved in 0.5mL deionized waters, with sodium alginate aqueous solution
(concentration 1.2%, w/v) is well mixed, Fe3O4- AED-FITC concentration is 1.3mg Fe/mL；With electrostatic field pulse sessile drop method
Sodium alginate aqueous solution is instilled into CaCl2In the aqueous solution (concentration 2%, w/v), hydrogel microsphere is formed, electrostatic field voltage is
300V, frequency 400Hz, 500 μm of metallic nozzle diameter, liquid level is away from 2cm；It is added dropwise after 1h, stands 30min, use deionization
Water, which flushes three times, removes unnecessary Ca2+Ion, Microsphere Size is screened with the screen cloth of 150 mesh；Add chitosan (0.5%, w/v)
The volume ratio of acetic acid (2%, v/v) solution progress overlay film, gel ball and chitosan solution is 1: 4,30min, is rushed with deionized water
Wash three times, produce and be coated with Fe3O4- AED-FITC AC microballoons.
Capsule is carried out brokenly using the broken cyst fluid in example 3, Fe concentration is tested with ICP, by calculating, the envelop rate of the microballoon
For 50.0%.
The aqueous solution of 1~1.5mL AC microballoons is taken, uses fluorescence microscope and Olympus Fluoview FV1000 laser
Laser Scanning Confocal Microscope carries out Fluorescent Characterization.
Fig. 4 A are the load Fe that concentration is 0.80mg Fe/mL3O4- AED-FITC AC microsphere lasers Laser Scanning Confocal Microscope shines
Piece, compared with Fig. 3 D, the green glow density in the microballoon is bigger, illustrates Fe in the microballoon3O4The concentration of nano particle is bigger.
Fig. 4 B are the load Fe that concentration is 0.80mg Fe/mL3O4The z-axis distribution laser co-focusing of-AED-FITC AC microballoons
Microphotograph, as can be seen from the figure from the top-to-bottom of the microballoon, green glow density is ascending to small, and this figure can be clear
Clear sees Fe3O4Distribution of the nano particle inside microballoon.
Described above is only the preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, under the premise without departing from the principles of the invention, some improvements and modifications can also be made, these improvements and modifications also should
It is considered as protection scope of the present invention.
Claims (6)
1. a kind of method that qualitative detection is supported on function nano distribution of particles in polysaccharide microsphere, it is characterised in that including following
Step：
S1, the magnetic Fe for preparing marked by fluorescein isothiocyanate3O4Nano particle, preparation method include following steps：
Step 1: surface is carried to the water miscible Fe of carboxyl3O4Nano particle, it is slow to be dissolved into 2- (N- morpholines) ethyl sulfonic acids (MES)
Rush in solution, add 1- ethyls-(3- dimethylaminopropyls) carbodiimide hydrochloride and the n-hydroxysuccinimide aqueous solution
The mass ratio for carrying out activation 15-30min, EDC and NHS is 2: 3-2: 5, EDC and the mol ratio of carboxyl is 1: 3~1: 6；
Step 2: the PBS aqueous solution of the pH=7.4 dissolved with cystamine is added in above-mentioned solution, mole of carboxyl and cystamine
Than for 1: 3~1: 5, in shaking table, 250r/min reactions 2-4h；
Step 3: after reaction terminates, by magnetic separation method, nano particle is separated out from solution, particle is washed with deionized
Three times, Fe is obtained3O4- AED, by the Fe of gained3O4- AED is dissolved in deionized water, adjusts pH to 8.8 with 0.5mol/L NaOH, obtains
Solution A；
Step 4: 1mg fluorescein isothiocynates are dissolved in 1mL dimethyl sulfoxide (DMSO)s, with pH=7.4 PBS phosphate-buffereds
Solution is diluted to concentration after 50 μ g/mL, to be mixed with solution A, and the mol ratio of fluorescein and primary amino radical is 1: 60~1: 100, room
Under temperature, bed reaction 4h is shaken in 150r/min, after reaction terminates, Magneto separate is carried out according to step 3, is washed three times with ethanol,
Obtain Fe3O4- AED-FITC, consisting of
S2, by Fe3O4- AED-FITC is added in the sodium alginate aqueous solution that concentration is 1-2%, is stirred, obtaining concentration is
0.2~1.0mgFe/mL mixed liquor；
S3, the CaCl for being 1-2% by the mixed liquor instillation concentration of gained with electrostatic pulse sessile drop method2In the aqueous solution, electrostatic field voltage
For 350V, frequency 400Hz, 500 μm of metallic nozzle diameter, liquid level is added dropwise after 1h, stands 30min away from 2cm, spend from
Sub- water flushes three times, and removes the Ca of gel ball excess surface2+Ion, the screen cloth screening Microsphere Size of 150 mesh is crossed, Fe must be carried3O4-
AED-FITC alginate balls；
S4, gained carried into Fe3O4After the acetum overlay film 30-40min of-AED-FITC alginate ball chitosans, go
Ionized water flushes three times, and must be coated with Fe3O4- AED-FITC AC microballoons；
S5, gained is coated with Fe3O4- AED-FITC AC microballoons are placed under fluorescence microscope or laser confocal microscope,
Wavelength is to be excited under 488nm, observes the distribution of green fluorescence bright spot, as function nano particle is inside polysaccharide microsphere
Distribution.
2. the method that a kind of qualitative detection according to claim 1 is supported on function nano distribution of particles in polysaccharide microsphere,
Characterized in that, step S1-S5 is completed under the conditions of lucifuge.
3. the method that a kind of qualitative detection according to claim 1 is supported on function nano distribution of particles in polysaccharide microsphere,
Characterized in that, described water miscible Fe3O4The particle diameter of nano particle is 3~100nm.
4. the method that a kind of qualitative detection according to claim 1 is supported on function nano distribution of particles in polysaccharide microsphere,
Characterized in that, a diameter of 500 μm of metallic nozzle used by impulse electric field sessile drop method.
5. the method that a kind of qualitative detection according to claim 1 is supported on function nano distribution of particles in polysaccharide microsphere,
Characterized in that, described function nano particle is magnetic Fe3O4Nano particle.
6. the method that a kind of qualitative detection according to claim 1 is supported on function nano distribution of particles in polysaccharide microsphere,
Characterized in that, when continuing overlay film to gel ball with chitosan, the volume ratio of gel ball and chitosan solution is 1: 4.
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| CN115041143A (en) * | 2022-04-02 | 2022-09-13 | 中国医学科学院基础医学研究所 | Magnetic polymer, preparation method, kit and application |
| CN115058055B (en) * | 2022-04-02 | 2023-10-20 | 中国医学科学院基础医学研究所 | Cystamine modified functional magnetic material and preparation method and application thereof |
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