CN107802843A - A kind of preparation method and applications of metal nano chain - Google Patents
A kind of preparation method and applications of metal nano chain Download PDFInfo
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Abstract
The present invention relates to a kind of preparation method and application of metal nano chain, chain-like nanometer structure is self-assembly of by template-mediated metal nanoparticle of the polysaccharide polymer of functionalization.The nanostructured can be used as the transport vehicle of cancer therapy drug, because chain-like nanometer structure has larger draw ratio, thus be very easy to be absorbed by tumour cell, and then improve tumor treatment efficiency.In addition, being formed after chain-like nanometer structure, obvious surface enhanced hand-pulled noodles scattering effect is shown because the arrangement architecture of nano-particle changes, the property shows wide application potential in terms of medical diagnosis on disease.The invention preparation method is simple, and mild condition, raw material is easy to get, and has important practical prospect and social value in oncotherapy and medical diagnosis on disease field.
Description
Technical field
The invention belongs to technical field of nano material, and in particular to the template of metal nano chain prepares and in medical diagnosis on disease
With the application in drug delivery carrier field.
Background technology
With developing rapidly for nanosecond science and technology, the fast development of cancer therapy drug and diagnostic preparation is constantly promoted.Treating
With diagnose this crossing domain, people hardy finding suitable method will treat with diagnosis be effectively combined and then
The therapeutic efficiency of cancer is improved, in the recent period, the proposition of " diagnosis and treatment integration " concept seems to be raising cancer clinical therapeutic efficiency and opened wide
One fan gate.Noble metal nano particles (such as golden nanometer particle) are due to good biocompatibility, not only size, pattern
Controllability is good, specific surface area is big, and with unique light, electrical property, in cell developing imaging, targeted drug delivery and disease
The fields such as synergistic treatment show wide application potential, thus by the extensive concern of pharmaceutical carrier researchers.Medicine
Carrier refers to be combined small-molecule drug and appropriate nano carrier by physical load or the method for chemical bonding, can
To prepare nanometer formulation.The water solubility of hydrophobic drug can effectively be improved using the means.Pass through nano-medicament carrier
Both the targeting conveying to medicine can have been realized, control and release of the medicine in lesions position can have been realized again, hence it is evident that reduce medicine
The toxic side effect of thing.After the aggregated forms of metal nanoparticle change, obvious become also occurs therewith for its optical property
Change, and some new physicochemical properties can be produced, it is had more superiority in the application of biomedicine field.In the last few years,
Researchers are used for the diagnoses and treatment of cancer in the metal nanoparticle for hardy preparing different-shape.In the recent period, research knot
Fruit shows that tumour cell has different absorption efficiencies to carrier of different shapes, further study show that tumour cell to
Compared with big L/D ratio carrier (such as：Nanometer rods, nano wire, American football shape etc.) there is higher absorption efficiency.
Although existing preparation method of the document report on metal nano chain, current method have complex procedures, make
The advantages that standby condition requires the problems such as high, and the present invention is simple with method, mild condition, and nanometer chain length is controllable.
The content of the invention
The problem of present invention aim to address metal nano chain to prepare difficulty, and length is difficult to control, utilization is simple to operate,
The template inducing metal self-assembly of mild condition prepares the controllable metal nano chain of length, and is used for anticarcinogen
The transport vehicle of thing and diagnostic preparation.
In order to achieve the above object, the technical solution adopted by the present invention is：Lured using the polysaccharide polymer after modification as template
Lead metal nanoparticle and be self-assembly of chain-like nanometer structure, schematic diagram is as shown in Figure 1.
A kind of preparation method of metal nano chain, is prepared using template, comprised the following steps that：
1) preparation of metal nanoparticle,
The preparation method of the metal nanoparticle uses the classical way reported in prior art literature, such as：Gold
Nano-particle (Nature:Physical Science, 1973,241 (105), 20-22), Nano silver grain (Langmuir
2001,17,1571-1575), ferriferrous oxide nano-particle (Nature materials, 2004,3,891-895) etc.；
2) polysaccharide polymer (Polysaccharide, PS) is functionalized,
PS is soluble in water, then by with the reagent A with surfaces of metal nanoparticles with good affinity functional group
The aqueous solution of the aqueous solution, reaction promoter B, C, D etc. add to successively in PS solution, in N2Atmosphere is enclosed, and is reacted at room temperature 48 hours.Instead
Product is precipitated out using organic solvent after should terminating, then product is further purified using dialysis process, is dialysed
Sample is freeze-dried afterwards, finally obtains the polysaccharide product of functionalization；
3) preparation of nano chain,
Polysaccharide using functionalization obtained by step 2) is soluble in water as template, is then added to the step 1) for filling 50ml
In the container of middle gained metal nanoparticle solution, it is stirred at room temperature after 24 hours, metal nanoparticle lures polysaccharide template
Lead down and be self-assembly of chain-like nanometer structure, reaction is dialysed 4 hours after terminating to water and then freeze-drying obtains metal nano chain
Sample.
Described metal nanoparticle is ferroso-ferric oxide, gold, silver or other noble metal nano particles.
The polysaccharide polymer is hyaluronic acid and derivative, chondroitin sulfate and derivative, chitosan, with
And other polysaccharide polymers.
It is described carry with reagent A that surfaces of metal nanoparticles has good affinity functional group be dopamine (DOPA) and
Derivative, dihydroxyphenyl propionic acid (HCA) and derivative, or lipoic acid (LA) and derivative.
According to differential responses type, the auxiliary agent B described in step 2) is that 1- (3- dimethylamino-propyls) -3- ethyls carbon two is sub-
Amine (EDC) or dicyclohexylcarbodiimide (DCC)；C is N- hydroxysuccinimides (NHS)；D is triethylamine (TEA)；Or B
It is 1- (3- dimethylamino-propyls) -3- ethyl carbodiimides (EDC) or dicyclohexylcarbodiimide (DCC)；C is 4- (dimethyl)
Pyridine (DMAP).
Further, if from the carboxyl reaction in the hydroxyl in PS (hyaluronic acid) and reagent A (HCA) in step 2),
1- (3- dimethylamino-propyls) -3- ethyl carbodiimides (EDC) and 4- (dimethylamino) pyridine can be selected in reagent B, C respectively
(DMAP), if being reacted using other functional groups, B, C, corresponding suitable chemical assistant may be selected in D.Such as：Using amino with
Carboxyl reaction, B is 1- (3- dimethylamino-propyls) -3- ethyl carbodiimides (EDC) or dicyclohexylcarbodiimide (DCC), C are
N- hydroxysuccinimides (NHS)；D is triethylamine (TEA).
Further, functional group's mol ratio of PS and reagent A is controlled in step 2) 1:2 to 1：Between 0.1, it can obtain
The template of different degrees of functionality, and then the metal nano chain of different length can be prepared.
A kind of application of metal nano chain prepared by template, it is swollen for treating available for the preparation of medical diagnosis on disease preparation
The manufacture of tumor medicine, and for transmitting antineoplastic (such as：Fig. 7, transmission sensitising agent enters tumour cell, for oncotherapy)
And the preparation of the medicine of Other diseases.
Present invention also offers the application for utilizing metal nano chain SERS characteristic to be used for probe transmission
(such as：Fig. 6, Raman microprobe is loaded into, shows obvious surface enhanced Raman scattering effect.Fig. 7, transmission Raman microprobe enter swollen
Oncocyte).
The advantages of the present invention:
1. being easy to get for the raw material synthesized, preparation method is simple, mild condition；
2. metal nano chain length prepared by this method is controllable；
3. metal nano chain prepared by this method shows distinctive physico-chemical property, available for medical diagnosis on disease, it can also be used to control
Treat the transport vehicle of disease medicament.
Brief description of the drawings
Fig. 1 prepares schematic diagram for metal nano chain of the present invention.
Fig. 2 is polysaccharide polymer template (HA-HCA) in the present invention1H NMR spectras.
Fig. 3 is the DLS figures of gold nano chain in the present invention.
Fig. 4 is the TEM photos of gold nano chain of the present invention and golden nanometer particle.
Fig. 5 is the UV absorption spectrogram of gold nano chain in the present invention.
Fig. 6 is the SERS figure of gold nano chain of the present invention.
Fig. 7 is cancer cell (HeLa cells) to gold nano chain of the present invention and the absorption TEM pictures of golden nanometer particle.
Embodiment
With reference to embodiment, the invention will be further described, it will help the understanding of the present invention.But simultaneously
The interest field of the present invention can not be limited with this, and the interest field of the present invention should be defined by what claims illustrated.This
The synthesis schematic diagram of invention is as shown in Figure 1.
Embodiment 1：
1) preparation of golden nanometer particle,
The preparation method of golden nanometer particle used employs G.Frens reduction of sodium citrate method in the present invention
(Nature:Physical Science, 1973,241 (105), 20-22), experiment condition is done according to specific experiment environment
Appropriate adjustment.The 0.1mg/ml aqueous solution of chloraurate 100ml of preparation is added among beaker, stirred using magnetic stirring apparatus
Mix and be heated to seething with excitement, the 10mg/ml of preparation Trisodium citrate dihydrate aqueous solution 2ml is added to the gold chloride water of boiling
In solution, with the progress of reaction, the color of mixture gradually changes, and the color of lurid original mixture solution is gradual
Become colorless, then, the color of mixed solution gradually deepens, and gradually becomes skipper, darkviolet, the color of end product is wine
Red, the change of this color spectrum prove the formation of golden nanometer particle.In order to ensure that it is complete that reaction is carried out, when claret occurs
Boiling reaction is kept to continue 20 minutes later.Then proceed to stir and stop heating, product is positioned over into Indoor Natural cooling treats
With.
2) low functionalization is carried out to polysaccharide polymer hyaluronic acid (HA),
1g HA are dissolved in 150ml water, then by HCA (43.7mg), EDC (45.6mg) and DMAP (36.2mg) by suitable
Sequence is added in the HA aqueous solution.In N2Atmosphere is enclosed, and is reacted at room temperature 48 hours.Product is settled out by reaction after terminating using acetone
Come, then product is further purified using dialysis process, is freeze-dried sample after dialysis, finally obtains functionalization
Polysaccharide product (HA-HCA).Architectural feature：1H NMR (600MHz, DMSO) δ 6.79 (d, J=7.7Hz, 1H), 6.05-5.55
(m,1H),5.78–3.67(m,8H),3.80(s,5H),5.59–3.67(m,7H),3.60(s,74H),3.60(s,72H),
3.60(s,85H),2.37(s,5H),2.31(s,2H),2.14–1.74(m,8H),2.14–1.23(m,15H),0.97–0.88
(m,1H),0.87–0.72(m,6H),0.12–-0.07(m,2H).Template HA-HCA's1H NMR spectras are referring to accompanying drawing 2.
3) preparation of nano chain,
The HA-HCA templates prepared in 50mg steps 2) are dissolved in 20ml deionized waters, then added to containing 50ml
In the beaker of the solution of gold nanoparticles prepared in step 1), it is stirred at room temperature after 24 hours, golden nanometer particle is self-assembly of
Chain-like nanometer structure.Its shape characteristic is referring to (the gold nano chain 1 of accompanying drawing 4#)。
Embodiment 2：
1) preparation of golden nanometer particle,
The preparation method of golden nanometer particle used employs G.Frens reduction of sodium citrate method in the present invention
(Nature:Physical Science, 1973,241 (105), 20-22), experiment condition is done according to specific experiment environment
Appropriate adjustment.The 0.1mg/ml aqueous solution of chloraurate 100ml of preparation is added among beaker, stirred using magnetic stirring apparatus
Mix and be heated to seething with excitement, the 10mg/ml of preparation Trisodium citrate dihydrate aqueous solution 2ml is added to the gold chloride water of boiling
In solution, with the progress of reaction, the color of mixture gradually changes, and the color of lurid original mixture solution is gradual
Become colorless, then, the color of mixed solution gradually deepens, and gradually becomes skipper, darkviolet, the color of end product is wine
Red, the change of this color spectrum prove the formation of golden nanometer particle.In order to ensure that it is complete that reaction is carried out, when claret occurs
Boiling reaction is kept to continue 20 minutes later.Then proceed to stir and stop heating, product is positioned over into Indoor Natural cooling treats
With.
2) high functionalization is carried out to polysaccharide polymer hyaluronic acid (HA),
1g HA are dissolved in 150ml water, then by HCA (874mg), EDC (920mg) and DMAP (703.2mg) are in order
It is added in the HA aqueous solution.In N2Atmosphere is enclosed, and is reacted at room temperature 48 hours.Product is precipitated out by reaction after terminating using acetone,
Then product is further purified using dialysis process, be freeze-dried sample after dialysis, finally obtain the more of functionalization
Sugared product (HA-HCA).Architectural feature：1H NMR (600MHz, DMSO) δ 6.79 (d, J=7.7Hz, 1H), 6.05-5.55 (m,
1H),5.78–3.67(m,8H),3.80(s,5H),5.59–3.67(m,7H),3.60(s,74H),3.60(s,72H),3.60
(s,85H),2.37(s,5H),2.31(s,2H),2.14–1.74(m,8H),2.14–1.23(m,15H),0.97–0.88(m,
1H),0.87–0.72(m,6H),0.12–-0.07(m,2H).Template HA-HCA's1H NMR spectras are referring to accompanying drawing 2, according to not
With requirement, the HA and HCA ratio that feeds intake can be controlled, and obtains the template of different functionalizations, and then prepares receiving for different length
Rice chain.
3) preparation of nano chain,
The HA-HCA templates prepared in 50mg steps 2) are dissolved in 20ml deionized waters, then added to containing 50ml
In the beaker of the solution of gold nanoparticles prepared in step 1), it is stirred at room temperature after 24 hours, golden nanometer particle is self-assembly of
Chain-like nanometer structure.Its shape characteristic is referring to accompanying drawing 3, (the gold nano chain 3 of accompanying drawing 4#)。
Fig. 5 is the UV absorption spectrogram of gold nano chain of the present invention, in figure it can be found that compared with golden nanometer particle, Jenner
Rice chain is in the obvious characteristic absorption peak more of long wave length direction.
Contrast on effect：
Fig. 6 is the Raman spectrogram of gold nano chain of the present invention, and as shown in FIG., gold nano chain shows obvious surface and increased
Graceful scattering nature is haled, this property can be used for medical diagnosis on disease.
Product of the present invention can be used for the transport vehicle of antineoplastic.Research finds that tumour cell is to larger major diameter
The carrier of ratio has higher absorption efficiency.The gold nano chain prepared using the inventive method is dissolved in cell culture medium thin with cancer
Born of the same parents cultivate together, and TEM sample is then made and is observed under transmission electron microscope.Test result indicates that：Cancer cell is to gold nano chain
Absorption efficiency apparently higher than golden nanometer particle.Transmission electron microscope photo is referring to accompanying drawing 7.
From the foregoing it is appreciated that although describing specific embodiments of the present invention for the purpose of exemplary illustration,
But under condit without departing from the spirit and scope of the present invention, technical staff described in this area can make various modifications or change
Enter.These deformations or modification should all fall into the application scope of the following claims.
Claims (8)
1. a kind of preparation method of metal nano chain, it is characterized in that preparation method is simple, mild condition, raw material is easy to get, and step is such as
Under：
1) polysaccharide polymer (Polysaccharide, PS) is functionalized,
PS is soluble in water, then by the water with the reagent A with surfaces of metal nanoparticles with good affinity functional group
Solution, reaction promoter B, C, the D aqueous solution add in PS solution successively, in N2Atmosphere is enclosed, and is reacted at room temperature 48 hours；Reaction terminates
Product is precipitated out using organic solvent afterwards, then product is further purified using dialysis process, by sample after dialysis
Product are freeze-dried, and finally obtain the polysaccharide product of functionalization；Functional group's mol ratio of the PS and reagent A is 1:2 to 1：0.1 it
Between；
According to differential responses type, described auxiliary agent B is 1- (3- dimethylamino-propyls) -3- ethyl carbodiimides (EDC) or two
Carbodicyclo hexylimide (DCC), C are N- hydroxysuccinimides (NHS), and D is triethylamine (TEA)；Or B is 1- (3- diformazans
Aminopropyl) -3- ethyl carbodiimides (EDC) or dicyclohexylcarbodiimide (DCC)；C is 4- (dimethyl) pyridine (DMAP)；
2) preparation of nano chain,
Polysaccharide using functionalization obtained by step 1) is soluble in water as template, then adds to the appearance for filling metal nanoparticle solution
In device, it is stirred at room temperature after 24 hours, metal nanoparticle is self-assembly of chain-like nanometer structure under the induction of polysaccharide template,
Reaction is dialysed 4 hours after terminating to water and then freeze-drying obtains metal nano chain product.
2. the preparation method of metal nano chain according to claim 1, it is characterized in that：Metal nano described in step 2)
Particle is ferroso-ferric oxide, gold, silver or other noble metal nano particles.
3. the preparation method of metal nano chain according to claim 1, it is characterized in that：Polysaccharide polymer described in step 1)
For hyaluronic acid and derivative, chondroitin sulfate and derivative, chitosan, and other polysaccharide polymers.
4. the preparation method of metal nano chain according to claim 1, it is characterized in that：Carried described in step 1) and metal
It is dopamine (DOPA) and derivative that nanoparticle surface, which has the reagent A of good affinity functional group, dihydroxyphenyl propionic acid
And derivative, or lipoic acid (LA) and derivative (HCA).
5. a kind of application of metal nano chain prepared by claim 1 methods described, it is characterized in that：For tumor
Manufacture.
6. a kind of application of metal nano chain prepared by claim 1 methods described, it is characterized in that：For medical diagnosis on disease preparation
Manufacture.
7. a kind of application of metal nanoparticle prepared by claim 1 methods described, it is characterized in that：For tumor
Transmission.
8. the application of a kind of application of metal nano chain prepared by claim 1 methods described, especially gold or silver nanochains, its
It is characterized in：It is used for the transmission of probe molecule using metal nano chain SERS characteristic.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013056092A1 (en) * | 2011-10-12 | 2013-04-18 | Case Western Reserve University | Multi-component nanochains |
| CN105598442A (en) * | 2016-02-25 | 2016-05-25 | 天津工业大学 | One-dimensional chainlike Au-Ag core-shell nanostructure, self-assembly preparing method and SERS application |
-
2017
- 2017-12-07 CN CN201711281390.4A patent/CN107802843A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013056092A1 (en) * | 2011-10-12 | 2013-04-18 | Case Western Reserve University | Multi-component nanochains |
| CN105598442A (en) * | 2016-02-25 | 2016-05-25 | 天津工业大学 | One-dimensional chainlike Au-Ag core-shell nanostructure, self-assembly preparing method and SERS application |
Non-Patent Citations (3)
| Title |
|---|
| HAESHIN LEE等: "Direct Visualization of Hyaluronic Acid Polymer Chain by Self-Assembled One-Dimensional Array of Gold Nanoparticles", 《MACROMOLECULES》 * |
| LINLIN ZHAO等: "Surface-enhanced Raman scattering (SERS)-active gold nanochains for multiplex detection and photodynamic therapy of cancer", 《ACTA BIOMATERIALIA 》 * |
| 张彦鹏等: "纳米颗粒自组装SERS基底的发展及应用进展", 《材料导报》 * |
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