CN102631687A - Multifunctional magnetic nano-carrier for targeted delivery of microRNA, preparation method and application thereof - Google Patents
Multifunctional magnetic nano-carrier for targeted delivery of microRNA, preparation method and application thereof Download PDFInfo
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Abstract
The invention relates to a preparation method and an application of a multifunctional magnetic nano-carrier for targeted delivery of microRNA. The preparation method comprises the following steps of: firstly, preparing aminated ferroferric oxide magnetic nanoparticle coated with dextran; cross-linking fluorescent dye with nanoparticle; and then linking specific monoclonal antibody to the nanoparticle by a linking agent; and finally, linking microRNA to nanoparticle by a linking agent, thereby obtaining microRNA magnetic nano-carrier which can be used for optical and magnetic resonance imaging. The multifunctional magnetic nano-carrier provided by the invention can enter tumor cells through the specific mediating nanoparticle of the monoclonal antibody and the carried microRNA molecule can restrain the growth of tumor cells, so that the multifunctional magnetic nano-carrier has an anti-tumor function. Meanwhile, since the magnetic nano-carrier is modified with fluorescence marks and the magnetic nanoparticle can be used as the contrast agent for magnetic resonance imaging technology, the bimodal imaging technology combining near-infrared fluorescence imaging with magnetic resonance imaging can be utilized to monitor the in-vivo transfer route and tumor-treating effect of microRNA in real time.
Description
One, technical field:
The present invention relates to multifunction magnetic nano-carrier and method for preparing and the application of a kind of targeting transhipment microRNA.
Two, background technology
MicroRNA (miRNA) is the strand non-coding RNA that one type of length is 18～25 nucleotide; Extensively be present in the eukaryote; Mainly through with 3 ' end untranslated region (3 ' UTR) of said target mrna wholly or in part complementary pairing combine; Cause said target mrna degraded or translation to be suppressed, thereby in post-transcriptional level negative regulation target gene expression.A large amount of scientific researches show, the microRNA wide participation multiple physiology of organism and pathological process, like ontogeny, cell proliferation, apoptosis and differentiation, the adjusting of metabolism, immunity and stress, tumor formation etc.
The incidence and development of tumor is a rapid multistage process of multistep; Except the effect of extraneous carcinogenic factor; The intrinsic factor of body also play an important role; The latter usually is accompanied by the activation of proto-oncogene and the inactivation of antioncogene, also has the unconventionality expression etc. of apoptosis-related genes also with cell carcinogenesis substantial connection to be arranged.The targeted therapy of tumor is pathogenesis or the signal transduction pathway to tumour-specific; Employing can with bonded monoclonal antibody of target molecule specificity or small-molecule substance etc.; Targeting guiding medicine to tumor target site, thus tumor growth suppressed, reach the purpose of treatment tumor.(PSCA) mainly expresses in prostatic epithelium like prostate stem cell antigen; In other normal structures low expression level is only arranged; 1% of the not enough normal prostatic of its expression, PSCA expresses in carcinoma of prostate and strengthens, and the obvious expression rise when the carcinoma of prostate bone shifts, occurs.Since above some, PSCA becomes the comparatively ideal target of the molecular targeted treatment of carcinoma of prostate.
The research and development of miRNA transport vehicle is to realize the key issue of miRNA to the targeted therapy of tumor always.Research worker is being sought the suitable carriers material always can be transported to the tumor target site with miRNA effectively, and keeps its effect within a certain period of time, and its effect is carried out in the noninvasive continuous monitoring of body.At present, be used for the movement system that the interior method of transporting of miRNA body mainly comprises viral vector, transhipment reagent and the direct coupling of miRNAs, liposome or polymer mediation.But these methods lack enough targeting property and safety, and the miRNA molecule of transhipment is more prone to be distributed in the reticuloendothelial system such as liver spleen, can not effectively cross over the tumor tissues that cell membrane arrives targeted therapy, usually causes non-specific immunoreation.
The molecular image technology is at cell and molecular level physiology or pathological process to be carried out the noinvasive of qualitative and quantitative study, real-time image technology.Therefore; In research to the oncobiology behavior; The molecular image technology can be passed through in the volume visualization means; Qualitative even disclose processes such as tumor generation, development, apoptosis, transfer quantitatively, and in oncotherapy, accurately monitor its curative effect in real time, become the irreplaceable important means of tumor research and clinic diagnosis.
Optical image technology has advantages such as high sensitivity (single molecules level), supper-fast response (picosecond), high spatial resolution (diffraction limit), many reference amounts detection and low damage.Simultaneously, because the optical molecular probe is of a great variety and spectral region is wide, make that carrier is parallel to obtain the polymolecular event information and become possibility; Yet; Also there are some inherent shortcomings in optical image technology, and promptly its imaging depth is limited, and this just need remedy this deficiency by other technological means.
Nuclear magnetic resonance has the spatial resolution and the splendid resolution of organizing of very fine, can be on high-resolution ground display organization anatomical structure ground simultaneously, deep tissue is carried out meticulous, location exactly; This natural advantage just in time remedies the shortcoming of optical molecular imaging; Therefore, these two kinds of technology are merged each other, replenish each other; Be a kind of very ideal multi-modal molecular imaging pattern: nuclear magnetic resonance provides space structure and deep tissue information, and optical imagery provides tumor molecular imaging information.
Three, summary of the invention
The object of the present invention is to provide multifunction magnetic nano-carrier and method for preparing and the application of a kind of targeting transhipment microRNA; Be used for targeting transhipment miRNA to target; Realization is to the targeted therapy of tumor; Adopt ferroferric oxide magnetic nanoparticle transhipment miRNA, and on nano-particle, modified fluorescent labeling, the bimodal imaging technique that utilizes near-infrared fluorescent imaging and nuclear magnetic resonance to combine monitor in real time miRNA in vivo transporting pathway and to the tumor treatment effect.
Be the experiment above-mentioned purpose; The technical scheme that the present invention adopts is: the multifunction magnetic nano-carrier of a kind of targeting transhipment microRNA, the active component of said multifunction magnetic nano-carrier is the coupled product of monoclonal antibody, fluorescent dye and microRNA transport vehicle.
Described method for preparing is: the amidized ferroferric oxide magnetic nanoparticle that at first prepares the dextran parcel; Then that fluorescent dye and nano-particle is crosslinked; Then monoclonal antibody specific is connected on the nano-particle through a bridging agent; At last microRNA also is connected on the nano-particle through bridging agent, finally obtains can be used for the microRNA magnetic nano-carrier of optics and nuclear magnetic resonance.
Described method for preparing comprise following concrete steps:
(1) adopt chemical coprecipitation, adding mol ratio is the FeCl of 2:1
3* 6H
2O and FeCl
2* 4H
2O is a precipitant with ammonia, and dextran is a surfactant, according to the amidized magnetic nanoparticle of deposition, ageing, purification, the synthetic dextran parcel of exsiccant step;
(2) activatory fluorescent dye of N-hydroxy-succinamide ester and dialysis is good amidized magnetic nanoparticle mixing stirs, and crosses the magnetic nanoparticle that has obtained combining fluorescent dye behind the column purification;
(3) above-mentioned magnetic nano particle is linked to each other with bridging agent N-succinamide-3-(2-two sulfur piperidines)-propionic ester (SPDP) through the N-hydroxy-succinamide ester; Cross behind the column purification monoclonal antibody is connected on the SPDP bridging agent through the activatory piperidines disulfide group reaction of sulfydryl, cross and obtained behind the column purification nano-particle of antibody further crosslinked;
(4) synthetic microRNA double chain nucleotide; And make thio-modification at 5 ' end of sense strand; Go to the protection back with 4 ℃ of incubated overnight of nano-particle that step (3) obtains, finally obtain can be used for the microRNA multifunction magnetic nano-carrier of optics and nuclear magnetic resonance.
The particulate mean diameter of the described iron oxide magnetic nano of step (1) is 60-90 nm, and the magnetic saturation intensity value is 60-100 emu/g, surface zeta potential current potential 30-50 mV.
The described fluorescent dye of step (2) is Cy3, Cy5, Cy5.5 or Cy7.
The application of a kind of microRNA multifunction magnetic nano-carrier in antitumor and preparation gene therapy for cancer medicine.
A kind of microRNA multifunction magnetic nano-carrier real-time monitoring microRNA in vivo transporting pathway and to the application in the tumor treatment effect.
Said microRNA transport vehicle is the amidized ferroferric oxide magnetic nanoparticle of dextran parcel.
The present invention compared with prior art has following advantage and effect:
1. adopt dextran coated magnetic nano-particle, improved its dissolubility in water and Physiological Medium (PBS physiological buffer and blood plasma), prolonged nano-particle blood circulation time in vivo;
2. connect the monoclonal antibody of tumour-specific at nano grain surface, make whole nano-particle have very strong targeting property gathering special tumor locus;
3. the nano-particle of the present invention's preparation both can be transported to the targeted therapy that is used for tumor in the body with microRNA; Can use near-infrared fluorescent imaging and mr imaging technique again simultaneously and carry out monitoring in real time, the curative effect of miRNA in tumor carried out assessing at body at body.
Four, description of drawings
Fig. 1 is the structural representation of the multifunction magnetic nano-particle MN-Cy5.5-PSCA-miRNA-16 that obtains after the crosslinked action of miRNA-16 of the present invention.
Fig. 2 carries out the antitumor cell experiment after effect 48 hours, the result to growth of tumour cell inhibition effect who utilizes the MTT method to detect for the magnetic nano-carrier of the present invention's preparation.
Five, the specific embodiment
The multifunction magnetic nano-carrier of a kind of targeting transhipment of the present invention microRNA; The active component of said multifunction magnetic nano-carrier is the coupled product of monoclonal antibody, fluorescent dye and microRNA transport vehicle, and said microRNA transport vehicle is the amidized ferroferric oxide magnetic nanoparticle of dextran parcel.
Method for preparing of the present invention: the amidized ferroferric oxide magnetic nanoparticle that at first prepares the dextran parcel; Then that fluorescent dye and nano-particle is crosslinked; Then monoclonal antibody specific is connected on the nano-particle through a bridging agent; At last miRNA also is connected on the nano-particle through bridging agent, finally obtains can be used for the miRNA magnetic nano-carrier of optics and nuclear magnetic resonance.
Specifically may further comprise the steps:
(1) adopt chemical coprecipitation, adding mol ratio is the FeCl of 2:1
3* 6H
2O and FeCl
2* 4H
2O is a precipitant with ammonia, and dextran is a surfactant, according to the amidized magnetic nanoparticle of deposition, ageing, purification, the synthetic dextran parcel of exsiccant step.
(2) activatory fluorescent dye of N-hydroxy-succinamide ester and the good amidized magnetic nanoparticle mixing of dialysis are stirred; Thereby cross the magnetic nanoparticle that has obtained combining fluorescent dye behind the column purification; (described fluorescent dye is Cy3, Cy5, Cy5.5 or Cy7 etc.).
(3) above-mentioned magnetic nano particle is linked to each other with a commercial bridging agent N-succinamide-3-(2-two sulfur piperidines)-propionic ester (SPDP) through the N-hydroxy-succinamide ester; Cross behind the column purification monoclonal antibody is connected on the SPDP bridging agent through the activatory piperidines disulfide group reaction of sulfydryl, cross and obtained behind the column purification nano-particle of antibody further crosslinked.
(4) synthesize the miRNA double chain nucleotide, and make thio-modification, go to protect the back, finally obtain can be used for the miRNA multifunction magnetic nano-carrier of optics and nuclear magnetic resonance with 4 ℃ of incubated overnight of the above-mentioned nano-particle that obtains at 5 ' end of sense strand.
The mean diameter size of ferroferric oxide nano granules according to the invention is 60-90 nm, and the magnetic saturation intensity value is 60-100 emu/g, and the surface zeta potential current potential is 30-50 mV.
The application of a kind of microRNA multifunction magnetic nano-carrier in antitumor and preparation gene therapy for cancer medicine.
A kind of microRNA multifunction magnetic nano-carrier real-time monitoring microRNA in vivo transporting pathway and to the application in the tumor treatment effect.
MiRNA multifunction magnetic nano-particle according to the invention can be used as contrast agent, can be used for near-infrared fluorescent imaging and nuclear magnetic resonance simultaneously, is applied to monitor in real time the situation of change in interior distribution of alloy granular solids and the oncotherapy.
MiRNA multifunction magnetic nano-carrier according to the invention has the effect that suppresses growth of tumour cell.
Following embodiment further specifies of the present invention, is not limitation of the present invention.
The particulate preparation of magnetic ferric oxide nano:
Take by weighing FeCl respectively
3* 6H
2O 1.17 g and FeCl
2* 4H
2O 0.43 g (mol ratio is 2:1), dextran T10 2.5 g are dissolved under the environment of inflated with nitrogen in the 15 ml ultra-pure waters.Stir with constant temperature blender with magnetic force, slowly drip 28% ammonia simultaneously, rise to 12 until the solution pH value, liquid becomes black by yellow green, and ultra-sonic dispersion 3 min are then at 60 ℃ of water bath with thermostatic control 30 min; Products therefrom cooling back discards deposition with centrifugal 15 min of 12000 r/min, keeps supernatant.Supernatant is stirred with ultrasonic probe, add an amount of glacial acetic acid again, to regulating pH value to 100 times of the last ultra-pure water dilutions of 7.0., after the placement bag filter filtered 24 hr, 0.22 mm membrane filtration was removed every other impurity, purified product.Finally obtain the amidized magnetic nanoparticle (MN-NH of dextran parcel
2), sterilize after the packing, it is subsequent use to be positioned over 4 ℃ of refrigerators.
Fluorescent dye cy5.5's is crosslinked:
Regulate magnetic nanoparticle MN-NH
2PH value to 9.6; The Cy5.5-N-hydroxysuccinimide eater (Amersham Biosciences company) of 1 mg is dissolved in the mixed solution of NaCl of sodium citrate and 0.15 mol/L of 20 mmol/L, and adds the magnetic nanoparticle (MN-NH of 10 mg
2), stir under the room temperature after 12 hours, cross pillar G-25 purification, removing does not have bonded Cy5.5, thereby has obtained combining the magnetic nanoparticle (MN-Cy5.5) of Cy5.5.
Monoclonal antibody psca antibody crosslinked:
With above-mentioned product magnetic nano particle (MN-Cy5.5) and a bridging agent N-succinamide-3-(2-two sulfur piperidines)-propionic ester (SPDP; Pierce company) mixes according to mol ratio 1:4; Reaction 30 min in phosphate buffer; The product that obtains is process G-25 column purification in the 100 mmol/L sodium radio-phosphate,P-32 solutions of pH8.1; Then psca antibody (Santa Cruz company) is joined in the 100 mmol/L sodium radio-phosphate,P-32 solutions of above-mentioned pH8.1, the mol ratio of control PSCA and SPDP is 1:2, and final PSCA is connected on 2 SPDP bridging agents of nano-particle through the activatory piperidines disulfide group reaction of sulfydryl; Cross pillar G-25 purification, obtain cross-linking products MN-Cy5.5-PSCA.
MiRNA-16's is crosslinked:
Company synthesizes miRNA-16 double chain nucleotide (the lucky sign indicating number in Shanghai), and makes thio-modification to strengthen its stability at 5 ' end of sense strand.Before crosslinked, RNA goes earlier protection to handle in 3% Tris-HCl, and it is concentrated to make alcohol precipitation subsequently.The miRNA-16 that gets 2 OD afterwards is dissolved among 50 mmol/L NaCl and the 10 mmol/L EDTA (PH 8), adds above-mentioned crosslinked good nano-particle 4 degree incubated overnight together subsequently.The final cross-linking products MN-Cy5.5-PSCA-miRNA-16 that obtains through G-50 pillar purification at last.Its structural representation is referring to Fig. 1.In this multifunctional nanoparticles, the ferric oxide nanometer particle core of a part combines the cy5.5 dyestuff of 2 molecules, the miRNA-16. of the psca antibody of 2 molecules and 2 molecules
Magnetic nano-carrier to the present invention's preparation carries out the antitumor cell experiment:
Human Prostate Cancer Cells strain PC-3 is containing the high sugared DMEM culture medium of 10% hyclone, 37 ° of C of constant temperature, 5% CO
2Cultivate in the incubator.With 3X10
4Cell/cm
2Cell inoculation is to 96 orifice plates, adherent growth 24 hours.The miRNA-16 multifunctional nanoparticles group and the negative control group that add the variable concentrations gradient, every group of parallel 3 multiple holes, 37 ° of C, 5% CO of setting up
2Cultivate in the incubator after 48 hours, every hole adds the MTT solution (5 mg/ml) of the new preparation of 20 ul, continues to cultivate 4 hours; Remove supernatant; Every hole adds DMSO solution 150 ul, and ELIASA detects the absorbance of wavelength 490 nm behind the mixing, calculates the tumor cell survival rate.Cell survival rate (%)=(A
Experimental group/ A
Matched group) X100%.Referring to Fig. 2, the inhibition effect that Fig. 2 adopts mtt assay to detect for effect after 48 hours to growth of tumour cell.The result shows, compares with negative control group, and the microRNA-16 multifunctional nanoparticles of this invention obviously strengthens the growth inhibited effect of Human Prostate Cancer Cells PC-3 after 0～100uM effect.
Claims (8)
1. the multifunction magnetic nano-carrier of targeting transhipment microRNA, it is characterized in that: the active component of said multifunction magnetic nano-carrier is the coupled product of monoclonal antibody, fluorescent dye and microRNA transport vehicle.
2. the method for preparing of transporting the multifunction magnetic nano-carrier of microRNA according to the said a kind of targeting of claim 1; It is characterized in that; Described method for preparing is: the amidized ferroferric oxide magnetic nanoparticle that at first prepares the dextran parcel; Then that fluorescent dye and nano-particle is crosslinked; Then monoclonal antibody specific is connected on the nano-particle, at last microRNA also is connected on the nano-particle through bridging agent, finally obtain can be used for the microRNA magnetic nano-carrier of optics and nuclear magnetic resonance through a bridging agent.
3. according to the method for preparing of the multifunction magnetic nano-carrier of the said a kind of targeting transhipment of claim 2 microRNA, it is characterized in that, described method for preparing comprise following concrete steps:
(1) adopt chemical coprecipitation, adding mol ratio is the FeCl of 2:1
3* 6H
2O and FeCl
2* 4H
2O is a precipitant with ammonia, and dextran is a surfactant, according to the amidized magnetic nanoparticle of deposition, ageing, purification, the synthetic dextran parcel of exsiccant step;
(2) activatory fluorescent dye of N-hydroxy-succinamide ester and dialysis is good amidized magnetic nanoparticle mixing stirs, and crosses the magnetic nanoparticle that has obtained combining fluorescent dye behind the column purification;
(3) above-mentioned magnetic nano particle is linked to each other with bridging agent N-succinamide-3-(2-two sulfur piperidines)-propionic ester (SPDP) through the N-hydroxy-succinamide ester; Cross behind the column purification monoclonal antibody is connected on the SPDP bridging agent through the activatory piperidines disulfide group reaction of sulfydryl, cross and obtained behind the column purification nano-particle of antibody further crosslinked;
(4) synthetic microRNA double chain nucleotide; And make thio-modification at 5 ' end of sense strand; Go to the protection back with 4 ℃ of incubated overnight of nano-particle that step (3) obtains, finally obtain can be used for the microRNA multifunction magnetic nano-carrier of optics and nuclear magnetic resonance.
4. the method for preparing of transporting the multifunction magnetic nano-carrier of microRNA according to the described a kind of targeting of claim 2; It is characterized in that; The particulate mean diameter of the described iron oxide magnetic nano of step (1) is 60-90 nm; The magnetic saturation intensity value is 60-100 emu/g, surface zeta potential current potential 30-50 mV.
5. the method for preparing of transporting the multifunction magnetic nano-carrier of microRNA according to the described a kind of targeting of claim 3 is characterized in that the described fluorescent dye of step (2) is Cy3, Cy5, Cy5.5 or Cy7.
6. the application of a kind of microRNA multifunction magnetic nano-carrier according to claim 2 in antitumor and preparation gene therapy for cancer medicine.
7. a kind of microRNA multifunction magnetic nano-carrier according to claim 2 real-time monitoring microRNA in vivo transporting pathway and to the application in the tumor treatment effect.
8. the multifunction magnetic nano-carrier of a kind of targeting transhipment microRNA according to claim 1 is characterized in that: said microRNA transport vehicle is the amidized ferroferric oxide magnetic nanoparticle of dextran parcel.
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| CN103691066A (en) * | 2013-12-27 | 2014-04-02 | ***昆明总医院 | Gold labeling implant and manufacture method thereof |
| WO2016150521A1 (en) * | 2015-03-26 | 2016-09-29 | Fundación Imdea Nanociencia | Functionalised magnetic nanoparticle |
| CN106806907A (en) * | 2017-02-14 | 2017-06-09 | 天津医科大学 | TEM1 specificity nuclear-magnetism probes and its application |
| CN107278162A (en) * | 2015-01-13 | 2017-10-20 | 波士顿科学国际有限公司 | Cancer cell membrane is depolarized |
| CN111450083A (en) * | 2020-04-28 | 2020-07-28 | 天津大学 | Synthesis method of liver cancer targeted therapy nanoparticles |
| CN112245594A (en) * | 2020-08-17 | 2021-01-22 | 广西医科大学 | Non-viral nanoparticle for gene molecule delivery and preparation method and application thereof |
| WO2021179792A1 (en) * | 2020-03-12 | 2021-09-16 | 东南大学 | Gene interference vector- and iron nanoparticle-based composition for killing cancer cells, and use thereof |
| EP4069317A4 (en) * | 2019-12-05 | 2024-04-03 | Massachusetts Gen Hospital | Compositions and methods for tunable magnetic nanoparticles |
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| CN103550792A (en) * | 2013-10-28 | 2014-02-05 | 张薇薇 | Difunctional nanoprobe for detecting mitochondrial cytochrome C as well as preparation method thereof |
| CN103550792B (en) * | 2013-10-28 | 2015-04-29 | 张薇薇 | Difunctional nanoprobe for detecting mitochondrial cytochrome C as well as preparation method thereof |
| CN103691066A (en) * | 2013-12-27 | 2014-04-02 | ***昆明总医院 | Gold labeling implant and manufacture method thereof |
| CN103691066B (en) * | 2013-12-27 | 2016-08-17 | ***昆明总医院 | A kind of gold mark implant and manufacture method thereof |
| CN107278162A (en) * | 2015-01-13 | 2017-10-20 | 波士顿科学国际有限公司 | Cancer cell membrane is depolarized |
| WO2016150521A1 (en) * | 2015-03-26 | 2016-09-29 | Fundación Imdea Nanociencia | Functionalised magnetic nanoparticle |
| CN106806907A (en) * | 2017-02-14 | 2017-06-09 | 天津医科大学 | TEM1 specificity nuclear-magnetism probes and its application |
| CN106806907B (en) * | 2017-02-14 | 2020-01-10 | 天津普莱特医药技术有限公司 | TEM1 specific nuclear magnetic probe and application thereof |
| EP4069317A4 (en) * | 2019-12-05 | 2024-04-03 | Massachusetts Gen Hospital | Compositions and methods for tunable magnetic nanoparticles |
| WO2021179792A1 (en) * | 2020-03-12 | 2021-09-16 | 东南大学 | Gene interference vector- and iron nanoparticle-based composition for killing cancer cells, and use thereof |
| CN111450083A (en) * | 2020-04-28 | 2020-07-28 | 天津大学 | Synthesis method of liver cancer targeted therapy nanoparticles |
| CN112245594A (en) * | 2020-08-17 | 2021-01-22 | 广西医科大学 | Non-viral nanoparticle for gene molecule delivery and preparation method and application thereof |
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Application publication date: 20120815 |