CN108144070A - A kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent - Google Patents
A kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent Download PDFInfo
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- CN108144070A CN108144070A CN201711279078.1A CN201711279078A CN108144070A CN 108144070 A CN108144070 A CN 108144070A CN 201711279078 A CN201711279078 A CN 201711279078A CN 108144070 A CN108144070 A CN 108144070A
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- hydridization
- gadolinium oxide
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/0002—General or multifunctional contrast agents, e.g. chelated agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0063—Preparation for luminescence or biological staining characterised by a special physical or galenical form, e.g. emulsions, microspheres
- A61K49/0069—Preparation for luminescence or biological staining characterised by a special physical or galenical form, e.g. emulsions, microspheres the agent being in a particular physical galenical form
- A61K49/0089—Particulate, powder, adsorbate, bead, sphere
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
- A61K49/08—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations characterised by the carrier
- A61K49/10—Organic compounds
- A61K49/14—Peptides, e.g. proteins
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F17/00—Compounds of rare earth metals
- C01F17/20—Compounds containing only rare earth metals as the metal element
- C01F17/206—Compounds containing only rare earth metals as the metal element oxide or hydroxide being the only anion
Abstract
The present invention relates to a kind of preparation methods of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent, belong to contrast medium technique field.The present invention prepares hydridization gadolinium oxide nanometer rods as contrast agent core, the imaging contrast of lesions position and normal structure can be improved by changing the relaxation rate of water proton in local organization, and then detect diseased organ and rational evaluation organ dysfunction, high atomic number and the absorbability relatively strong to X ray using ytterbium element, show better imaging effect, pass through the doping of erbium, stable upper conversion feux rouges is showed under near infrared light excitation, largely avoid the interference of background fluorescence, and then improve imaging signal-to-noise ratio, near infrared light is minimum to the damage of organism, the injury of exposure tissue is preferably minimized on the basis of equal extent optical imagery, it is easier in phagocyte system approximate completely from the advantageous property discharged in vivo in degradation and short time.
Description
Technical field
The present invention relates to a kind of preparation methods of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent, belong to contrast medium technique
Field.
Background technology
Tumour is a kind of fatal disease, with the arriving of global aging society, is also existed for the demand of oncotherapy
It gradually increases.The essential therapeutic arsenals that clinical treatment tumour uses at this stage are chemotherapy, radiation cure, light power
Treatment and operative treatment etc., these method some are larger to injury of human, some to the therapeutic effect of specific type tumour not
It is very good.In order to effectively treat tumour, scientific research personnel a variety of emerging technologies have been developed carry out the diagnosis of tumour and
Treatment, the methods of including to the photo-thermal therapy of tumor tissues, immunization therapy and gene therapy.
With the development of modern image techniques, people have the ability simultaneously more to thirst for just obtaining in non-invasive diagnostic enough
Evidence judges the type of disease and developing stage, i.e., obtains diagnostic result in not substantive intrusion inside of human body, and
Human body can be caused the invasive diagnostic method of certain wound and pain by not using as far as possible.Modern medicine imaging technique mainly wraps
Include ultrasonic imaging, magnetic resonance imaging, CT scan imaging and optical imagery etc..In scientific research and clinical practice
In, in order to which pathological tissues and normal tissue regions preferably are carried out fine-resolution to carry out medical diagnosis, need to medicine figure
The contrast of picture is adjusted, and improves the sensitivity of medical imaging, so as to preferably provide reference for medical diagnosis, therefore
Need the injection into organism that can enhance the resolution ratio of imaging and improve the substance of image sensitivity, this substance is referred to as making
Shadow agent.Acoustic contrast agent, magnetic resonance contrast agent, CT contrast agent and fluorescence imaging are classified as again according to different imaging modes to make
Shadow agent etc..Due to the difference of various imaging technical principles, various imaging techniques also certainly exist the diagnosis of disease certain
Blind area and defect if can be integrated together various imaging patterns, may obtain various having in once patient is checked
It imitates information and analysis is rebuild by the form of 3D modeling, acquired results with normal population are compareed, pass through calculating
The improvement of machine algorithm carrys out auxiliary profession doctor to be diagnosed to it, then the possibility for mistaken diagnosis occurring during diagnosis and failing to pinpoint a disease in diagnosis will significantly
It reduces, the life security of patient will also be guaranteed, therefore to the research and development of multi-modal imaging reagent also just into putting in scientific research people
Member in face of hot spot and have to solve the problems, such as first.
The pain of injection of medicine during in order to reduce diagnose and treat, and in order to carry out whole process to the whole process for the treatment of
The monitoring of medical imaging, clinician and patient particularly hope effectively to be integrated diagnostic preparation and treatment preparation, make
A kind of drug realizes the dual function of imaging and treatment simultaneously.It is this by the combined mode of diagnose and treat, on the one hand
Because the time is saved in terms of first aid there is unique advantage, on the other hand can also realize that the all-the-way tracking for the treatment of is controllable,
So as to make therapeutic process more safety transparent.
Invention content
The technical problems to be solved by the invention：For nano-particle to tumour cell without targeting, the susceptibility of imaging
Low, the problem of image taking speed is slow, provides a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
In order to solve the above technical problems, the technical solution adopted by the present invention is：
（1）Yttrium nitrate, erbium nitrate, gadolinium nitrate dissolving in deionized water, then are adjusted into pH to 9~10, are placed in hydro-thermal reaction
3~5h is reacted in kettle, filtration washing obtains precursor；
（2）1~2h of heat preservation calcining after precursor is dried, ground 400 mesh sieve, obtains hydridization gadolinium oxide nanometer rods；
（3）By dimyristoyl phosphatidyl choline, myristoyl hydroxyl phosphatidyl choline, mass fraction is dissolved in as 10% methanol chloroform
In solution, hydridization gadolinium oxide nanometer rods are added, ultrasonic disperse obtains mixed liquor；
（4）Mixed liquor is added dropwise in deionized water, continues stirring until and is added dropwise, then is transferred in centrifuge and centrifuges, is gone
Except the particle of coreless, phosphatide cladding hydridization gadolinium oxide micelle is obtained；
（5）Apolipoprotein A-1, phosphatide cladding hydridization gadolinium oxide micelle are taken, is added in the phosphate buffer that pH is 6.5~7.5
Disperse 30~40min, 10~12h of quiescent culture, obtain lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
Step（1）The yttrium nitrate, erbium nitrate, gadolinium nitrate molfraction for 1~2 part of yttrium nitrate, 1~2 part of erbium nitrate,
10~20 parts of gadolinium nitrates.
Step（1）The reaction process is that 3~5h is reacted at 120~160 DEG C.
Step（2）The heat preservation calcination process is to be warming up to 500~600 DEG C with 5 DEG C/min, 1~2h of heat preservation calcining.
Step（3）The dimyristoyl phosphatidyl choline, myristoyl hydroxyl phosphatidyl choline, hydridization gadolinium oxide nanometer rods
Mass ratio is（1~2）：（1~2）：（2~4）.
Step（4）The deionized water temperature is 80~90 DEG C.
Step（5）The apolipoprotein A-1, phosphatide cladding hydridization gadolinium oxide micelle mass ratio be（1~2）：（2.5~
5.0）.
Compared with other methods, advantageous effects are the present invention：
（1）The present invention prepares hydridization gadolinium oxide nanometer rods as contrast agent core, has 7 unpaired f electricity using gadolinium ion
Son is affected to the relaxation situation of water proton in tissue outside plus under magnetic fields, can be by changing in local organization
The relaxation rate of water proton improves the imaging contrast of lesions position and normal structure, and then detect diseased organ and rational evaluation
Organ dysfunction, high atomic number and the absorbability relatively strong to X ray using ytterbium element show preferably imaging effect
Fruit by the doping of erbium, shows stable upper conversion feux rouges under near infrared light excitation, largely avoids background fluorescence
Interference, and then improve imaging signal-to-noise ratio, the excitation wavelength of common near-infrared laser is mainly in 980nm, the laser cost
Cheap, strong applicability, near infrared light are minimum to the damage of organism, by exposure tissue on the basis of equal extent optical imagery
Injury be preferably minimized, in phagocyte system be easier degradation and the short time in approximation completely from the Optimality discharged in vivo
Matter；
（2）The present invention is coated high-density lipoprotein, is prepared a kind of targeting using hydridization gadolinium oxide nanometer rods as contrast agent core
The novel type radiographic contrast of atherosclerotic plaque macrophage will be accumulated in distal tissues（Including atherosclerotic plaque）It is free
Cholesterol and lipoprotein in blood circulation are combined with certain macromolecular carriers and then are transported to each histocyte, carry out body
Recycling excretes external, the removing of promotion histocyte inner cholesterol, maintenance intracellular cholesteryl amount in the form of cholic acid
Opposite homeostasis, and by in atheromatous plaque macrophage interaction the occurrence and development of atherosclerosis are played it is aobvious
The restriction effect of work.
Specific embodiment
0.01~0.02mol yttrium nitrates, 0.01~0.02mol erbium nitrates are taken, 0.1~0.2mol gadolinium nitrates add in 1~2L
In deionized water, 30~40min is stirred, then adjust pH to 9~10 for 1% ammonium hydroxide with mass fraction with 300~400r/min, and
It is placed in hydrothermal reaction kettle, 3~5h is reacted at 120~160 DEG C, filter residue is filtered to obtain after being cooled to room temperature, is washed with deionized water
It washs filter residue to cleaning solution to be in neutrality, obtains precursor, precursor is placed in drying box, dried at 105~110 DEG C to constant weight,
It is transferred in Muffle furnace again, is warming up to 500~600 DEG C with 5 DEG C/min, heat preservation 1~2h of calcining is packed into grinder after being cooled to room temperature
Middle grinding crosses 400 mesh sieve, obtains hydridization gadolinium oxide nanometer rods, take 0.1~0.2g dimyristoyl phosphatidyl cholines, 0.1~0.2g
Myristoyl hydroxyl phosphatidyl choline, it is in 10% methanol chloroform solution, with 300~400r/min to add in 100~200mL mass fractions
Stir 20~30min, add 0.2~0.4g hydridization gadolinium oxide nanometer rods, with 180~240W ultrasonic echographies dispersion 30~
40min obtains mixed liquor, and mixed liquor is added dropwise to 300~500mL temperature as 80~90 DEG C of deionized water using 1~2mL/min
In, it is continued stirring until and is added dropwise with 300~400r/min, then be transferred in centrifuge and centrifuge, remove the particle of coreless,
Phosphatide cladding hydridization gadolinium oxide micelle is obtained, takes 0.1~0.2g apolipoprotein A-1s, 0.25~0.50g phosphatide cladding hydridization gadolinium oxide
Micelle, add in 100~200mLpH be 6.5~7.5 phosphate buffer in, with 180~240W ultrasonic echographies dispersion 30~
10~12h of quiescent culture after 40min obtains lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
Example 1
0.01mol yttrium nitrates, 0.01mol erbium nitrates are taken, 0.1mol gadolinium nitrates are added in 1L deionized waters, stirred with 300r/min
30min is mixed, then pH to 9 is adjusted for 1% ammonium hydroxide with mass fraction, is placed in hydrothermal reaction kettle, 3h is reacted at 120 DEG C, cool down
Filter residue is filtered to obtain after to room temperature, filter residue to cleaning solution is washed with deionized and is in neutrality, obtains precursor, precursor is placed in drying
It in case, is dried at 105 DEG C to constant weight, then be transferred in Muffle furnace, is warming up to 500 DEG C, heat preservation calcining 1h with 5 DEG C/min, cooling
It is fitted into grinder and grinds after to room temperature, cross 400 mesh sieve, obtain hydridization gadolinium oxide nanometer rods, take bis- myristoyl phosphatidyls of 0.1g
Choline, 0.1g myristoyl hydroxyl phosphatidyl cholines add in 100mL mass fractions in 10% methanol chloroform solution, to be stirred with 300r/min
20min is mixed, adds 0.2g hydridization gadolinium oxide nanometer rods, 30min is disperseed with 180W ultrasonic echographies, mixed liquor is obtained, will mix
Liquid is added dropwise to 300mL temperature as in 80 DEG C of deionized water using 1mL/min, is continued stirring until and is added dropwise with 300r/min, then
It is transferred in centrifuge and centrifuges, remove the particle of coreless, obtain phosphatide cladding hydridization gadolinium oxide micelle, take 0.1g apolipoproteins
A-I, 0.25g phosphatide coat hydridization gadolinium oxide micelle, add in the phosphate buffer that 100mLpH is 6.5, with 180W ultrasonic waves
Quiescent culture 10h after ultrasonic disperse 30min obtains lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
Example 2
0.01mol yttrium nitrates, 0.01mol erbium nitrates are taken, 0.1mol gadolinium nitrates are added in 1L deionized waters, stirred with 350r/min
35min is mixed, then pH to 9 is adjusted for 1% ammonium hydroxide with mass fraction, is placed in hydrothermal reaction kettle, 4h is reacted at 140 DEG C, cool down
Filter residue is filtered to obtain after to room temperature, filter residue to cleaning solution is washed with deionized and is in neutrality, obtains precursor, precursor is placed in drying
It in case, is dried at 108 DEG C to constant weight, then be transferred in Muffle furnace, is warming up to 550 DEG C, heat preservation calcining 1h with 5 DEG C/min, cooling
It is fitted into grinder and grinds after to room temperature, cross 400 mesh sieve, obtain hydridization gadolinium oxide nanometer rods, take bis- myristoyl phosphatidyls of 0.1g
Choline, 0.1g myristoyl hydroxyl phosphatidyl cholines add in 150mL mass fractions in 10% methanol chloroform solution, to be stirred with 350r/min
25min is mixed, adds 0.3g hydridization gadolinium oxide nanometer rods, 35min is disperseed with 210W ultrasonic echographies, mixed liquor is obtained, will mix
Liquid is added dropwise to 400mL temperature as in 85 DEG C of deionized water using 1mL/min, is continued stirring until and is added dropwise with 350r/min, then
It is transferred in centrifuge and centrifuges, remove the particle of coreless, obtain phosphatide cladding hydridization gadolinium oxide micelle, take 0.1g apolipoproteins
A-I, 0.35g phosphatide coat hydridization gadolinium oxide micelle, add in the phosphate buffer that 150mLpH is 7.0, with 210W ultrasonic waves
Quiescent culture 11h after ultrasonic disperse 35min obtains lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
Example 3
0.02mol yttrium nitrates, 0.02mol erbium nitrates are taken, 0.2mol gadolinium nitrates are added in 2L deionized waters, stirred with 400r/min
40min is mixed, then pH to 10 is adjusted for 1% ammonium hydroxide with mass fraction, is placed in hydrothermal reaction kettle, 5h is reacted at 160 DEG C, it is cold
But to filter residue is filtered to obtain after room temperature, filter residue to cleaning solution is washed with deionized and is in neutrality, obtains precursor, precursor is placed in dry
It in dry case, is dried at 110 DEG C to constant weight, then be transferred in Muffle furnace, is warming up to 600 DEG C with 5 DEG C/min, 2h is calcined in heat preservation, cold
But it grinds to being fitted into grinder after room temperature, crosses 400 mesh sieve, obtain hydridization gadolinium oxide nanometer rods, take bis- myristoyl phosphatide of 0.2g
Phatidylcholine, 0.2g myristoyl hydroxyl phosphatidyl cholines, it is in 10% methanol chloroform solution, with 400r/min to add in 200mL mass fractions
30min is stirred, adds 0.4g hydridization gadolinium oxide nanometer rods, 40min is disperseed with 240W ultrasonic echographies, obtains mixed liquor, it will be mixed
It closes liquid to be added dropwise in 500mL deionized waters at a temperature of 90 °C with 2mL/min, is continued stirring until and be added dropwise with 400r/min,
It is transferred in centrifuge and centrifuges again, remove the particle of coreless, obtain phosphatide cladding hydridization gadolinium oxide micelle, 0.2g is taken to carry fat egg
White A-I, 0.50g phosphatide coat hydridization gadolinium oxide micelle, add in the phosphate buffer that 200mLpH is 7.5, with 240W ultrasounds
Quiescent culture 12h after wave ultrasonic disperse 40min obtains lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
Reference examples：The contrast agent of Zhejiang company production.
Experiments have shown that：The unique property of tumor tissues provides the foundation for exploitation diagnosis and chemotherapeutic preparation, also inspires
We develop a kind of nano level contrast agent.Different from blood pool imaging agent, the developer of nano-grade size is due to its unique ruler
Very little range imparts their extremely strong penetration powers, can pass through tumor vascular endothelium gap and enter tumor tissues and realize tissue
Development, the limitation for occurring to image in blood pool so as to which microvesicle class acoustic contrast agent surmounted to be only capable of, has expanded Ultrasonic Diagnosis conduct
The application range of traditional imaging means, therefore nanoscale developer has very big advantage in terms of tumor imaging and treatment.
We are different using various sizes of microvesicle buoyancy on the basis of novel microbubble contrast agent is successfully prepared
Characteristic detaches nano grade air bubbles therein using the method for centrifugation from mother liquor microvesicle suspension.Optimize centrifugal condition, met
The nano grade air bubbles of requirement conduct a preliminary study its character, and the nanoscale having rated in animal body
The ultrasonic development effect of bubble.
The particle size distribution range of microvesicle is in the range of hundreds of nanometers to several microns.This size range can be with safety
Lung filter reaches peripheral circulation.Microvesicle average grain diameter obtained is seldom more than the microvesicle of 8um in the range of 1.1~2.0um.Grain
Degree respectively in the range of 400~600nm and 3~5um, shows to contain a large amount of nanoscale gas in microvesicle in bimodal distribution
Bubble.This may be due to generating high energy kernel in ultrasonic procedure, and higher surfactant concentration can quickly reduce surface
Power causes bubble nucleating rate to increase, finally generates a large amount of minute bubbles.Changing preparation process can not make bubble size complete
It moves on in nano-scale range, shows that such Size Distribution has reached the minimum curvature being likely to be breached in their physical properties
Radius.
The size of nano grade air bubbles can be changed by adjusting centrifugation time, we can obtain average grain diameter by this method
Nano grade air bubbles between 400~600nm.
It can thus be appreciated that：Contrast agent prepared by the present invention is with good stability, realizes that microvesicle pharmaceutical carrier has simultaneously
Good ultrasonic development effect and ultrasonically controlled-release response characteristic, and there is Targeting delivery.
Claims (7)
1. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent, which is characterized in that the specific steps are：
（1）Yttrium nitrate, erbium nitrate, gadolinium nitrate dissolving in deionized water, then are adjusted into pH to 9~10, are placed in hydro-thermal reaction
3~5h is reacted in kettle, filtration washing obtains precursor；
（2）1~2h of heat preservation calcining after precursor is dried, ground 400 mesh sieve, obtains hydridization gadolinium oxide nanometer rods；
（3）By dimyristoyl phosphatidyl choline, myristoyl hydroxyl phosphatidyl choline, mass fraction is dissolved in as 10% methanol chloroform
In solution, hydridization gadolinium oxide nanometer rods are added, ultrasonic disperse obtains mixed liquor；
（4）Mixed liquor is added dropwise in deionized water, continues stirring until and is added dropwise, then is transferred in centrifuge and centrifuges, is gone
Except the particle of coreless, phosphatide cladding hydridization gadolinium oxide micelle is obtained；
（5）Apolipoprotein A-1, phosphatide cladding hydridization gadolinium oxide micelle are taken, is added in the phosphate buffer that pH is 6.5~7.5
Disperse 30~40min, 10~12h of quiescent culture, obtain lipoprotein cladding hydridization gadolinium oxide micelle contrast agent.
2. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（1）The yttrium nitrate, erbium nitrate, gadolinium nitrate molfraction for 1~2 part of yttrium nitrate, 1~2 part of erbium nitrate, 10~
20 parts of gadolinium nitrates.
3. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（1）The reaction process is that 3~5h is reacted at 120~160 DEG C.
4. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（2）The heat preservation calcination process is to be warming up to 500~600 DEG C with 5 DEG C/min, 1~2h of heat preservation calcining.
5. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（3）The dimyristoyl phosphatidyl choline, myristoyl hydroxyl phosphatidyl choline, hydridization gadolinium oxide nanometer rods quality
Than for（1~2）：（1~2）：（2~4）.
6. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（4）The deionized water temperature is 80~90 DEG C.
7. a kind of preparation method of lipoprotein cladding hydridization gadolinium oxide micelle contrast agent as described in claim 1, feature exist
In step（5）The apolipoprotein A-1, phosphatide cladding hydridization gadolinium oxide micelle mass ratio be（1~2）：（2.5~5.0）.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102178954A (en) * | 2011-04-25 | 2011-09-14 | 中国药科大学 | Recombinant high density lipoprotein (HDL) medicament delivery system with functions of targeted and reverse cholesterol transport (RCT) on vascular wall and application thereof |
| CN103215039A (en) * | 2013-05-06 | 2013-07-24 | 上海师范大学 | Multifunctional rare-earth doped silicon gadolinium oxide-base composite nanomaterial, as well as preparation method and application thereof |
| CN105176516A (en) * | 2015-09-26 | 2015-12-23 | 哈尔滨工程大学 | Nuclear-shell photo-magnetic dual-mode imaging nanocrystalline and coprecipitation preparation method thereof |
| CN105963715A (en) * | 2016-06-27 | 2016-09-28 | 四川大学 | Double-polypeptide modified europium doped gadolinium oxide nanorod and preparation thereof |
-
2017
- 2017-12-06 CN CN201711279078.1A patent/CN108144070A/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102178954A (en) * | 2011-04-25 | 2011-09-14 | 中国药科大学 | Recombinant high density lipoprotein (HDL) medicament delivery system with functions of targeted and reverse cholesterol transport (RCT) on vascular wall and application thereof |
| CN103215039A (en) * | 2013-05-06 | 2013-07-24 | 上海师范大学 | Multifunctional rare-earth doped silicon gadolinium oxide-base composite nanomaterial, as well as preparation method and application thereof |
| CN105176516A (en) * | 2015-09-26 | 2015-12-23 | 哈尔滨工程大学 | Nuclear-shell photo-magnetic dual-mode imaging nanocrystalline and coprecipitation preparation method thereof |
| CN105963715A (en) * | 2016-06-27 | 2016-09-28 | 四川大学 | Double-polypeptide modified europium doped gadolinium oxide nanorod and preparation thereof |
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Application publication date: 20180612 |