CN105622692B - A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof - Google Patents
A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof Download PDFInfo
- Publication number
- CN105622692B CN105622692B CN201610061463.8A CN201610061463A CN105622692B CN 105622692 B CN105622692 B CN 105622692B CN 201610061463 A CN201610061463 A CN 201610061463A CN 105622692 B CN105622692 B CN 105622692B
- Authority
- CN
- China
- Prior art keywords
- gel
- tetra
- guanosine
- amine
- solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
- C07H19/167—Purine radicals with ribosyl as the saccharide radical
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/5415—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with carbocyclic ring systems, e.g. phenothiazine, chlorpromazine, piroxicam
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A kind of sugar response supermolecular gel with tetra- stranded structures of G; centered on the sugar response of 2 formylphenylboronic acids; the formed dynamic covalent bond boron ester bond of vicinal diamines structure having using guanosine; dynamic imine linkage is formed by the aldehyde radical of the primary amine in three (2 amino-ethyl) amine and 2 formylphenylboronic acids again, G tetrad square structures are formed under the stabilization of potassium ion between the base of guanosine；Available for detection in glucose solution and acid solution to the releasing effect of methylene blue.It is an advantage of the invention that：The gel stability of this method preparation, intensity are higher, sugared response is good and can largely load big/small molecule gel；The raw material that preparation method is related to is simple, needs not move through the synthesis step of complexity, you can prepare supramolecular hydrogel using small molecule, cost is low, and production process is simple, and product can preserve for a long time, undergo no deterioration, and material toxicity is relatively low, application easy to spread.
Description
Technical field
The invention belongs to biological medicine Material Field, is related to a kind of sugar response supermolecular gel with tetra- stranded structures of G-
And preparation method thereof.
Background technology
Diabetes, which become, endangers one of disease of Chinese's health most serious, and existing treatment method is by daily
To patients undergoing subcutaneous injecting insulin to control blood sugar concentration.This method is there are two large problems, first, frequently injection is not only to injection
The injury that can not be healed is caused at position, and physiological pain and psychological shade are brought to patient；Second, insulin injection can only
It is short-term to reduce blood glucose, it is impossible to control blood sugar concentration, injection volume can excessively cause hypoglycemia and cause serious shock.Therefore, open
Hair can control the system of uelralante to be of great significance according to blood sugar level intelligent response.
Phenyl boric acid and its derivative are very easy to pass through with materials containing vicinal diamines such as glucose reversible common after ionization
Valence link combines, and forms more hydrophilic structure.Glucose responding polymeric material system based on phenyl boric acid has a variety of systems
Standby mode, including covalently cross-linked micro-/ nano gel, Self-Assembling of Block Copolymer micella and vesica and template prepare vesica
Deng.At present, the polymer that the polymeric material system of common a kind of load insulin is modified using phenyl boric acid more, such as
Jianfeng Zhang, Ning Ma, Lidong Li et al. " pH-and Glucose-Responsive Core-Shell
Hybrid Nanoparticles with Controllable Metal-Enhanced Fluorescence Effects " profits
Assembled to form micella with bi-block copolymer.Using the method for polymer, the synthesis of polymer and certain difficulty is modified with, and
And it is low there are load factor, discharge the problems such as quick.And hydrogel then has larger drug loading rate, can solve a degree of sudden and violent
Release problem.
There is three-dimensional net structure inside hydrogel, loose porous cross-linked structure can be used as Drug Carrier Systems and tissue work
Engineering support, extensive use is obtained in biomaterial medical domain.Hydrogel can be by chemically or physically forming, chemistry
Hydrogel mechanical strength prepared by crosslinking is big, and stability is good.The hydrogel formation condition that non-covalent bond effect is formed is gentle, can be with
The protein drug molecule contained forms activity of the gel without destroying protein molecular together.Constructed using dynamic covalent chemical
Stimulating responsive hydrogel, can respond, such as light, temperature with extraneous stimulation, reducing condition etc., moreover it is possible to occur reversible
Sol-gel transition, so with widely application.The hydrogel for the glucose responding constructed using dynamic covalent bond, is had
It is expected to develop into the insulin carrier system for treating diabetes.
In human body, tetra- stranded structures of G- are common in telomere part and the promoter region of DNA, often have in the region abundant
Guanosine, under the stabilization of metal ion formed G- tetrad square structures, layer upon layer, becomes tetra- serobila knots of G-
Structure.Because the formation of tetra- stranded structures of G- has potential anticancer effect, thus causes the widely studied of people.This research and utilization
Dynamic covalent bond forms the gel with tetra- stranded structures of G-.
The content of the invention
The purpose of the present invention is there are problem for above-mentioned, there is provided a kind of sugar response supermolecule with tetra- stranded structures of G-
Gel and preparation method thereof, this method preparation process is simple, plastic is quick, raw material is cheap and easy to get, the gel stability of preparation, intensity
Higher, sugared response is good and can largely load big/small molecule gel.
Technical scheme：
A kind of sugar response supermolecular gel with tetra- stranded structures of G-, during the sugar response with 2- formylphenylboronic acids is
The heart, the formed dynamic covalent bond boron ester bond of vicinal diamines structure having using guanosine, then pass through three (2- amino second
Base) aldehyde radical of primary amine in amine and 2- formylphenylboronic acids forms dynamic imine linkage, between the base of guanosine potassium from
G- tetrad square structures are formed under the stabilization of son；The gel includes a kind of non-covalent bond hydrogen bond and two kinds of dynamic covalent bond boron
Ester bond, imine linkage.
A kind of preparation method of the sugar response supermolecular gel with tetra- stranded structures of G-, step are as follows：
1) it is at room temperature that guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride and solvent is pure
Water purification mixes, and obtains suspension, the guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride
Molar ratio is 1:1:0.33:0.25, the plastic least concentration of guanosine is 25mM；
2) above-mentioned suspension is reacted to solution at a temperature of 100 DEG C and becomes clarified solution；
3) above-mentioned clarified solution is stood, is cooled to room temperature, obtain the milky sugar response with tetra- stranded structures of G-
Supermolecular gel.
A kind of application of the sugar response supermolecular gel with tetra- stranded structures of G-, for loading small molecule methylene blue,
Step is as follows：
1) sodium dihydrogen phosphate buffer that pH is 7.4, ion concentration is 10mM is prepared；
2) by guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride and 1) it is described buffering it is molten
Liquid mixes, and obtains suspension, wherein guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride is dense
Degree is respectively 35mM, 35mM, 11.7mM, 8.75mM；
3) using the method for the load signal molecule in gel, the release for detecting signaling molecule draws the journey of gel dissociation
Degree, method are as follows：Above-mentioned suspension is heated to seething with excitement, turbid solution is changed into supernatant liquid, after slowly cooling to 40 DEG C, is clarifying
Signaling molecule methylene blue (MB) is added in solution, the gel of blueness is formed after standing.
A kind of application of the sugar response supermolecular gel with tetra- stranded structures of G-, for detecting the gel in grape
It is as follows to the releasing effect of methylene blue, step in sugar juice and acid solution：
1) using maximum absorption band of the methylene blue at 367nm as Detection wavelength, concentration versus absorbance value standard curve is established；
2) glucose solution that concentration is 10g/L is slowly added to above the gel of the load methylene blue of formation, keeps environment
Temperature is 37 DEG C, is increased over time, and measures ultraviolet absorption value of the gel top solution at 367nm at 37 DEG C successively, often
Secondary measurement interval about 5h, concentration is scaled by standard curve of each absorption value according to 3), by the methylene blue concentration being initially added,
Calculate the percentage of methylene blue release, you can obtain the percentage of gel dissociation.
The supermolecular gel of tetra- stranded structures of G- has the principle of sugared response：
Phenyl boric acid and its derivative are a kind of lewis acids, and phenyl boric acid very easy and glucose etc. after ionization contains neighbour
The material of glycol is combined by reversible covalent bonds, and this method utilizes 2- formylphenylboronic acids and the vicinal diamines shape in guanosine
Into the crosslinking points of gel, and can be formed more with 2- formylphenylboronic acids compared to the vicinal diamines in guanosine, glucose
Add hydrophilic structure, the crucial crosslinking points in such gel are destroyed, therefore the gel that this method is formed is adding glucose
After show glucose responding.
It is an advantage of the invention that：
The gel stability of this method preparation, intensity are higher, sugared response is good and can largely load big/small molecule coagulates
Glue；The raw material that preparation method is related to is simple, needs not move through the synthesis step of complexity, you can prepare supramolecular hydrogel using small molecule
Glue, cost bottom, production process is simple, and product can preserve for a long time, undergo no deterioration, and material toxicity is relatively low, application easy to spread.
Brief description of the drawings
Fig. 1 is the formation mechenism schematic diagram of tetra- serobila gels of G-.
Fig. 2 is scanning electron microscope (SEM) photo of the supermolecular gel prepared.
Fig. 3 is transmission electron microscope (TEM) photo of the supermolecular gel prepared.
Fig. 4 is response of the supermolecular gel under the stimulation of 10g/L glucose solutions.
Embodiment
Embodiment：
A kind of sugar response supermolecular gel with tetra- stranded structures of G-, during the sugar response with 2- formylphenylboronic acids is
The heart, the formed dynamic covalent bond boron ester bond of vicinal diamines structure having using guanosine, then pass through three (2- amino second
Base) aldehyde radical of primary amine in amine and 2- formylphenylboronic acids forms dynamic imine linkage, between the base of guanosine potassium from
G- tetrad square structures are formed under the stabilization of son；The gel includes a kind of non-covalent bond hydrogen bond and two kinds of dynamic covalent bond boron
Ester bond, imine linkage, Fig. 1 are the formation mechenism schematic diagram of tetra- serobila gels of G-.
The preparation method of the sugar response supermolecular gel with tetra- stranded structures of G-, step are as follows：
1) KCl and three (2- amino-ethyls) amine are configured to the solution of 10mg/mL with pure water at room temperature, it is spare.
2) 7.06mg guanosines and 3.75mg 2- formylphenylboronic acids are added in the small test tube of 5mL, afterwards small
Added in test tube 1) described in 47uL KCl solution and 122uL tri- (2- amino-ethyls) amine aqueous solution, it is pure to be eventually adding 831uL
Water, makes overall liquor capacity reach 1mL.At this time, guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and
The concentration of potassium chloride is respectively 25mM, 25mM, 8.33mM, 6.25mM；
3) mixture in the 2) small test tube is heated to seething with excitement, the settled solution stood, is gradually cooling to room temperature,
Milk white gel can be formed.
4) the 25mM gels of the 3) formation are freezed into 24h in subzero 20 DEG C of refrigerators, then places 24h in freeze dryer, obtained
To light yellow solid powder, SEM tests are carried out, you can obtain the SEM photograph shown in Fig. 2, shown in figure in supermolecular gel
The loose porous structure in portion.
5) mixture in the 2) small test tube is heated to seething with excitement, and the settled solution stood, takes a small amount of settled solution
It is slowly added dropwise to copper mesh, which is placed in 24h in 37 DEG C of baking oven, carries out TEM tests, you can obtain TEM photos.Fig. 3 is
Transmission electron microscope (TEM) photo of 25mM gels, shows the structure being cross-linked with each other inside supermolecular gel in figure.
The prepared sugar response supermolecular gel with tetra- stranded structures of G- is used to load small molecule methylene blue and detection should
Gel is as follows to the releasing effect of methylene blue, step in glucose solution and acid solution：
1) KCl and three (2- amino-ethyls) amine are configured to the buffer solution that pH=7.4, concentration are 10mM at room temperature
The solution of 10mg/mL, it is spare.
2) 9.91mg guanosines and 5.25mg 2- formylphenylboronic acids are added in the small test tube of 5mL, afterwards small
Added in test tube 1) described in 65uL KCl solution and 171uL tri- (2- amino-ethyls) amine aqueous solution, add 724uL buffer solutions.
3) mixture in the 2) small test tube is heated to boiling, the settled solution stood, after being cooled to 40 DEG C,
The signaling molecule methylene blue of 40uL 1mg/mL is added in settled solution, overall liquor capacity is reached 1mL.Stand blue solution,
To the gel for forming blueness.At this time, guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride is dense
Degree is respectively 35mM, 35mM, 11.7mM, 8.75mM；
4) using maximum absorption band of the methylene blue at 367nm as Detection wavelength, detectable concentration is respectively 0.00104 successively,
Ultraviolet absorption value of 0.00208,0.00417,0.00833, the 0.01667mg/mL methylene blue solution at 367nm, establish concentration-
Absorption value standard curve；
5) glucose solution that 2mL concentration is 10g/L is slowly added to above the gel of the load methylene blue 3) formed, is kept
Environment temperature is 37 DEG C, is increased over time, and measures UV absorption of the gel top solution at 367nm at 37 DEG C successively
Value, each measurement interval about 5h, is scaled concentration, by the methylene blue being initially added by standard curve of each absorption value according to 4)
Concentration, calculate methylene blue release percentage, you can obtain gel dissociation percentage, every group of data in triplicate,*P<0.05,**
P<0.01.Fig. 4 is response of the supermolecular gel under the stimulation of 10g/L glucose solutions, is shown in figure molten in 10g/L glucose
Under liquid stimulates, the sugar response supermolecular gel of tetra- stranded structures of G- can dissociate under the stimulation of glucose, there is very strong Portugal
Grape sugar response.
Claims (4)
1. a kind of preparation method of the sugar response supermolecular gel with tetra- stranded structures of G-, it is characterised in that step is as follows：
1) at room temperature by guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride and solvent pure water
Mixing, obtains suspension, the guanosine, 2- formylphenylboronic acids, mole of three (2- amino-ethyls) amine and potassium chloride
Than for 1:1:0.33:0.25, the plastic least concentration of guanosine is 25mM；
2) above-mentioned suspension is reacted to solution at a temperature of 100 DEG C and becomes clarified solution；
3) above-mentioned clarified solution is stood, is cooled to room temperature, obtain the milky sugar response oversubscription with tetra- stranded structures of G-
Sub- gel.
2. prepared by a kind of method as claimed in claim 1 has the sugar response supermolecular gel of tetra- stranded structures of G-, its feature
It is：Centered on the 2- formylphenylboronic acids of sugar response, the vicinal diamines structure having using guanosine is formed dynamic
State covalent bond boron ester bond, then dynamic Asia is formed by the aldehyde radical of the primary amine in three (2- amino-ethyls) amine and 2- formylphenylboronic acids
Amine key, forms tetra- stranded structures of G- of square tetrad between the base of guanosine under the stabilization of potassium ion；This is solidifying
Glue includes a kind of non-covalent bond hydrogen bond and two kinds of dynamic covalent bond boron ester bonds, imine linkages.
3. prepared by a kind of method as claimed in claim 1 has the application of the sugar response supermolecular gel of tetra- stranded structures of G-,
It is characterized in that for loading small molecule methylene blue, step is as follows：
1) sodium dihydrogen phosphate buffer that pH is 7.4, ion concentration is 10mM is prepared；
2) guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride are mixed with above-mentioned buffer solution,
Suspension is obtained, the concentration of wherein guanosine, 2- formylphenylboronic acids, three (2- amino-ethyls) amine and potassium chloride is respectively
35mM、35mM、11.7mM、8.75mM；
3) using the method for the load signal molecule in gel, the release for detecting signaling molecule draws the degree of gel dissociation, side
Method is as follows：Above-mentioned suspension is heated to seething with excitement, turbid solution is changed into supernatant liquid, after slowly cooling to 40 DEG C, in settled solution
It is middle to add signaling molecule methylene blue (MB), the gel of blueness is formed after standing.
4. prepared by a kind of method as claimed in claim 1 has the application of the sugar response supermolecular gel of tetra- stranded structures of G-,
It is characterized in that for detect the gel in glucose solution it is as follows to the releasing effect of methylene blue, step：
1) using maximum absorption band of the methylene blue at 367nm as Detection wavelength, concentration versus absorbance value standard curve is established；
2) glucose solution that concentration is 10g/L is slowly added to above the gel of the load methylene blue of formation, keeps environment temperature
For 37 DEG C, increase over time, measure ultraviolet absorption value of the solution at 367nm, every time survey above gel at 37 DEG C successively
Amount interval about 5h, concentration is scaled by standard curve of each absorption value according to step 1), by the methylene blue concentration being initially added,
Calculate the percentage of methylene blue release, you can obtain the percentage of gel dissociation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610061463.8A CN105622692B (en) | 2016-01-28 | 2016-01-28 | A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610061463.8A CN105622692B (en) | 2016-01-28 | 2016-01-28 | A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105622692A CN105622692A (en) | 2016-06-01 |
| CN105622692B true CN105622692B (en) | 2018-05-01 |
Family
ID=56038075
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610061463.8A Expired - Fee Related CN105622692B (en) | 2016-01-28 | 2016-01-28 | A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105622692B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107698748B (en) * | 2016-08-09 | 2020-03-10 | 翁秋梅 | Dynamic polymer of hybrid cross-linked network and application thereof |
| CN106589408B (en) * | 2016-10-31 | 2019-03-01 | 华东师范大学 | A kind of supramolecular hydrogel and its preparation method and application based on cytidine |
| CN106832158B (en) * | 2017-02-18 | 2021-06-08 | 湖南工业大学 | PH-responsive dynamic shell cross-linked polymer nano-particle and preparation method thereof |
| CN107099004B (en) * | 2017-06-02 | 2019-08-16 | 河南理工大学 | A kind of fluorescence hydrogel of high intensity and preparation method thereof |
| CN107333755B (en) * | 2017-07-04 | 2021-03-16 | 南开大学 | Preparation method of hydrogel with G-quadruplex structure and application of hydrogel in killing staphylococcus aureus and escherichia coli |
| CN108774326A (en) * | 2018-05-13 | 2018-11-09 | 河南工业大学 | A kind of self-healing property injectable supramolecular hydrogel and preparation method thereof and purposes |
| CN109180963B (en) * | 2018-08-15 | 2020-12-18 | 四川大学 | Self-repairing supramolecular hydrogel and preparation method and application thereof |
| CN111533926B (en) * | 2020-05-18 | 2022-12-02 | 四川大学 | Chiral supramolecular nucleoside hydrogel based on boron ester bond and preparation method and application thereof |
| CN112870431B (en) * | 2021-01-14 | 2023-05-26 | 南开大学 | Antibacterial hydrogel with G-quadruplex structure used as cascade reactor and preparation method and application thereof |
| CN113521089A (en) * | 2021-07-21 | 2021-10-22 | 河南中医药大学 | Baicalin hydrogel and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103992483A (en) * | 2014-05-13 | 2014-08-20 | 同济大学 | A drug delivery material with sugar, temperature and pH triple sensitivities and a preparing method thereof |
| CN105056213A (en) * | 2015-08-03 | 2015-11-18 | 南开大学 | Glucose responsive supermolecule nanosphere, and preparation method and applications thereof |
-
2016
- 2016-01-28 CN CN201610061463.8A patent/CN105622692B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103992483A (en) * | 2014-05-13 | 2014-08-20 | 同济大学 | A drug delivery material with sugar, temperature and pH triple sensitivities and a preparing method thereof |
| CN105056213A (en) * | 2015-08-03 | 2015-11-18 | 南开大学 | Glucose responsive supermolecule nanosphere, and preparation method and applications thereof |
Non-Patent Citations (1)
| Title |
|---|
| 基于笼状鸟嘌呤四聚体超分子聚合物的制备与自组装;孙卫东，等;《科学通报》;20131231;第58卷(第34期);第3553-3560页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105622692A (en) | 2016-06-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105622692B (en) | A kind of sugar response supermolecular gel with tetra- stranded structures of G- and preparation method thereof | |
| Di et al. | Ultrasound-triggered noninvasive regulation of blood glucose levels using microgels integrated with insulin nanocapsules | |
| JP6533626B2 (en) | Temperature sensitive hydrogel composition comprising nucleic acid and chitosan | |
| Bratlie et al. | Materials for diabetes therapeutics | |
| EP0626974B1 (en) | Mitogen-free substance, its preparation and its use | |
| CN105903015B (en) | Multi-functional temperature sensitive agarose aquogel of one kind and its preparation method and application | |
| CN105056233A (en) | Multifunctional mesoporous silica nanoparticles having near-infrared photothermal and in-vivo fluorescence imaging characteristics as well as preparation method and application of mesoporous silica nanoparticles | |
| CN106362202B (en) | A kind of hydrogel and preparation method and application with micro-current and medicament slow release effect | |
| CN107583049A (en) | A kind of preparation method of the syringeability hydrogel with light thermal property | |
| CN111138687A (en) | Injectable glucose response self-healing hydrogel and preparation method and application thereof | |
| Shen et al. | Smart near infrared-responsive nanocomposite hydrogels for therapeutics and diagnostics | |
| CN102219938A (en) | Preparation method of hydrophobically modified sodium alginate | |
| CN103992452A (en) | Star block copolymer with sugar, temperature and pH triple sensitivities, and preparing method thereof | |
| CN106362223A (en) | Porous silk fibroin microneedle administration device and preparation method thereof | |
| Wang et al. | Emerging self-regulated micro/nano drug delivery devices: a step forward towards intelligent diagnosis and therapy | |
| CN113797155A (en) | Insoluble transdermal microneedle patch as well as preparation method and application thereof | |
| MohanKumar et al. | Hydrogels: potential aid in tissue engineering—a review | |
| CN101134784A (en) | Agarose and hyaluronic acid grafts and preparation method and uses thereof | |
| Sang et al. | Advanced Metallized Nanofibers for Biomedical Applications | |
| Małolepsza-Jarmołowska et al. | Studies on gynaecological hydrophilic lactic acid preparationsPart 6: Use of Eudragit® E-100 as lactic acid carrier in intravaginal tablets | |
| CN109395080B (en) | Multifunctional egg white protein gel and preparation method thereof | |
| CN114369259B (en) | PH dissociable temperature-sensitive hydrogel, preparation method and application thereof | |
| CN108421042B (en) | Preparation method of light-operated degradable hydrogel | |
| CN113456587B (en) | Preparation and application of glutathione-responsive nano-drug carrier targeting breast cancer stem cells | |
| CN105521496A (en) | A preparing method of injectable hydrogel of a chemically bonded anticancer medicine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20180501 Termination date: 20190128 |