CN108926574A - A kind of hydridization anti-bacterial hydrogel and preparation method thereof - Google Patents
A kind of hydridization anti-bacterial hydrogel and preparation method thereof Download PDFInfo
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- CN108926574A CN108926574A CN201811098987.XA CN201811098987A CN108926574A CN 108926574 A CN108926574 A CN 108926574A CN 201811098987 A CN201811098987 A CN 201811098987A CN 108926574 A CN108926574 A CN 108926574A
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/06—Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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Abstract
The invention discloses a kind of preparation methods of hydridization anti-bacterial hydrogel, it is characterized in that including the following steps: that configuration (3) Fmoc-Phe-OH solution of configuration (2) amino acid derivativges Fmoc-Phe-OH solution of (1) carboxymethyl chitosan solution mixes in proportion with carboxymethyl chitosan, hydridization anti-bacterial hydrogel is stood to obtain at room temperature.This method has many advantages, such as that system is simple, be swift in response and gel plasticity is high.Simultaneously as the amino acid derivativges and carboxymethyl chitosan in system all have good bactericidal effect, to achieve the purpose that double sterilization, broader spectrum of antibacterial activity is realized.
Description
Technical field
The present invention relates to technical field of biological material, and in particular to a kind of hydridization self assembly anti-bacterial hydrogel and its quickly prepares
Method.
Background technique
Micro-molecular hydrogel is a kind of to pass through hydrogel made of self assembly as small molecule (molecular weight is usually less than 2000).
Can the small molecule of plastic be known as the plastic factor, the plastic factor by non-covalent bond effect, as hydrogen bond, π-π effect, hydrophobic effect,
What the spontaneous formation such as host-guest interaction, positive and negative charge interaction force and coordinate bond can be stabilized in aqueous solution
Three-dimensional network, so that wrapping up the substances such as hydrone forms hydrogel.Due to non-covalent bond effect power be it is reversible, controllable, small point
Sub- hydrogel often shows reversible, controllable Gelation.
Due to peptidyl Self-Assembled with good biocompatibility, nontoxicity and to external environment have it is excellent
Response characteristic, there is it in multiple fields such as drug delivery, organizational project, sensor, control releases and very wide answer
Use prospect.However, single peptide-based hydrogels system still has some shortcomings, such as stability is lower, mechanical performance is weaker,
These disadvantages limit its application potential in terms of high mechanicalness and high plasticity.For these problems, one highly effective
Solution be that functional materials or chemical group are introduced into peptide-based hydrogels using the method that is physically or chemically crosslinked,
Form self assembly hybridized hydrogel.Physical crosslinking hybridized hydrogel refers to, one or more kinds of functional materials are introduced
In peptidyl Self-Assembled, a kind of physics side that the network structure of formation is connected in the form of non-covalent bond with functional materials
Formula.This kind of gel process usually has invertibity, and hybridized glue is keeping the physical network arrangement of peptide-based hydrogels itself
Meanwhile the polymer of introducing can also assign the performances such as the new environmental response of hydrogel or mechanical strength.Introduce peptide-based hydrogels
Functional materials mainly have polysaccharide, protein, inorganic matter, organic polymer etc..
Be compared to chitosan, using the carboxymethyl chitosan of more preferable water-soluble, biocompatibility and degradation property come
Prepare supramolecular hydrogel with greater advantage.Meanwhile a kind of important derivatives of the carboxymethyl chitosan as chitosan, it
Anti-microbial property be also highly important property.Some researches show that carboxymethyl chitosan relative to chitosan anti-microbial property
It improves.Simultaneously as containing a large amount of hydroxyl and amino in carboxymethyl chitosan glycan molecule, easily it is cross-linked to form with adsorption capacity
Reticular structure.So that carboxymethyl chitosan and its derivative become the important raw material for preparing biologic medical purposes hydrogel.
Summary of the invention
The purpose of the present invention is to provide a kind of amino acid derivativges and carboxymethyl chitosan hydridization to be self-assembled into antibacterial water
Gel and its fast preparation method.
Technical principle of the invention:
For Fmoc-Phe-OH under the action of electrostatic force and hydrophobic forces, Fmoc-Phe-OH is gradually by random
State forms orderly beta sheet structure.With the growth of time, orderly beta sheet fiber is mutually wound porous three
Reticular structure is tieed up, to form gel.In the presence of having carboxymethyl chitosan in Fmoc-Phe-OH solution, due to carboxymethyl shell
Glycan has amino abundant, and the two is orderly combined by electrostatic interaction, and then forms the netted knot of stereoscopic three-dimensional
Structure.
To achieve the above object, the technical solution adopted by the present invention is that:
Optionally, the amino acid derivativges are Fmoc-Phe-OH；The carboxymethyl chitosan molecular weight is 1~50,000.
Optionally, the mass ratio of the amino acid derivativges and carboxymethyl chitosan is 1: 1-5.
Optionally, the method for the hydridization anti-bacterial hydrogel, includes the following steps:
(1) configuration of carboxymethyl chitosan solution
A certain amount of carboxymethyl chitosan is weighed in beaker, ultrapure water is added, is placed on magnetic stirring apparatus and is stirred at room temperature
2h is placed spare at homogeneous solution.
(2) configuration of amino acid derivativges Fmoc-Phe-OH solution
A certain amount of Fmoc-Phe-OH is weighed in the phosphate buffer solution of pH7.4,50mM of 20mL, ultrasonic disperse
It is transparent molten up to obtaining to help to dissolve to be subsequently placed in mild heat in 80 DEG C of water-baths until acquisition homogeneous solution by 10min
Liquid.
(3) Fmoc-Phe-OH solution and carboxymethyl chitosan are mixed with 1: 1-5 ratio, stand at room temperature 1min to get
To hydridization anti-bacterial hydrogel.
Optionally, the concentration of amino acid derivativges Fmoc-Phe-OH is 5~30mg/mL；The concentration of carboxymethyl chitosan is
5~50mg/mL.
The beneficial effects of the present invention are:
(1) individual amino acid derivativges hydrogel or carboxymethyl chitosan hydrogel, hydridization prepared by the present invention are compared
Self-Assembled has more preferably fungistatic effect, realizes dual bacteriostatic, and have wider antimicrobial spectrum, good biological compatible
Property.
(2) preparation method that the present invention takes, system is simple, is swift in response, does not need additionally to add the auxiliary plastic factor.
Detailed description of the invention
Fig. 1 is gel-forming effect picture in the present invention
Fig. 2 is inhibitory effect of the inventive gel to Escherichia coli
Fig. 3 is inhibitory effect of the inventive gel to staphylococcus aureus
Specific embodiment
Below by specific embodiment, the present invention will be described, but the present invention is not limited merely to this.
Experimental method used in following example is conventional method unless otherwise specified；It is used in following example
Reagent, biomaterial etc., be commercially available unless otherwise specified.
Fmoc-Phe-OH employed in following example is purchased from Shanghai gill biochemistry Co., Ltd, CAS 35661-
40-6, article No. 35701.Carboxymethyl chitosan is purchased from Shanghai source leaf biology Co., Ltd, CAS 83512-85-0, article No.
s30948.The PB solution preparation method of pH 7.4,0.2M: it weighs sodium dihydrogen phosphate dihydrate 31.2g and is dissolved in distilled water, be settled to
1000mL is A liquid；It weighs disodium hydrogen phosphate 71.6g to be dissolved in distilled water, is settled to 1000mL, be B liquid.A is taken respectively
Liquid 19.0mL, B liquid 81.0mL is mixed in beaker, and when use is diluted to 50mM.
The preparation of embodiment 1.Fmoc-Phe-OH and carboxymethyl chitosan hydridization self assembly anti-bacterial hydrogel
Carboxymethyl chitosan 0.2g is weighed in 50mL beaker using assay balance, and 20mL ultrapure water is added into beaker,
It is put into rotor, is placed on magnetic stirring apparatus and stirs 5min, obtains uniform carboxymethyl chitosan sugar aqueous solution.
Fmoc-Phe-OH powder 0.1g is weighed in 20mL PB solution, it is straight using ultrasonic cell disintegration instrument ultrasound 10min
It to homogeneous solution is obtained, is subsequently placed in 80 DEG C of water-baths and heats to help to dissolve, until obtaining clear solution.
First take carboxymethyl chitosan sugar aqueous solution 0.5mL in vial, after take Fmoc-Phe-OH solution 0.5mL in glass
In bottle, hydrogel, such as Fig. 1 must be stablized by standing 30s at room temperature, be inverted the formation to examine gel.
Fig. 2, Fig. 3 are the antibacterial experiment that the antibacterial hybridized hydrogel of preparation carries out, respectively with Escherichia coli, golden grape ball
Bacterium is experimental subjects, as shown in figure, occurs apparent inhibition zone, and equal antibacterial circle diameter around the hybridized hydrogel of preparation
It is all larger than the antibacterial circle diameter of individually addition carboxymethyl chitosan.
The preparation of embodiment 2.Fmoc-Phe-OH and carboxymethyl chitosan hydridization self assembly anti-bacterial hydrogel
Carboxymethyl chitosan 0.3g is weighed in 50mL beaker using assay balance, and 20mL ultrapure water is added into beaker,
It is put into rotor, is placed on magnetic stirring apparatus and stirs 7min, obtains uniform carboxymethyl chitosan sugar aqueous solution.
Fmoc-Phe-OH powder 0.18g is weighed in 20mL PB solution, it is straight using ultrasonic cell disintegration instrument ultrasound 10min
It to homogeneous solution is obtained, is subsequently placed in 80 DEG C of water-baths and heats to help to dissolve, until obtaining clear solution.
First take carboxymethyl chitosan sugar aqueous solution 0.5mL in vial, after take Fmoc-Phe-OH solution 1mL in vial
In, hydrogel must be stablized by standing 30s at room temperature, be inverted the formation to examine gel.
Claims (5)
1. a kind of hydridization anti-bacterial hydrogel, which is characterized in that preparation method sequentially includes the following steps:
(1) configuration of carboxymethyl chitosan solution
A certain amount of carboxymethyl chitosan is weighed in beaker, ultrapure water is added, is placed on magnetic stirring apparatus and 2h is stirred at room temperature, at
Homogeneous solution is placed spare；
(2) configuration of amino acid derivativges Fmoc-Phe-OH solution
A certain amount of Fmoc-Phe-OH is weighed in the phosphate buffer solution of pH7.4,50mM of 20mL, ultrasonic disperse 10min is straight
To homogeneous solution is obtained, mild heat is subsequently placed in 80 DEG C of water-baths to help to dissolve, until obtaining clear solution；
(3) Fmoc-Phe-OH solution and carboxymethyl chitosan are mixed with 1: 1-5 ratio, and standing 1min is obtained miscellaneous at room temperature
Change anti-bacterial hydrogel.
2. the preparation method of hydridization anti-bacterial hydrogel according to claim 1, which is characterized in that the carboxymethyl chitosan
Molecular weight is 1~50,000.
3. the preparation method of hydridization anti-bacterial hydrogel according to claim 1, which is characterized in that the amino acid derivativges
The mass ratio of Fmoc-Phe-OH and carboxymethyl chitosan is 1: 1-5.
4. the preparation method of hydridization anti-bacterial hydrogel according to claim 1, which is characterized in that the amino acid derivativges
The concentration of Fmoc-Phe-OH is 5~30mg/mL, and the concentration of carboxymethyl chitosan is 5~50mg/mL.
5. the preparation method of hydridization anti-bacterial hydrogel according to claim 1, which is characterized in that gel process is rapid, coagulates
In glue time 1min, there is dual antibacterial effect.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109618800A (en) * | 2019-01-23 | 2019-04-16 | 张龙成 | A kind of biennial oil tea Light media method for culturing seedlings |
| CN110755610A (en) * | 2019-09-29 | 2020-02-07 | 天津科技大学 | Antibacterial hydrogel with aggregation-induced emission characteristic and preparation method thereof |
| CN111558094A (en) * | 2020-06-01 | 2020-08-21 | 天津科技大学 | Co-assembled amino acid antibacterial composite hydrogel |
| CN112940285A (en) * | 2021-02-02 | 2021-06-11 | 浙江工商大学 | Hydrogel convenient to clean and application |
| CN115531602A (en) * | 2022-09-23 | 2022-12-30 | 福州大学 | Amino acid hydrogel for promoting gastric ulcer healing and preparation method thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070099840A1 (en) * | 2005-09-07 | 2007-05-03 | The University Of Manchester | Hydrogel compositions |
| US20090263429A1 (en) * | 2005-09-07 | 2009-10-22 | The University Of Manchester | Method of Preparing a Hydrogel |
| CN106146862A (en) * | 2015-03-31 | 2016-11-23 | 中南大学 | A kind of supermolecule heterozygosis hydrogel of antibiotic property and its preparation method and application |
| CN106380609A (en) * | 2016-09-19 | 2017-02-08 | 天津科技大学 | Antibacterial carboxymethyl chitosan hydrogel and preparation method thereof |
| CN108409709A (en) * | 2018-04-28 | 2018-08-17 | 陕西师范大学 | Amino acid functionalised conjugate oligomeric object and its hydrogel and antibacterial applications of preparation |
-
2018
- 2018-09-20 CN CN201811098987.XA patent/CN108926574A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070099840A1 (en) * | 2005-09-07 | 2007-05-03 | The University Of Manchester | Hydrogel compositions |
| US20090263429A1 (en) * | 2005-09-07 | 2009-10-22 | The University Of Manchester | Method of Preparing a Hydrogel |
| CN106146862A (en) * | 2015-03-31 | 2016-11-23 | 中南大学 | A kind of supermolecule heterozygosis hydrogel of antibiotic property and its preparation method and application |
| CN106380609A (en) * | 2016-09-19 | 2017-02-08 | 天津科技大学 | Antibacterial carboxymethyl chitosan hydrogel and preparation method thereof |
| CN108409709A (en) * | 2018-04-28 | 2018-08-17 | 陕西师范大学 | Amino acid functionalised conjugate oligomeric object and its hydrogel and antibacterial applications of preparation |
Non-Patent Citations (1)
| Title |
|---|
| SUBHASISH ROY AND ARINDAM BANERJEE: "Functionalized single walled carbon nanotube containing amino acid based hydrogel: a hybrid nanomaterial", 《RSC ADVANCES》 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109618800A (en) * | 2019-01-23 | 2019-04-16 | 张龙成 | A kind of biennial oil tea Light media method for culturing seedlings |
| CN109618800B (en) * | 2019-01-23 | 2021-07-02 | 张龙成 | Light medium seedling culture method for two-year-old camellia oleifera |
| CN110755610A (en) * | 2019-09-29 | 2020-02-07 | 天津科技大学 | Antibacterial hydrogel with aggregation-induced emission characteristic and preparation method thereof |
| CN110755610B (en) * | 2019-09-29 | 2022-04-08 | 天津科技大学 | Antibacterial hydrogel with aggregation-induced emission effect and preparation method thereof |
| CN111558094A (en) * | 2020-06-01 | 2020-08-21 | 天津科技大学 | Co-assembled amino acid antibacterial composite hydrogel |
| CN112940285A (en) * | 2021-02-02 | 2021-06-11 | 浙江工商大学 | Hydrogel convenient to clean and application |
| CN112940285B (en) * | 2021-02-02 | 2024-01-16 | 浙江工商大学 | Hydrogel convenient to clean and application |
| CN115531602A (en) * | 2022-09-23 | 2022-12-30 | 福州大学 | Amino acid hydrogel for promoting gastric ulcer healing and preparation method thereof |
| CN115531602B (en) * | 2022-09-23 | 2023-11-24 | 福州大学 | Amino acid hydrogel for promoting gastric ulcer healing and preparation method thereof |
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