CN101480505B - Method for preparing surface-functionalized chitosan cornea repair material - Google Patents
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Abstract
The invention discloses a surface functionalized chitosan cornea rehabilitating material and a preparation method thereof. The method comprises the following steps: dissolving chitosan into acid solution; injecting the chitosan solution into a mould to be dried; and drying the chitosan solution after being processed in alkali solution to obtain chitosan cornea. Biomacromolecule and short peptide are fixed on the surface of the chitosan cornea by adopting the chemical crosslinking method. The contact angle of the surface functionalized chitosan cornea declines obviously and the hydrophilic property is improved. The prepared surface functionalized chitosan cornea rehabilitating material has over 95 percent of light transmission, good cell compatibility and biologic compatibility, can be used for rehabilitating corneal damage in medical fields, and has the advantages of simple preparation process, simple equipment, cheap and accessible raw materials, good application prospect and scientific value.
Description
Technical field
The present invention relates to a kind of method for preparing of cornea repair material, be specifically related to a kind of method for preparing of surface-functionalized chitosan cornea repair material.
Background technology
Keratopathy is one of topmost reversibility in the world today, blinding property oculopathy.Add up according to World Health Organization (WHO): keratopathy is a world's second largest diseases causing blindness after cataract, has nearly 1/3 to be to be caused by keratopathy among the patient that eyes lose one's sight in the world today.China is the country occurred frequently of keratopathy, and according to incompletely statistics, China accounts for second of all kinds of blinding property oculopathy because of keratopathy blinding number has more than 400 ten thousand approximately.But most of corneal blindness can pass through operative treatment, and wherein corneal transplantation is one of corneal blindness important treatment means of recovering lost eyesight.But the subject matter that corneal graft faces is donor material source serious lack.The source of allogeneic cornea donor lacks, and limits this Clinical application, and this technology that develops into of artificial cornea's technology has been brought new hope, and the success or not of the performance corneal transplant operation of corneal material has very important influence.
Conventional artificial corneal material biocompatibility is poor, and cell is difficult to really stick, breed, and the nutrition and metabolism material can not in time exchange, and the binding site interface problem of support and light beam, support and ocular tissue is complicated, and the incidence rate of inflammation is high.Make up the focus that cornea has become the research of ophthalmology educational circles with tissue engineering technique at present.With keratocyte external cultivation on the three dimensional angular membrane support, implant ophthalmic then earlier, when cell differentiation became new cornea tissue, also just degraded was complete for support.So its corneal material of seeking not only will have suitable mechanical strength and excellent biological compatibility; Optical property and degradability preferably more will be arranged; And catabolite is to human non-toxic; Nonirritant, degradation rate will be complementary with people's cornea tissue growth rate, also performances such as suitable water absorption rate, hydrophilic will be arranged.The cornea repair material of seeking suitable mechanical strength and hydrophilic, good optical performance and biocompatibility is an emphasis problem to be solved.
Summary of the invention
The objective of the invention is to overcome the shortcoming of prior art, a kind of method for preparing of surface-functionalized chitosan cornea repair material is provided, remedy the deficiency of prior art and material.
A kind of method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) chitosan is dissolved in acetic acid aqueous solution, the w/v of chitosan and acetic acid solution is 20mg/mL;
(2) the chitosan acetic acid aqueous solution with step (1) injects natural air drying under the mould room temperature;
(3) in the mould of step (2), add aqueous slkali and make its immersion film take off film after 30 minutes, film is put into deionized water soaked 2～4 hours;
(4) with natural air drying under the film room temperature of step (3) gained;
(5) film with step (4) gained is soaked in respectively in biological macromolecule solns or the bioactive short peptide solution, adds the cross-linking agent crosslinking Treatment; The cross-linking reaction temperature is 4～35 ℃, reaction 12～48h;
(6) with the product of step (5) gained, use deionized water rinsing, natural air drying under the room temperature.
The described acetic acid aqueous solution concentration of step (1) is 1%～3%wt.
The described aqueous slkali of step (3) is that concentration is sodium hydroxide solution or the ammonia of 2%～5%wt.
The described biological macromolecule solns of step (5) is gelatin solution or hyaluronic acid solution, and described bioactive short peptide is arginine-glycine-aspartic acid-serine (RGDs), Gly-Gly-Gly or arginine-glycine-aspartic acid-valine.
The concentration of the described gelatin solution of step (5) is 0.5%～5%wt, and hyaluronic acid solution concentration is 0.1%～0.5%wt, and the concentration of bioactive short peptide solution is 0.01%～0.1%wt.
The described cross-linking agent of step (5) is the mixed solution of 1-ethyl-3-(3-dimethyl aminopropyl) carbodiimide (EDC) and N-hydroxy-succinamide (NHS), and mixed solution concentration is 0.5%wt.
The consumption of EDC and biomacromolecule or bioactive short peptide mass ratio are 1: 6 in the described cross-linking agent of step (5).Concrete mass ratio is: gelatin: EDC=6: 1, and hyaluronic acid: EDC=6: 1, RGDs small peptide: EDC=6: 1.
Step (6) is with deionized water rinsing 3～5 times.
The light transmittance of the surface-functionalized chitosan cornea repair material of the inventive method preparation is higher than 95%, and hydrophilic makes moderate progress than chitosan, has the good cell compatibility and biocompatibility.
The goods of above gained: chitosan film is designated as CS, and the chitosan film of handling through gelatin solution, hyaluronic acid solution or RGDs small peptide is labeled as CS-GEL, CS-HYA, CS-RGDs respectively.
The present invention compared with prior art has following advantage:
(1) cornea repair material of the present invention is at chitosan surface fixed biologically macromole and bioactive short peptide arginine-glycine-aspartic acid-serine (RGDs) small peptide through surface-functionalized method; Guaranteeing that chitosan preferably in mechanical property and the excellent optical property, improves its biological activity and biocompatibility.
(2) light transmittance of cornea repair material of the present invention is higher than 95% (eye cornea is 95%～98%), and the superincumbent growing multiplication of people's corneal epithelial cell ability is all right.
(3) raw material drawing of the present invention's employing is extensive, cheap, and moulding process is simple, and cost is low, helps large-scale production.
Description of drawings
Fig. 1 is the surperficial x-ray photoelectron ability spectrogram of the surface-functionalized chitosan cornea repair material of embodiment 1,4 preparation;
Fig. 2 is the contact angle change curve in time of the surface-functionalized chitosan cornea repair material of embodiment 1 preparation;
Fig. 3 is the contact angle change curve in time of the surface-functionalized chitosan cornea repair material of embodiment 4 preparation;
Fig. 4 is the light transmittance of embodiment 1,4 surface-functionalized chitosan cornea repair material;
Fig. 5 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of pure chistosan film superficial growth;
Fig. 6 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 1 superficial growth;
Fig. 7 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 2 superficial growths;
Fig. 8 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 3 superficial growths;
Fig. 9 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 4 superficial growths;
Figure 10 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 5 superficial growths;
Figure 11 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 6 superficial growths;
Figure 12 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 7 superficial growths;
Figure 13 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 8 superficial growths;
Figure 14 behaves corneal limbal epithelial cell at 72 hours light microscopic photo of embodiment 9 superficial growths.
The specific embodiment
Below in conjunction with embodiment the present invention is described further; But be pointed out that following examples can not be interpreted as the restriction to protection domain of the present invention, those skilled in the art's foregoing according to the present invention still belongs to protection scope of the present invention to some nonessential improvement and the adjustment that the present invention makes.
Embodiment 1
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 1%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 2%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 2 hours;
(4) film that step (3) is obtained is fully immersed in the gelatin solution of 1%wt, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of gelatin and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 35 ℃, and the response time is 24 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
The XPS analysis surface-element and the constituent content thereof of the surface-functionalized chitosan film of present embodiment preparation are seen table 1.
Table 1
Fig. 1 is the XPS spectrum figure of the surface-functionalized chitosan film of present embodiment preparation; Can find out that from Fig. 1 and table 1 nitrogen element content on the surface of the surface-functionalized chitosan film that embodiment 1 prepares increases, oxygen element content reduces.Fig. 2 is the contact angle of the surface-functionalized chitosan film of present embodiment.Fig. 4 is a light transmittance curve, and Fig. 6 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Adopt the x-ray photoelectron spectroscopy test angles film healing material surface constituent content of Britain Kratos company.
Adopt the contact angle size of the not moisture cornea repair material of OCA15 type surface contact angle analyzer test when dripping 100s of German Dataphysics company.
Adopt the UV-3802 type ultraviolet-uisible spectrophotometer of UNIC0 Shanghai Instr Ltd., tested the light transmittance situation of surface-functionalized chitosan cornea repair material under the visible light condition of different wave length after the suction balance.
Adopt the growing state of LEICA DM IRB phase contrast microscope observation of cell on film of German Leica company.
Embodiment 2
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 3%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) ammonia spirit of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 3 hours;
(4) film that step (3) is obtained is fully immersed in the gelatin solution of 5%wt, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of gelatin and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 25 ℃, and the response time is 24 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Fig. 7 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Embodiment 3
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 2%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 4 hours;
(4) film that step (3) is obtained is fully immersed in the gelatin solution of 0.5%wt, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of gelatin and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 25 ℃, and the response time is 48 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Fig. 8 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Embodiment 4
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 1%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 3%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 2 hours;
(4) film that step (3) is obtained is fully immersed in 0.5% the hyaluronic acid solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of hyaluronic acid and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 4 ℃, and the response time is 48 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
The XPS analysis surface-element and the constituent content thereof of the surface-functionalized chitosan film of present embodiment preparation are seen table 1.Fig. 1 is the XPS spectrum figure of the surface-functionalized chitosan film of present embodiment preparation; Can find out that from Fig. 1 and table 1 nitrogen element content on the surface of the surface-functionalized chitosan film that embodiment 2 prepares reduces, oxygen element content increases.Fig. 3 is the contact angle of the surface-functionalized chitosan film of present embodiment.Fig. 4 is a light transmittance curve; Fig. 9 is the light microscopic photo that people's corneal limbal epithelial cell was grown 72 hours at the present embodiment material surface, and the adhesion of people's corneal limbal epithelial cell as shown in Figure 9 and proliferation experiment result have shown that this surface-functionalized chitosan cornea repair material has good biological activity and biocompatibility.
Embodiment 5
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 1%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) ammonia spirit of adding 2%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 4 hours;
(4) film that step (3) is obtained is fully immersed in 0.1% the hyaluronic acid solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of hyaluronic acid and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 25 ℃, and the response time is 48 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Figure 10 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Embodiment 6
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 2%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 2 hours;
(4) film that step (3) is obtained is fully immersed in 0.3% the hyaluronic acid solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of hyaluronic acid and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 4 ℃, and the response time is 12 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Figure 11 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Embodiment 7
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 1%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 2 hours;
(4) film that step (3) is obtained is fully immersed in 0.1% the RGDs small peptide solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes RGDs and EDC mass ratio=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 4 ℃, and the response time is 24 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
The XPS analysis surface-element and the constituent content thereof of the surface-functionalized chitosan film of present embodiment preparation are seen table 1.Nitrogen element content and the oxygen element content that can find out the surface of the surface-functionalized chitosan film that embodiment 3 prepares from table 1 all increase.Figure 12 is the light microscopic photo that people's corneal limbal epithelial cell was grown 72 hours at the present embodiment material surface, and the adhesion of people's corneal limbal epithelial cell shown in figure 12 and proliferation experiment result have shown that this surface-functionalized chitosan cornea repair material has good biological activity and biocompatibility.
Embodiment 8
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 2%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) sodium hydroxide solution of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 2 hours;
(4) film that step (3) is obtained is fully immersed in 0.05% the RGDs small peptide solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes the mass ratio of RGDs and EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 25 ℃, and the response time is 48 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Figure 13 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Embodiment 9
The method for preparing of surface-functionalized chitosan cornea repair material comprises the steps:
(1) the 0.4g chitosan is dissolved in the acetic acid aqueous solution of 20ml 1%wt;
(2) the chitosan acetic acid aqueous solution of step (1) is removed bubble, inject mould room temperature air dried film forming;
(3) ammonia spirit of adding 5%wt in the mould of step (2) is fully immersed in the solution film, takes off film after 30 minutes, and deionized water rinsing soaked 4 hours;
(4) film that step (3) is obtained is fully immersed in 0.01% the RGDs small peptide solution, adds the cross-linking agent crosslinking Treatment of 0.5%wt, makes RGDs: EDC=6: 1.Stir, make the cross-linking agent homodisperse, reaction temperature is 4 ℃, and the response time is 48 hours;
(5) with the goods of step (4), use deionized water rinsing, natural air drying under the room temperature.
Figure 14 is that people's corneal limbal epithelial cell is at 72 hours light microscopic photo of present embodiment material surface growth.
Claims (5)
1. the method for preparing of a surface-functionalized chitosan cornea repair material is characterized in that comprising the steps:
(1) chitosan is dissolved in acetic acid aqueous solution, the w/v of chitosan and acetic acid solution is 20mg/mL; Acetic acid aqueous solution concentration is 1%～3%wt;
(2) the chitosan acetic acid aqueous solution with step (1) injects natural air drying under the mould room temperature;
(3) in the mould of step (2), add aqueous slkali and make its immersion film take off film after 30 minutes, film is put into deionized water soaked 2～4 hours; Described aqueous slkali is an ammonia, and concentration is 2%～5%wt;
(4) with natural air drying under the film room temperature of step (3) gained;
(5) film with step (4) gained is soaked in respectively in biological macromolecule solns or the bioactive short peptide solution, adds the cross-linking agent crosslinking Treatment; The cross-linking reaction temperature is 4～35 ℃, reaction 12～48h;
(6) with the product of step (5) gained, use deionized water rinsing, natural air drying under the room temperature.
2. method for preparing according to claim 1; It is characterized in that the described biological macromolecule solns of step (5) is gelatin solution or hyaluronic acid solution, described bioactive short peptide comprises arginine-glycine-aspartic acid-serine, Gly-Gly-Gly or arginine-glycine-aspartic acid-valine;
The concentration of described gelatin solution is 0.5%～5%wt, and hyaluronic acid solution concentration is 0.1%～0.5%wt, and the concentration of bioactive short peptide solution is 0.01%～0.1%wt.
3. method for preparing according to claim 1 and 2 is characterized in that the number of times of the said deionized water rinsing of step (6) is 3～5 times.
4. method for preparing according to claim 3 is characterized in that the described cross-linking agent of step (5) is the mixed solution of 1-ethyl-3-(3-dimethyl aminopropyl) carbodiimide and N-hydroxy-succinamide, and mixed solution concentration is 0.5%wt.
5. method for preparing according to claim 4 is characterized in that consumption and the biomacromolecule of 1-ethyl-3-in the described cross-linking agent (3-dimethyl aminopropyl) carbodiimide or bioactive short peptide mass ratio are 1: 6.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107185038A (en) * | 2017-05-19 | 2017-09-22 | 广州市朴道联信生物科技有限公司 | A kind of surface immobilized modified cornea repair material and preparation method thereof |
Families Citing this family (5)
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|---|---|---|---|---|
| CN103194009A (en) * | 2013-04-08 | 2013-07-10 | 上海应用技术学院 | Edible blending packaging film prepared from chitosan and natural essential oil and preparation method of edible blending packaging film |
| CN103272268B (en) | 2013-05-16 | 2015-04-22 | 华南理工大学 | Antibacterial cornea repairing material and preparation method thereof |
| CN105079875A (en) * | 2015-08-19 | 2015-11-25 | 深圳市阳光之路生物材料科技有限公司 | Pleura/meninges patch and preparation method thereof |
| CN109646716B (en) * | 2018-12-28 | 2021-04-20 | 深圳大学 | Artificial cornea optical center, preparation method thereof and artificial cornea |
| CN115350327B (en) * | 2022-07-15 | 2023-05-23 | 华南理工大学 | Cornea repair material with anti-inflammatory effect and preparation method thereof |
-
2009
- 2009-01-23 CN CN 200910036949 patent/CN101480505B/en active Active
Non-Patent Citations (2)
| Title |
|---|
| 赵晓飞等."壳聚糖膜固定生物活性短肽RGDS 的研究".《化学研究与应用》.2006,第18卷(第12期),1369-1374. |
| 郭丽等."明胶固定化改性壳聚糖膜的制备与性能表征".《功能材料》.2008,第39卷(第11期),1929-1932. |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107185038A (en) * | 2017-05-19 | 2017-09-22 | 广州市朴道联信生物科技有限公司 | A kind of surface immobilized modified cornea repair material and preparation method thereof |
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