CN107050507A - 一种多巴结构修饰聚膦腈组织修复材料的制备方法 - Google Patents
一种多巴结构修饰聚膦腈组织修复材料的制备方法 Download PDFInfo
- Publication number
- CN107050507A CN107050507A CN201710330841.2A CN201710330841A CN107050507A CN 107050507 A CN107050507 A CN 107050507A CN 201710330841 A CN201710330841 A CN 201710330841A CN 107050507 A CN107050507 A CN 107050507A
- Authority
- CN
- China
- Prior art keywords
- poly phosphazene
- dopa
- preparation
- solution
- structural modification
- 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.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims abstract description 34
- 229920002627 poly(phosphazenes) Polymers 0.000 title claims abstract description 26
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 title claims abstract description 22
- MHUWZNTUIIFHAS-CLFAGFIQSA-N dioleoyl phosphatidic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC MHUWZNTUIIFHAS-CLFAGFIQSA-N 0.000 title claims abstract description 22
- 229960004502 levodopa Drugs 0.000 title claims abstract description 22
- 238000009418 renovation Methods 0.000 title claims abstract description 20
- 230000004048 modification Effects 0.000 title claims abstract description 17
- 238000012986 modification Methods 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 238000009987 spinning Methods 0.000 claims abstract description 12
- 239000012528 membrane Substances 0.000 claims abstract description 7
- 230000003068 static effect Effects 0.000 claims abstract description 7
- 239000000243 solution Substances 0.000 claims description 24
- 229920000159 gelatin Polymers 0.000 claims description 21
- 108010010803 Gelatin Proteins 0.000 claims description 20
- 235000019322 gelatine Nutrition 0.000 claims description 20
- 235000011852 gelatine desserts Nutrition 0.000 claims description 20
- 239000008273 gelatin Substances 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 229910021642 ultra pure water Inorganic materials 0.000 claims description 8
- 239000012498 ultrapure water Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 238000005485 electric heating Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 238000010041 electrostatic spinning Methods 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical class ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims description 3
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 3
- 229910000071 diazene Inorganic materials 0.000 claims description 3
- 238000011049 filling Methods 0.000 claims description 3
- 239000008236 heating water Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000008363 phosphate buffer Substances 0.000 claims description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 239000012620 biological material Substances 0.000 abstract description 6
- 230000021164 cell adhesion Effects 0.000 abstract description 3
- 239000002131 composite material Substances 0.000 abstract description 2
- 238000005507 spraying Methods 0.000 abstract description 2
- 238000000034 method Methods 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
- 210000001519 tissue Anatomy 0.000 description 14
- 210000004027 cell Anatomy 0.000 description 12
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 8
- 239000003519 biomedical and dental material Substances 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 229960003638 dopamine Drugs 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 230000004663 cell proliferation Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000002513 implantation Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- -1 poly- Phosphine nitrile Chemical class 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 description 1
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 description 1
- 239000002473 artificial blood Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- 230000024245 cell differentiation Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 210000002744 extracellular matrix Anatomy 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 239000000712 neurohormone Substances 0.000 description 1
- 102000008434 neuropeptide hormone activity proteins Human genes 0.000 description 1
- 108040002669 neuropeptide hormone activity proteins Proteins 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- VSIVTUIKYVGDCX-UHFFFAOYSA-M sodium;4-[2-(2-methoxy-4-nitrophenyl)-3-(4-nitrophenyl)tetrazol-2-ium-5-yl]benzene-1,3-disulfonate Chemical compound [Na+].COC1=CC([N+]([O-])=O)=CC=C1[N+]1=NC(C=2C(=CC(=CC=2)S([O-])(=O)=O)S([O-])(=O)=O)=NN1C1=CC=C([N+]([O-])=O)C=C1 VSIVTUIKYVGDCX-UHFFFAOYSA-M 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 230000017423 tissue regeneration Effects 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/58—Materials at least partially resorbable by the body
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/18—Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials For Medical Uses (AREA)
Abstract
一种多巴结构修饰聚膦腈组织修复材料的制备方法，属于复合生物材料制备领域，改制备方法主要包括：制备多巴胺修饰溶液、制备聚膦腈静电纺丝膜、喷涂多巴胺修饰溶液。通过本方法制得的多巴结构修饰聚膦腈组织修复材料，进一步提高了组织修复材料的细胞粘附性及生物活性。
Description
技术领域
本发明属于复合生物材料制备领域，具体涉及一种多巴结构修饰聚膦腈组织修复材料的制备方法。
背景技术
生物材料发展至今已经经历了三个主要阶段。自20世纪80年代以来，以医疗、保健及增进生活质量等为目的的生物医用材料取得了快速的发展，已经有超过50种植入器械被应用于临床，一般来源于技术成熟的工程材料，并且具有生物相容性和缺损组织替代功能，例如已广泛应用于临床的心人工血管、人工关节和人工肾等。上述生物医用材料，具有一个普遍的共性:生物惰性。即生物医用材料发展所遵循的原则是尽量将受体对植入器械的异物反应降到最低。从上世纪80年代到90年代，生物医用材料领域的重点逐渐由生物惰性转向生物活性和可控降解性，开发了第二代生物医用材料及产品。
20世纪90年代后期，第三代生物材料是伴随着组织工程学的建立、发展而迅速发展起来的。以组织工程生物材料支架为代表，其综合了工程科学和生命科学原理，为种子细胞提供了适合其生长、基质合成及发挥其他功能的生物学空间，克服了以往单一的细胞移植中细胞不易成活、基质合成能力低下等缺点，为组织工程化组织的构建提供了细胞载体和结构支架。这类生物医用材料将生物活性材料与可降解材料这两个独立的概念结合起来，在可降解材料上进行分子修饰，引起细胞整合素的相互作用，诱导细胞增殖、分化，以及细胞外基质的合成与组装。但目前所应用于组织工程的生物材料的性能还有待进一步提高，不能满足现代医药的需求。
发明内容
为了解决现有技术中存在的问题，本发明提供了一种多巴结构修饰聚膦腈组织修复材料的制备方法，进一步提高了组织修复材料的细胞粘附性及生物活性。
本发明采用以下技术方案：
一种多巴结构修饰聚膦腈组织修复材料的制备方法，包括以下步骤：
步骤一：将350mg明胶溶解于60mL水中，水浴加热到50℃搅拌至完全溶解制得明胶溶液；
步骤二：将明胶溶液与150mg N-羟基丁二酰亚胺、191mg 1-乙基-(3-二甲基氨基丙基)碳酰二亚胺及103mg多巴胺混合，在电热恒温水槽中40℃搅拌48小时后，将溶液置于透析袋中，放入盛有超纯水的烧杯中，并置于电热恒温水槽于40℃条件下搅拌2-3day，且每隔8h换一次超纯水；
步骤三：取出透析袋中残留的溶液，置于-20℃冷冻箱中冷冻8h，再置于冻干机上干燥48h，得粘附性明胶；
步骤四：将粘附性明胶制成3mg/ml的水溶液，用HCl和NaOH调节水溶液pH值至7，即得多巴胺修饰溶液；
步骤五：将聚膦腈溶解到三氟乙醇中，配制浓度为45w/v％，常温下搅拌以利于聚膦腈充分溶解，24h后得到均匀的纺丝液，经静电纺丝得聚膦腈静电纺丝膜，并置于50℃真空干燥箱中，干燥至恒重；
步骤六：将多巴胺修饰溶液均匀喷涂于静电纺丝膜表面，并于37℃干燥箱干燥12h后，用磷酸盐缓冲液(PBS)漂洗3次，即得组织修复材料。
优选的，步骤二中所述的透析袋残留分子量为10000Da。
优选的，所述的步骤二中超纯水用量为漫过透析袋。
优选的，步骤五中静电纺丝的纺丝参数为：铜网接收、电压12kv、接收距离15cm、流速0.4ml/h。
优选的，步骤六中喷涂的厚度为5-30nm。
本发明的有益效果在于：
1)多巴胺是神经激素中的一种化合物，含有丰富的乙氨基和儿茶酚活性官能团，几乎能粘附在任何机体的表面，尤其对于有机表面效果更佳。多巴胺修饰后的明胶的黏附性较高，且在材料表面上形成了聚合的多巴胺-明胶层。多巴胺的修饰，不仅提高了固定的明胶的含量，同时促进了细胞的粘附，加强了材料表面的细胞相容性。
2)明胶分子结构上含有大量的羟基及少量的羧基和氨基，具有极强的亲水性。因此，明胶分子中的羧基可以与多巴胺的氨基发生缩合反应。明胶具有其他合成材料无法比拟的生物相容性、可降解性以及生物活性。
3)聚膦腈具有很好的生物降解性能，同时也具有良好的生物可吸收性和生物相容性，在降解后不会遗留任何环保问题，在医用领域己被认为是最有前途的可降解高分子材料。
具体实施方式
以下结合实施例对本发明作进一步的详细说明。
实施例1
一种多巴结构修饰聚膦腈组织修复材料的制备方法，包括以下步骤：
步骤一：将350mg明胶溶解于60mL水中，水浴加热到50℃搅拌至完全溶解制得明胶溶液；
步骤二：将明胶溶液与150mg N-羟基丁二酰亚胺、191mg 1-乙基-(3-二甲基氨基丙基)碳酰二亚胺及103mg多巴胺混合，在电热恒温水槽中40℃搅拌48小时后，将溶液置于透析袋中，所述的透析袋残留分子量为10000Da，将透析袋放入盛有超纯水的烧杯中，超纯水用量为漫过透析袋位置，并将烧杯置于电热恒温水槽于40℃条件下搅拌2-3day，且每隔8h换一次超纯水；
步骤三：取出透析袋中残留的溶液，置于-20℃冷冻箱中冷冻8h，再置于冻干机上干燥48h，得粘附性明胶；
步骤四：将粘附性明胶制成3mg/ml的水溶液，用HCl和NaOH调节水溶液pH值至7，即得多巴胺修饰溶液；
步骤五：将聚膦腈溶解到三氟乙醇中，配制浓度为45w/v％，常温下搅拌以利于聚膦腈充分溶解，24h后得到均匀的纺丝液，经静电纺丝得聚膦腈静电纺丝膜，并置于50℃真空干燥箱中，干燥至恒重；
步骤六：将多巴胺修饰溶液均匀喷涂于静电纺丝膜表面，喷涂的厚度为5-30nm，并于37℃干燥箱干燥12h后，用磷酸盐缓冲液(PBS)漂洗3次，即得组织修复材料。
细胞粘附实验：取培养的HUVEC细胞，消化，细胞计数，以5×103cell/mL密度接种在实施例1制得的组织修复材料及空白对照组聚膦腈材料上，每孔1mL，接种0.5h、1h、2h后，用无菌的PBS溶液漂洗，镜下观察并照相计数，结果见下表1。可以看出经过多巴胺修饰后的聚膦腈组织修复材料所粘附的细胞数量明显多于没有经过修饰的空白对照组的细胞数量。
表1
细胞增殖实验：取培养的HUVEC细胞，消化，细胞计数，以5×103cell/mL密度接种在实施例1制得的组织修复材料及空白对照组聚膦腈材料上，每孔1mL，隔两天换液，接种5day后，细胞计数试剂盒WST-8检测材料表面的细胞活性，结果见表2，可以得出经过多巴胺修饰后的聚膦腈组织修复材料的细胞活性略高于空白实验组的细胞活性。
表2
Claims (5)
1.一种多巴结构修饰聚膦腈组织修复材料的制备方法，其特征在于，包括以下步骤：
步骤一：将350mg明胶溶解于60mL水中，水浴加热到50℃搅拌至完全溶解制得明胶溶液；
步骤二：将明胶溶液与150mg N-羟基丁二酰亚胺、191mg 1-乙基-(3-二甲基氨基丙基)碳酰二亚胺及103mg多巴胺混合，在电热恒温水槽中40℃搅拌48小时后，将溶液置于透析袋中，放入盛有超纯水的烧杯中，并置于电热恒温水槽于40℃条件下搅拌2-3day，且每隔8h换一次超纯水；
步骤三：取出透析袋中残留的溶液，置于-20℃冷冻箱中冷冻8h，再置于冻干机上干燥48h，得粘附性明胶；
步骤四：将粘附性明胶制成3mg/ml的水溶液，用HCl和NaOH调节水溶液pH值至7，即得多巴胺修饰溶液；
步骤五：将聚膦腈溶解到三氟乙醇中，配制浓度为45w/v％，常温下搅拌以利于聚膦腈充分溶解，24h后得到均匀的纺丝液，经静电纺丝得聚膦腈静电纺丝膜，并置于50℃真空干燥箱中，干燥至恒重；
步骤六：将多巴胺修饰溶液均匀喷涂于静电纺丝膜表面，并于37℃干燥箱干燥12h后，用磷酸盐缓冲液(PBS)漂洗3次，即得组织修复材料。
2.根据权利要求1所述的一种多巴结构修饰聚膦腈组织修复材料的制备方法，其特征在于：步骤二中所述的透析袋残留分子量为10000Da。
3.根据权利要求1所述的一种多巴结构修饰聚膦腈组织修复材料的制备方法，其特征在于：所述的步骤二中超纯水用量为漫过透析袋。
4.根据权利要求1所述的一种多巴结构修饰聚膦腈组织修复材料的制备方法，其特征在于，步骤五中静电纺丝的纺丝参数为：铜网接收、电压12kv、接收距离15cm、流速0.4ml/h。
5.根据权利要求1所述的一种多巴结构修饰聚膦腈组织修复材料的制备方法，其特征在于：步骤六中喷涂的厚度为5-30nm。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710330841.2A CN107050507A (zh) | 2017-05-11 | 2017-05-11 | 一种多巴结构修饰聚膦腈组织修复材料的制备方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710330841.2A CN107050507A (zh) | 2017-05-11 | 2017-05-11 | 一种多巴结构修饰聚膦腈组织修复材料的制备方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107050507A true CN107050507A (zh) | 2017-08-18 |
Family
ID=59597167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710330841.2A Pending CN107050507A (zh) | 2017-05-11 | 2017-05-11 | 一种多巴结构修饰聚膦腈组织修复材料的制备方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN107050507A (zh) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101257935A (zh) * | 2005-09-05 | 2008-09-03 | 百润生物技术公司 | 多层防粘膜 |
-
2017
- 2017-05-11 CN CN201710330841.2A patent/CN107050507A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101257935A (zh) * | 2005-09-05 | 2008-09-03 | 百润生物技术公司 | 多层防粘膜 |
Non-Patent Citations (1)
| Title |
|---|
| 杨茜: ""多巴结构用于材料表面的仿生修饰及其生物学基础研究"", 《中国博士学位论文全文数据库 医药卫生科技辑》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107137764A (zh) | 一种多巴结构修饰聚乳酸组织修复材料的制备方法 | |
| Du et al. | Potential applications of three-dimensional structure of silk fibroin/poly (ester-urethane) urea nanofibrous scaffold in heart valve tissue engineering | |
| CN107050512A (zh) | 一种多巴结构修饰丝素蛋白组织修复材料的制备方法 | |
| Adali et al. | The chondrocyte cell proliferation of a chitosan/silk fibroin/egg shell membrane hydrogels | |
| Sánchez-Cardona et al. | Chitosan/gelatin/pva scaffolds for beta pancreatic cell culture | |
| Jain et al. | Hydrogelation of dextran-based polyampholytes with cryoprotective properties via click chemistry | |
| Bhattacharjee et al. | Potential of inherent RGD containing silk fibroin–poly (Є-caprolactone) nanofibrous matrix for bone tissue engineering | |
| Han et al. | Mussel-inspired hybrid coating functionalized porous hydroxyapatite scaffolds for bone tissue regeneration | |
| Wu et al. | Bio-based electrospun nanofiber of polyhydroxyalkanoate modified with Black Soldier Fly’s pupa shell with antibacterial and cytocompatibility properties | |
| CN101601869A (zh) | 一种胶原/生物玻璃/透明质酸组织修复材料的制备方法 | |
| RU2234514C2 (ru) | Макропористые хитозановые гранулы и способ их получения, способ культивирования клеток | |
| CN114404672A (zh) | 一种联合多酚和抗菌肽的纤维膜及其制备方法和应用 | |
| CN102277659B (zh) | 一种水稳定性γ-聚谷氨酸纳米纤维的制备方法 | |
| Zvinavashe et al. | Degradation of regenerated silk fibroin in soil and marine environments | |
| Ciarfaglia et al. | Nanocellulose and elastin act as plasticizers of electrospun bioinspired scaffolds | |
| CN103007342B (zh) | 生物可降解医用磷酸三钙/γ-聚谷氨酸复合材料及其制备方法 | |
| CN117835822A (zh) | 包含可溶性交联壳聚糖的复合凝胶、聚合物支架、聚集体和薄膜的制备及其用途 | |
| CN100493626C (zh) | 一种细胞培养支架材料及其制备方法 | |
| CN104225670B (zh) | 可控性疏水细菌纤维素-玉米醇溶蛋白复合膜的制备方法 | |
| Cirillo et al. | Adhesion and function of rat liver cells adherent to silk fibroin/collagen blend films | |
| Wang et al. | Surface engineering of PHBV by covalent collagen immobilization to improve cell compatibility | |
| Sun et al. | Enhanced cell affinity of the silk fibroin-modified PHBHHx material | |
| Flores-Nieves et al. | Electrospun casein fibers obtained from revalued milk with mechanical and antibacterial properties | |
| Hu et al. | Novel multi-functional microsphere scaffold with shape memory function for bone regeneration | |
| CN110093041A (zh) | 一种乙酰化改性蚕丝蛋白/细菌纤维素复合水凝胶膜及其制备方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20170818 |
|
| RJ01 | Rejection of invention patent application after publication |