CN109480274B - 具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 - Google Patents
具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 Download PDFInfo
- Publication number
- CN109480274B CN109480274B CN201811373210.XA CN201811373210A CN109480274B CN 109480274 B CN109480274 B CN 109480274B CN 201811373210 A CN201811373210 A CN 201811373210A CN 109480274 B CN109480274 B CN 109480274B
- Authority
- CN
- China
- Prior art keywords
- histidine
- boc
- sodium alginate
- solution
- self
- 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.)
- Active
Links
- 239000000661 sodium alginate Substances 0.000 title claims abstract description 198
- 229940005550 sodium alginate Drugs 0.000 title claims abstract description 197
- -1 Boc-histidine-sodium Chemical compound 0.000 title claims abstract description 144
- 239000003094 microcapsule Substances 0.000 title claims abstract description 64
- 238000002360 preparation method Methods 0.000 title claims abstract description 37
- 230000004043 responsiveness Effects 0.000 title claims abstract description 21
- 239000000243 solution Substances 0.000 claims abstract description 59
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims abstract description 58
- 235000010413 sodium alginate Nutrition 0.000 claims abstract description 57
- AYMLQYFMYHISQO-QMMMGPOBSA-N (2s)-3-(1h-imidazol-3-ium-5-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate Chemical class CC(C)(C)OC(=O)N[C@H](C(O)=O)CC1=CN=CN1 AYMLQYFMYHISQO-QMMMGPOBSA-N 0.000 claims abstract description 52
- 239000000126 substance Substances 0.000 claims abstract description 52
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000008367 deionised water Substances 0.000 claims abstract description 15
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 15
- 239000011259 mixed solution Substances 0.000 claims abstract description 13
- 238000001035 drying Methods 0.000 claims abstract description 11
- 238000009210 therapy by ultrasound Methods 0.000 claims abstract description 8
- 238000003756 stirring Methods 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 239000000463 material Substances 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 229920001282 polysaccharide Polymers 0.000 claims description 21
- 239000005017 polysaccharide Substances 0.000 claims description 21
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 18
- RGUKYNXWOWSRET-UHFFFAOYSA-N 4-pyrrolidin-1-ylpyridine Chemical compound C1CCCN1C1=CC=NC=C1 RGUKYNXWOWSRET-UHFFFAOYSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 229910021642 ultra pure water Inorganic materials 0.000 claims description 5
- 239000012498 ultrapure water Substances 0.000 claims description 5
- 230000010355 oscillation Effects 0.000 claims description 4
- 150000004676 glycans Chemical class 0.000 claims 1
- 238000011068 loading method Methods 0.000 abstract description 19
- 230000008901 benefit Effects 0.000 abstract description 4
- 238000005538 encapsulation Methods 0.000 abstract description 4
- QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 42
- 239000011710 vitamin D Substances 0.000 description 39
- 229930003316 Vitamin D Natural products 0.000 description 38
- 235000019166 vitamin D Nutrition 0.000 description 38
- 150000003710 vitamin D derivatives Chemical class 0.000 description 38
- 229940046008 vitamin d Drugs 0.000 description 38
- 239000011647 vitamin D3 Substances 0.000 description 36
- 239000002088 nanocapsule Substances 0.000 description 35
- 238000005292 vacuum distillation Methods 0.000 description 28
- 230000000968 intestinal effect Effects 0.000 description 24
- 230000000694 effects Effects 0.000 description 22
- 229910052757 nitrogen Inorganic materials 0.000 description 21
- 238000013268 sustained release Methods 0.000 description 20
- 239000012730 sustained-release form Substances 0.000 description 20
- 238000010586 diagram Methods 0.000 description 17
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 16
- 239000002245 particle Substances 0.000 description 15
- 238000009826 distribution Methods 0.000 description 13
- 238000000338 in vitro Methods 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 150000004804 polysaccharides Chemical class 0.000 description 11
- 239000012530 fluid Substances 0.000 description 10
- 238000004108 freeze drying Methods 0.000 description 9
- 230000035484 reaction time Effects 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 8
- 210000003296 saliva Anatomy 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 239000002105 nanoparticle Substances 0.000 description 7
- 239000000523 sample Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 210000004051 gastric juice Anatomy 0.000 description 6
- 230000003139 buffering effect Effects 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 235000013305 food Nutrition 0.000 description 5
- 235000013373 food additive Nutrition 0.000 description 5
- 239000002778 food additive Substances 0.000 description 5
- 230000002496 gastric effect Effects 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- 239000004005 microsphere Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 235000005282 vitamin D3 Nutrition 0.000 description 5
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 5
- 229940021056 vitamin d3 Drugs 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 230000004044 response Effects 0.000 description 4
- 238000001338 self-assembly Methods 0.000 description 4
- 238000000527 sonication Methods 0.000 description 4
- 239000004382 Amylase Substances 0.000 description 3
- 102000013142 Amylases Human genes 0.000 description 3
- 108010065511 Amylases Proteins 0.000 description 3
- 102000004142 Trypsin Human genes 0.000 description 3
- 108090000631 Trypsin Proteins 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 235000010443 alginic acid Nutrition 0.000 description 3
- 229960001126 alginic acid Drugs 0.000 description 3
- 239000000783 alginic acid Substances 0.000 description 3
- 229920000615 alginic acid Polymers 0.000 description 3
- 150000004781 alginic acids Chemical class 0.000 description 3
- 235000019418 amylase Nutrition 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012876 carrier material Substances 0.000 description 3
- 230000001186 cumulative effect Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000012086 standard solution Substances 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- 239000012588 trypsin Substances 0.000 description 3
- 238000002604 ultrasonography Methods 0.000 description 3
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 102000004139 alpha-Amylases Human genes 0.000 description 2
- 108090000637 alpha-Amylases Proteins 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 150000007942 carboxylates Chemical group 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 235000015872 dietary supplement Nutrition 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000012377 drug delivery Methods 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- 239000004302 potassium sorbate Substances 0.000 description 2
- 235000010241 potassium sorbate Nutrition 0.000 description 2
- 229940069338 potassium sorbate Drugs 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- AEMOLEFTQBMNLQ-AZLKCVHYSA-N (2r,3s,4s,5s,6r)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid Chemical compound O[C@@H]1O[C@@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-AZLKCVHYSA-N 0.000 description 1
- AEMOLEFTQBMNLQ-SYJWYVCOSA-N (2s,3s,4s,5s,6r)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid Chemical compound O[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-SYJWYVCOSA-N 0.000 description 1
- 229920000856 Amylose Polymers 0.000 description 1
- 239000000120 Artificial Saliva Substances 0.000 description 1
- 229920000858 Cyclodextrin Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000001116 FEMA 4028 Substances 0.000 description 1
- 229920001503 Glucan Polymers 0.000 description 1
- 229920002527 Glycogen Polymers 0.000 description 1
- 102000004157 Hydrolases Human genes 0.000 description 1
- 108090000604 Hydrolases Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920002752 Konjac Polymers 0.000 description 1
- 102000057297 Pepsin A Human genes 0.000 description 1
- 108090000284 Pepsin A Proteins 0.000 description 1
- 241000199919 Phaeophyceae Species 0.000 description 1
- 238000012356 Product development Methods 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 229940024171 alpha-amylase Drugs 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 1
- 229960004853 betadex Drugs 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 210000004211 gastric acid Anatomy 0.000 description 1
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229940096919 glycogen Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000703 high-speed centrifugation Methods 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000000252 konjac Substances 0.000 description 1
- 235000019823 konjac gum Nutrition 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 210000002901 mesenchymal stem cell Anatomy 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 229940111202 pepsin Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 210000003079 salivary gland Anatomy 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 229960001322 trypsin Drugs 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Mycology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Botany (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201811373210.XA CN109480274B (zh) | 2018-11-19 | 2018-11-19 | 具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201811373210.XA CN109480274B (zh) | 2018-11-19 | 2018-11-19 | 具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN109480274A CN109480274A (zh) | 2019-03-19 |
CN109480274B true CN109480274B (zh) | 2022-01-21 |
Family
ID=65696210
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201811373210.XA Active CN109480274B (zh) | 2018-11-19 | 2018-11-19 | 具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN109480274B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115322453B (zh) * | 2022-06-15 | 2023-08-18 | 四川大学华西医院 | 一种具有sod模拟位点的水凝胶及其制备方法和用途 |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102101036A (zh) * | 2009-12-18 | 2011-06-22 | 中国科学院大连化学物理研究所 | 海藻酸盐-ε-聚赖氨酸微胶囊及其制备和应用 |
CN103342974A (zh) * | 2013-07-05 | 2013-10-09 | 中国科学院青岛生物能源与过程研究所 | 一种仿贻贝蛋白环保型锂离子电池粘合剂 |
CN104151567A (zh) * | 2014-07-16 | 2014-11-19 | 东北师范大学 | 一种金属配位超分子纳米凝胶的制备方法 |
CN104644612A (zh) * | 2015-01-26 | 2015-05-27 | 天津科技大学 | 聚丙烯酸钠接枝海藻酸钠包埋益生菌微胶囊及其制备方法 |
CN105012959A (zh) * | 2015-07-20 | 2015-11-04 | 武汉工程大学 | 一种pH响应性海藻酸钠纳米凝胶及其制备方法 |
CN106399291A (zh) * | 2015-07-27 | 2017-02-15 | 中国科学院大连化学物理研究所 | 一种半乳糖基接枝改性的海藻酸盐微球及应用 |
CN107252132A (zh) * | 2017-03-20 | 2017-10-17 | 浙江工商大学 | 酪蛋白‑卡拉胶自主装纳米微胶囊的制备方法及其应用 |
CN108578386A (zh) * | 2018-04-26 | 2018-09-28 | 中国人民解放军第四军医大学 | 通过靶向肿瘤相关巨噬细胞递送抑制肿瘤生长的miRNA的药物及应用 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI482634B (zh) * | 2013-10-24 | 2015-05-01 | Ind Tech Res Inst | 生醫組合物 |
-
2018
- 2018-11-19 CN CN201811373210.XA patent/CN109480274B/zh active Active
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102101036A (zh) * | 2009-12-18 | 2011-06-22 | 中国科学院大连化学物理研究所 | 海藻酸盐-ε-聚赖氨酸微胶囊及其制备和应用 |
CN103342974A (zh) * | 2013-07-05 | 2013-10-09 | 中国科学院青岛生物能源与过程研究所 | 一种仿贻贝蛋白环保型锂离子电池粘合剂 |
CN104151567A (zh) * | 2014-07-16 | 2014-11-19 | 东北师范大学 | 一种金属配位超分子纳米凝胶的制备方法 |
CN104644612A (zh) * | 2015-01-26 | 2015-05-27 | 天津科技大学 | 聚丙烯酸钠接枝海藻酸钠包埋益生菌微胶囊及其制备方法 |
CN105012959A (zh) * | 2015-07-20 | 2015-11-04 | 武汉工程大学 | 一种pH响应性海藻酸钠纳米凝胶及其制备方法 |
CN106399291A (zh) * | 2015-07-27 | 2017-02-15 | 中国科学院大连化学物理研究所 | 一种半乳糖基接枝改性的海藻酸盐微球及应用 |
CN107252132A (zh) * | 2017-03-20 | 2017-10-17 | 浙江工商大学 | 酪蛋白‑卡拉胶自主装纳米微胶囊的制备方法及其应用 |
CN108578386A (zh) * | 2018-04-26 | 2018-09-28 | 中国人民解放军第四军医大学 | 通过靶向肿瘤相关巨噬细胞递送抑制肿瘤生长的miRNA的药物及应用 |
Also Published As
Publication number | Publication date |
---|---|
CN109480274A (zh) | 2019-03-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Gåserød et al. | Microcapsules of alginate–chitosan. II. A study of capsule stability and permeability | |
CN108676177B (zh) | 一种以纳米淀粉粒子为骨架的智能水凝胶加工方法 | |
Shoichet et al. | Stability of hydrogels used in cell encapsulation: An in vitro comparison of alginate and agarose | |
CN101461535B (zh) | 一种含有茶多酚-壳聚糖纳米粒的抗氧化明胶膜的制备方法 | |
Xu et al. | Preparation and modification of N-(2-hydroxyl) propyl-3-trimethyl ammonium chitosan chloride nanoparticle as a protein carrier | |
Peniche et al. | Formation and stability of shark liver oil loaded chitosan/calcium alginate capsules | |
Huguet et al. | Calcium-alginate beads coated with polycationic polymers: comparison of chitosan and DEAE-dextran | |
US5427935A (en) | Hybrid membrane bead and process for encapsulating materials in semi-permeable hybrid membranes | |
Liu et al. | Immobilization and bioactivity of glucose oxidase in hydrogel microspheres formulated by an emulsification–internal gelation–adsorption–polyelectrolyte coating method | |
Li et al. | Self-assembly of carboxymethyl konjac glucomannan-g-poly (ethylene glycol) and (α-cyclodextrin) to biocompatible hollow nanospheres for glucose oxidase encapsulation | |
Liu et al. | A novel pH‐sensitive hydrogels for potential colon‐specific drug delivery: Characterization and in vitro release studies | |
Saxena et al. | Biopolymer matrix for nano-encapsulation of urease–A model protein and its application in urea detection | |
Deng et al. | Drug release behavior of a pH/temperature sensitive calcium alginate/poly (N-acryloylglycine) bead with core-shelled structure. | |
Kunjukunju et al. | Cross-linked enzyme aggregates of alginate lyase: A systematic engineered approach to controlled degradation of alginate hydrogel | |
Quek et al. | Photo-crosslinkable microcapsules formed by polyelectrolyte copolymer and modified collagen for rat hepatocyte encapsulation | |
CN109480274B (zh) | 具有pH响应性的Boc-组氨酸-海藻酸钠自主装纳米微胶囊的制备方法及其应用 | |
CN115109303A (zh) | 包埋原花青素的pH响应型氧化交联淀粉凝胶及其制备方法 | |
CN113527717B (zh) | 一种淀粉乳液凝胶珠及其制备方法和应用 | |
Li et al. | Preparation and property of layer-by-layer alginate hydrogel beads based on multi-phase emulsion technique | |
Lu et al. | The pH-responsiveness carrier of sanxan gel beads crosslinked with CaCl2 to control drug release | |
CN109480270B (zh) | 具有pH响应性的Boc-组氨酸-羧甲基壳聚糖自主装纳米微胶囊的制备方法及其应用 | |
Leonard et al. | Production of microspheres based on hydrophobically associating alginate derivatives by dispersion/gelation in aqueous sodium chloride solutions | |
CN115073768B (zh) | 一种负载功能成分双网络水凝胶的制备方法 | |
Ueoka et al. | Release behavior of a polyanion‐crosslinked chitosan‐poly (N‐isopropylacrylamide) gel thermoresponsive material | |
Koyama et al. | Evaluation of mass-transfer characteristics in alginate-membrane liquid-core capsules prepared using polyethylene glycol |
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 | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right | ||
TR01 | Transfer of patent right |
Effective date of registration: 20231204 Address after: 361026 No.36, Xinmei Road, Haicang District, Xiamen City, Fujian Province Patentee after: SINOPHARM XINGSHA PHARMACEUTICALS (XIAMEN) CO.,LTD. Address before: Room 901, Office Building B1, Nanchang Wanda Center, No. 1000 Fenghuang Middle Avenue, Honggutan District, Nanchang City, Jiangxi Province (9th floor) Patentee before: Jiangxi wanniu Information Technology Co.,Ltd. Effective date of registration: 20231204 Address after: Room 901, Office Building B1, Nanchang Wanda Center, No. 1000 Fenghuang Middle Avenue, Honggutan District, Nanchang City, Jiangxi Province (9th floor) Patentee after: Jiangxi wanniu Information Technology Co.,Ltd. Address before: 310012 149 Xihu District teachers' road, Hangzhou, Zhejiang Patentee before: ZHEJIANG GONGSHANG University |