CA1230054A - Sustained release semi-permeable capsule - Google Patents
Sustained release semi-permeable capsuleInfo
- Publication number
- CA1230054A CA1230054A CA000451981A CA451981A CA1230054A CA 1230054 A CA1230054 A CA 1230054A CA 000451981 A CA000451981 A CA 000451981A CA 451981 A CA451981 A CA 451981A CA 1230054 A CA1230054 A CA 1230054A
- Authority
- CA
- Canada
- Prior art keywords
- substance
- volume
- membrane
- capsule
- concentration
- 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
Links
- 239000002775 capsule Substances 0.000 title claims abstract description 131
- 238000013268 sustained release Methods 0.000 title description 7
- 239000012730 sustained-release form Substances 0.000 title description 7
- 239000000126 substance Substances 0.000 claims abstract description 79
- 239000012528 membrane Substances 0.000 claims abstract description 71
- 238000000034 method Methods 0.000 claims abstract description 32
- 239000011148 porous material Substances 0.000 claims abstract description 31
- 229920000642 polymer Polymers 0.000 claims description 21
- 239000007787 solid Substances 0.000 claims description 16
- 230000008569 process Effects 0.000 claims description 11
- 238000009792 diffusion process Methods 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 239000011149 active material Substances 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 239000003094 microcapsule Substances 0.000 claims description 7
- 229920003169 water-soluble polymer Polymers 0.000 claims description 7
- 230000003204 osmotic effect Effects 0.000 claims description 6
- 229940079593 drug Drugs 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- 150000003839 salts Chemical group 0.000 claims description 5
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 235000015097 nutrients Nutrition 0.000 claims description 4
- 229920000447 polyanionic polymer Polymers 0.000 claims description 4
- 229920002851 polycationic polymer Polymers 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000008072 Lymphokines Human genes 0.000 claims description 3
- 108010074338 Lymphokines Proteins 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 239000003337 fertilizer Substances 0.000 claims description 3
- 229940088597 hormone Drugs 0.000 claims description 3
- 239000005556 hormone Substances 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 3
- 229960005486 vaccine Drugs 0.000 claims description 3
- 239000000796 flavoring agent Substances 0.000 claims description 2
- 235000019634 flavors Nutrition 0.000 claims description 2
- 239000000417 fungicide Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 239000000575 pesticide Substances 0.000 claims description 2
- 239000003375 plant hormone Substances 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 21
- 239000000203 mixture Substances 0.000 abstract description 14
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 70
- 239000011780 sodium chloride Substances 0.000 description 58
- 210000004379 membrane Anatomy 0.000 description 55
- 239000000243 solution Substances 0.000 description 43
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 35
- 239000000725 suspension Substances 0.000 description 23
- 229940125396 insulin Drugs 0.000 description 18
- 102000004877 Insulin Human genes 0.000 description 17
- 108090001061 Insulin Proteins 0.000 description 17
- 238000004132 cross linking Methods 0.000 description 11
- 239000000499 gel Substances 0.000 description 11
- 102000001554 Hemoglobins Human genes 0.000 description 10
- 108010054147 Hemoglobins Proteins 0.000 description 10
- 229920000729 poly(L-lysine) polymer Polymers 0.000 description 10
- 230000015572 biosynthetic process Effects 0.000 description 9
- 150000004676 glycans Chemical class 0.000 description 9
- 239000005017 polysaccharide Substances 0.000 description 9
- 102000036675 Myoglobin Human genes 0.000 description 8
- 108010062374 Myoglobin Proteins 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 8
- 229920001282 polysaccharide Polymers 0.000 description 8
- 238000011282 treatment Methods 0.000 description 7
- 229910001868 water Inorganic materials 0.000 description 7
- 230000035699 permeability Effects 0.000 description 6
- 238000012546 transfer Methods 0.000 description 6
- 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 description 5
- 239000008000 CHES buffer Substances 0.000 description 5
- -1 antibodies Substances 0.000 description 5
- 230000001186 cumulative effect Effects 0.000 description 5
- 235000010413 sodium alginate Nutrition 0.000 description 5
- 239000000661 sodium alginate Substances 0.000 description 5
- 229940005550 sodium alginate Drugs 0.000 description 5
- 239000002344 surface layer Substances 0.000 description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 229910052791 calcium Inorganic materials 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 238000005538 encapsulation Methods 0.000 description 4
- MKWKNSIESPFAQN-UHFFFAOYSA-N N-cyclohexyl-2-aminoethanesulfonic acid Chemical compound OS(=O)(=O)CCNC1CCCCC1 MKWKNSIESPFAQN-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000001509 sodium citrate Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 102000009027 Albumins Human genes 0.000 description 2
- 108010088751 Albumins Proteins 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000001720 carbohydrates Chemical group 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
- 150000004804 polysaccharides Polymers 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000132092 Aster Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 206010013710 Drug interaction Diseases 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 108010039918 Polylysine Proteins 0.000 description 1
- 108091006629 SLC13A2 Proteins 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- 241000812633 Varicus Species 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 102000036639 antigens Human genes 0.000 description 1
- 108091007433 antigens Proteins 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000305 astragalus gummifer gum Substances 0.000 description 1
- 230000007321 biological mechanism Effects 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011162 core material Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000028993 immune response Effects 0.000 description 1
- 238000002513 implantation Methods 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
- 238000005342 ion exchange Methods 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 229940022409 overtime Drugs 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000656 polylysine Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Classifications
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1629—Organic macromolecular compounds
- A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5026—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Medicinal Preparation (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Formation And Processing Of Food Products (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Infusion, Injection, And Reservoir Apparatuses (AREA)
- Cosmetics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48547183A | 1983-04-15 | 1983-04-15 | |
| US485,471 | 1983-04-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1230054A true CA1230054A (en) | 1987-12-08 |
Family
ID=23928300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000451981A Expired CA1230054A (en) | 1983-04-15 | 1984-04-13 | Sustained release semi-permeable capsule |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0126537B1 (show.php) |
| JP (1) | JPS59206041A (show.php) |
| AT (1) | ATE54412T1 (show.php) |
| AU (1) | AU567155B2 (show.php) |
| CA (1) | CA1230054A (show.php) |
| DE (1) | DE3482672D1 (show.php) |
| DK (1) | DK193884A (show.php) |
| IL (1) | IL71462A (show.php) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1307632C (en) * | 1984-12-21 | 1992-09-22 | Uwe B. Sleytr | Forming membrane structure by applying protein suspension to carrier |
| US4683092A (en) * | 1985-07-03 | 1987-07-28 | Damon Biotech, Inc. | Capsule loading technique |
| US4708834A (en) * | 1986-05-01 | 1987-11-24 | Pharmacaps, Inc. | Preparation of gelatin-encapsulated controlled release composition |
| US5075109A (en) * | 1986-10-24 | 1991-12-24 | Southern Research Institute | Method of potentiating an immune response |
| US6024983A (en) * | 1986-10-24 | 2000-02-15 | Southern Research Institute | Composition for delivering bioactive agents for immune response and its preparation |
| IL84167A (en) * | 1986-10-24 | 1991-04-15 | Southern Res Inst | Oral delivery of bioactive agents to and through the peyer's patch by use of microencapsulation |
| FR2619503A1 (fr) * | 1987-08-20 | 1989-02-24 | Hutchinson | Application de microcapsules a la fabrication d'un dispositif prophylactique en materiau elastomere, comme un preservatif ou analogue, et son procede de fabrication |
| JPH01229046A (ja) * | 1988-03-09 | 1989-09-12 | Kibun Kk | ゲルの製法 |
| JPH01229047A (ja) * | 1988-03-09 | 1989-09-12 | Kibun Kk | ゲルの製造法 |
| US7705215B1 (en) | 1990-04-17 | 2010-04-27 | Dekalb Genetics Corporation | Methods and compositions for the production of stably transformed, fertile monocot plants and cells thereof |
| US5550318A (en) * | 1990-04-17 | 1996-08-27 | Dekalb Genetics Corporation | Methods and compositions for the production of stably transformed, fertile monocot plants and cells thereof |
| US6803499B1 (en) | 1989-08-09 | 2004-10-12 | Dekalb Genetics Corporation | Methods and compositions for the production of stably transformed, fertile monocot plants and cells thereof |
| US5484956A (en) * | 1990-01-22 | 1996-01-16 | Dekalb Genetics Corporation | Fertile transgenic Zea mays plant comprising heterologous DNA encoding Bacillus thuringiensis endotoxin |
| US6777589B1 (en) | 1990-01-22 | 2004-08-17 | Dekalb Genetics Corporation | Methods and compositions for the production of stably transformed, fertile monocot plants and cells thereof |
| US6946587B1 (en) | 1990-01-22 | 2005-09-20 | Dekalb Genetics Corporation | Method for preparing fertile transgenic corn plants |
| US6329574B1 (en) | 1990-01-22 | 2001-12-11 | Dekalb Genetics Corporation | High lysine fertile transgenic corn plants |
| WO1991010725A1 (en) | 1990-01-22 | 1991-07-25 | Dekalb Plant Genetics | Fertile transgenic corn plants |
| US6395966B1 (en) | 1990-08-09 | 2002-05-28 | Dekalb Genetics Corp. | Fertile transgenic maize plants containing a gene encoding the pat protein |
| US5780709A (en) * | 1993-08-25 | 1998-07-14 | Dekalb Genetics Corporation | Transgenic maize with increased mannitol content |
| US6326527B1 (en) | 1993-08-25 | 2001-12-04 | Dekalb Genetics Corporation | Method for altering the nutritional content of plant seed |
| US6118047A (en) * | 1993-08-25 | 2000-09-12 | Dekalb Genetic Corporation | Anthranilate synthase gene and method of use thereof for conferring tryptophan overproduction |
| US5514377A (en) * | 1994-03-08 | 1996-05-07 | The Regents Of The University Of California | In situ dissolution of alginate coatings of biological tissue transplants |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937668A (en) * | 1970-07-15 | 1976-02-10 | Ilse Zolle | Method for incorporating substances into protein microspheres |
| GB1414812A (en) * | 1970-10-21 | 1975-11-19 | Alza Corp | Device for sustained release of drugs and like active agents |
| AU466503B2 (en) * | 1972-06-05 | 1975-10-30 | Alza Corporation | Osmotic dispenser |
| JPS5451979A (en) * | 1977-09-30 | 1979-04-24 | Agency Of Ind Science & Technol | Granular body with chemical action that its inside occlude chemicals |
| US4251387A (en) * | 1979-04-17 | 1981-02-17 | Damon Corporation | Process for preparing semipermeable microcapsules |
| US4322311A (en) * | 1978-08-04 | 1982-03-30 | Damon Corporation | Process for producing controlled porosity microcapsules |
| JPS591087B2 (ja) * | 1978-09-21 | 1984-01-10 | ぺんてる株式会社 | 無機物質壁マイクロカプセル並びにその製造方法 |
| US4205060A (en) * | 1978-12-20 | 1980-05-27 | Pennwalt Corporation | Microcapsules containing medicament-polymer salt having a water-insoluble polymer sheath, their production and their use |
| US4221778A (en) * | 1979-01-08 | 1980-09-09 | Pennwalt Corporation | Prolonged release pharmaceutical preparations |
| US4352883A (en) * | 1979-03-28 | 1982-10-05 | Damon Corporation | Encapsulation of biological material |
| PH19942A (en) * | 1980-11-18 | 1986-08-14 | Sintex Inc | Microencapsulation of water soluble polypeptides |
| US4349530A (en) * | 1980-12-11 | 1982-09-14 | The Ohio State University | Implants, microbeads, microcapsules, preparation thereof and method of administering a biologically-active substance to an animal |
-
1984
- 1984-04-04 AU AU26430/84A patent/AU567155B2/en not_active Ceased
- 1984-04-06 AT AT84302378T patent/ATE54412T1/de not_active IP Right Cessation
- 1984-04-06 DE DE8484302378T patent/DE3482672D1/de not_active Expired - Fee Related
- 1984-04-06 EP EP84302378A patent/EP0126537B1/en not_active Expired - Lifetime
- 1984-04-08 IL IL71462A patent/IL71462A/xx not_active IP Right Cessation
- 1984-04-13 JP JP59073122A patent/JPS59206041A/ja active Granted
- 1984-04-13 CA CA000451981A patent/CA1230054A/en not_active Expired
- 1984-04-13 DK DK193884A patent/DK193884A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DK193884D0 (da) | 1984-04-13 |
| AU567155B2 (en) | 1987-11-12 |
| DE3482672D1 (de) | 1990-08-16 |
| DK193884A (da) | 1984-10-16 |
| IL71462A (en) | 1988-03-31 |
| ATE54412T1 (de) | 1990-07-15 |
| EP0126537A3 (en) | 1986-05-28 |
| EP0126537A2 (en) | 1984-11-28 |
| JPS59206041A (ja) | 1984-11-21 |
| IL71462A0 (en) | 1984-07-31 |
| EP0126537B1 (en) | 1990-07-11 |
| JPH0448494B2 (show.php) | 1992-08-06 |
| AU2643084A (en) | 1984-10-18 |
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