JPS60237054A - アミノ酸の晶析法 - Google Patents
アミノ酸の晶析法Info
- Publication number
- JPS60237054A JPS60237054A JP59091826A JP9182684A JPS60237054A JP S60237054 A JPS60237054 A JP S60237054A JP 59091826 A JP59091826 A JP 59091826A JP 9182684 A JP9182684 A JP 9182684A JP S60237054 A JPS60237054 A JP S60237054A
- Authority
- JP
- Japan
- Prior art keywords
- water
- soluble
- amino acid
- crystallization
- gelatin
- 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.)
- Granted
Links
- 150000001413 amino acids Chemical class 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title abstract description 14
- 238000002425 crystallisation Methods 0.000 claims abstract description 18
- 108010010803 Gelatin Proteins 0.000 claims abstract description 10
- 239000008273 gelatin Substances 0.000 claims abstract description 10
- 229920000159 gelatin Polymers 0.000 claims abstract description 10
- 235000019322 gelatine Nutrition 0.000 claims abstract description 10
- 235000011852 gelatine desserts Nutrition 0.000 claims abstract description 10
- 229920001184 polypeptide Polymers 0.000 claims abstract description 7
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 7
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 7
- 235000010443 alginic acid Nutrition 0.000 claims abstract description 6
- 229920000615 alginic acid Polymers 0.000 claims abstract description 6
- 229920000881 Modified starch Polymers 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 5
- 235000019426 modified starch Nutrition 0.000 claims abstract description 5
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 5
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 5
- 239000001913 cellulose Substances 0.000 claims abstract description 4
- 229920002678 cellulose Polymers 0.000 claims abstract description 4
- 230000008025 crystallization Effects 0.000 abstract description 15
- 239000000243 solution Substances 0.000 abstract description 11
- 239000007864 aqueous solution Substances 0.000 abstract description 9
- 238000006386 neutralization reaction Methods 0.000 abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 229940072056 alginate Drugs 0.000 abstract description 5
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 abstract description 4
- 229920000609 methyl cellulose Polymers 0.000 abstract description 3
- 239000001923 methylcellulose Substances 0.000 abstract description 3
- 235000010981 methylcellulose Nutrition 0.000 abstract description 3
- 239000003495 polar organic solvent Substances 0.000 abstract description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 abstract description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 abstract description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 abstract description 3
- 239000003513 alkali Substances 0.000 abstract description 2
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 abstract 1
- 239000001341 hydroxy propyl starch Substances 0.000 abstract 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 abstract 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 abstract 1
- 235000013828 hydroxypropyl starch Nutrition 0.000 abstract 1
- 229940024606 amino acid Drugs 0.000 description 20
- 239000000654 additive Substances 0.000 description 11
- 239000013078 crystal Substances 0.000 description 11
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229960005190 phenylalanine Drugs 0.000 description 5
- 150000008575 L-amino acids Chemical class 0.000 description 4
- 238000000855 fermentation Methods 0.000 description 4
- 230000004151 fermentation Effects 0.000 description 4
- 229960000310 isoleucine Drugs 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 229960004799 tryptophan Drugs 0.000 description 4
- -1 L-amic acids Chemical class 0.000 description 3
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 3
- 229930182844 L-isoleucine Natural products 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 235000002597 Solanum melongena Nutrition 0.000 description 3
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000003254 anti-foaming effect Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- 150000008574 D-amino acids Chemical class 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 125000002061 L-isoleucyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])[C@](C([H])([H])[H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- RXPRRQLKFXBCSJ-UHFFFAOYSA-N dl-Vincamin Natural products C1=CC=C2C(CCN3CCC4)=C5C3C4(CC)CC(O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
- 229960003136 leucine Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical class [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- RXPRRQLKFXBCSJ-GIVPXCGWSA-N vincamine Chemical compound C1=CC=C2C(CCN3CCC4)=C5[C@@H]3[C@]4(CC)C[C@](O)(C(=O)OC)N5C2=C1 RXPRRQLKFXBCSJ-GIVPXCGWSA-N 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61K9/1682—Processes
- A61K9/1688—Processes resulting in pure drug agglomerate optionally containing up to 5% of excipient
Landscapes
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59091826A JPS60237054A (ja) | 1984-05-10 | 1984-05-10 | アミノ酸の晶析法 |
| US06/728,504 US4675339A (en) | 1984-05-10 | 1985-04-29 | Spherical amino acid preparation |
| AU42218/85A AU578688B2 (en) | 1984-05-10 | 1985-05-09 | A spherical amino acid and a process for the preparation thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59091826A JPS60237054A (ja) | 1984-05-10 | 1984-05-10 | アミノ酸の晶析法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60237054A true JPS60237054A (ja) | 1985-11-25 |
| JPH0576463B2 JPH0576463B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-10-22 |
Family
ID=14037414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59091826A Granted JPS60237054A (ja) | 1984-05-10 | 1984-05-10 | アミノ酸の晶析法 |
Country Status (3)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990009372A1 (en) * | 1989-02-13 | 1990-08-23 | Ajinomoto Co., Inc. | Method for crystallizing amino acid |
| JP2015535725A (ja) * | 2012-09-03 | 2015-12-17 | ラミナー カンパニー，リミテッド | 連続反応器付き精製装置及びこの連続式反応器を用いた精製方法 |
| WO2021107451A1 (ko) * | 2019-11-25 | 2021-06-03 | 씨제이제일제당(주) | 암모니아의 지속 가능한 순환이 가능한 분지쇄 아미노산의 결정화 방법 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2618331B1 (fr) * | 1987-07-23 | 1991-10-04 | Synthelabo | Compositions pharmaceutiques utiles pour le traitement de l'uremie |
| US5225536A (en) * | 1989-08-16 | 1993-07-06 | Sadao Nishibori | Particles of gelatin and amino acid to be blended in resins |
| GB9505032D0 (en) | 1995-03-13 | 1995-05-03 | Westminster Lab Ltd | Improvements in or relating to organic compositions |
| US6936275B2 (en) * | 1999-12-20 | 2005-08-30 | Scolr, Inc. | Amino acid modulated extended release dosage form |
| WO2003024427A1 (en) | 1999-12-20 | 2003-03-27 | Temple University Of The Commonwealth System Of Higher Education | Tableted oral extended release dosage form |
| JP2001199957A (ja) * | 2000-01-13 | 2001-07-24 | Ajinomoto Co Inc | トリプトファンの晶析法 |
| CA2459014C (en) * | 2001-09-14 | 2010-08-10 | Scolr, Inc. | Amino acid modulated extended release dosage form |
| JP2010017082A (ja) | 2006-10-10 | 2010-01-28 | Ajinomoto Co Inc | Ｌ−アミノ酸の製造法 |
| TWI503128B (zh) | 2007-07-31 | 2015-10-11 | Ajinomoto Kk | A granule preparation containing an amino acid with excellent taste |
| EP3705475B1 (en) * | 2019-03-05 | 2023-08-30 | Tradichem Industrial Services, S.L. | High-density l-tryptophan, its preparation and uses thereof |
| CN114773216A (zh) * | 2022-03-24 | 2022-07-22 | 天津大学 | 一种l-亮氨酸球形晶体及其制备方法和应用 |
| CN114773251B (zh) * | 2022-03-24 | 2024-05-24 | 天津大学 | 一种l-色氨酸球形晶体及其制备方法和应用 |
| CN117623962A (zh) * | 2022-08-10 | 2024-03-01 | 天津大学 | 一种高振实密度l-缬氨酸球状晶体及其制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5120487A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1974-08-12 | 1976-02-18 | Kawase Gijutsu Kenkyusho Kk | |
| JPS5939857A (ja) * | 1982-08-28 | 1984-03-05 | Ajinomoto Co Inc | アミノ酸の晶析方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3657144A (en) * | 1967-06-05 | 1972-04-18 | Ncr Co | Encapsulation process |
| US3786123A (en) * | 1971-01-25 | 1974-01-15 | S Katzen | Method for stabilizing and preserving nutrients and products |
| US4352883A (en) * | 1979-03-28 | 1982-10-05 | Damon Corporation | Encapsulation of biological material |
| GB2311375B (en) * | 1996-03-20 | 2000-08-23 | Oxford Magnet Tech | Improvements in or relating to MRI magnets |
-
1984
- 1984-05-10 JP JP59091826A patent/JPS60237054A/ja active Granted
-
1985
- 1985-04-29 US US06/728,504 patent/US4675339A/en not_active Expired - Lifetime
- 1985-05-09 AU AU42218/85A patent/AU578688B2/en not_active Ceased
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5120487A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1974-08-12 | 1976-02-18 | Kawase Gijutsu Kenkyusho Kk | |
| JPS5939857A (ja) * | 1982-08-28 | 1984-03-05 | Ajinomoto Co Inc | アミノ酸の晶析方法 |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990009372A1 (en) * | 1989-02-13 | 1990-08-23 | Ajinomoto Co., Inc. | Method for crystallizing amino acid |
| US5118815A (en) * | 1989-02-13 | 1992-06-02 | Ajinomoto Co., Inc. | Method for crystallization of amino acids |
| JP2015535725A (ja) * | 2012-09-03 | 2015-12-17 | ラミナー カンパニー，リミテッド | 連続反応器付き精製装置及びこの連続式反応器を用いた精製方法 |
| WO2021107451A1 (ko) * | 2019-11-25 | 2021-06-03 | 씨제이제일제당(주) | 암모니아의 지속 가능한 순환이 가능한 분지쇄 아미노산의 결정화 방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU578688B2 (en) | 1988-11-03 |
| US4675339A (en) | 1987-06-23 |
| JPH0576463B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-10-22 |
| AU4221885A (en) | 1985-11-14 |
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