CA2404442C - Method for separating a basic amino acid from fermentation broth - Google Patents
Method for separating a basic amino acid from fermentation broth Download PDFInfo
- Publication number
- CA2404442C CA2404442C CA2404442A CA2404442A CA2404442C CA 2404442 C CA2404442 C CA 2404442C CA 2404442 A CA2404442 A CA 2404442A CA 2404442 A CA2404442 A CA 2404442A CA 2404442 C CA2404442 C CA 2404442C
- Authority
- CA
- Canada
- Prior art keywords
- amino acid
- basic amino
- fermentation broth
- resins
- lysine
- 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 - Fee Related
Links
- 150000001413 amino acids Chemical class 0.000 title claims abstract description 48
- 238000000855 fermentation Methods 0.000 title claims abstract description 43
- 230000004151 fermentation Effects 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 37
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000004472 Lysine Substances 0.000 claims abstract description 29
- 239000002253 acid Substances 0.000 claims abstract description 23
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 23
- 229940023913 cation exchange resins Drugs 0.000 claims abstract description 23
- 239000011347 resin Substances 0.000 claims description 37
- 229920005989 resin Polymers 0.000 claims description 37
- 238000010828 elution Methods 0.000 claims description 20
- 238000001179 sorption measurement Methods 0.000 claims description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 4
- 239000004475 Arginine Substances 0.000 claims description 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 2
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 2
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 2
- 238000000746 purification Methods 0.000 abstract description 3
- 235000010633 broth Nutrition 0.000 description 33
- 239000000047 product Substances 0.000 description 23
- 238000000926 separation method Methods 0.000 description 13
- 238000005516 engineering process Methods 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- 238000013375 chromatographic separation Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000003480 eluent Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 235000013379 molasses Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229910017974 NH40H Inorganic materials 0.000 description 1
- 108010073771 Soybean Proteins Proteins 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000002301 combined effect Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000006052 feed supplement Substances 0.000 description 1
- 238000004255 ion exchange chromatography Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000012607 strong cation exchange resin Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19289100P | 2000-03-29 | 2000-03-29 | |
| US60/192,891 | 2000-03-29 | ||
| US26322801P | 2001-01-23 | 2001-01-23 | |
| US60/263,228 | 2001-01-23 | ||
| PCT/US2001/008109 WO2001072689A2 (en) | 2000-03-29 | 2001-03-15 | Method for separating a basic amino acid from fermentation broth |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2404442A1 CA2404442A1 (en) | 2001-10-04 |
| CA2404442C true CA2404442C (en) | 2011-04-26 |
Family
ID=26888479
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2404442A Expired - Fee Related CA2404442C (en) | 2000-03-29 | 2001-03-15 | Method for separating a basic amino acid from fermentation broth |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6479700B2 (enExample) |
| EP (1) | EP1268399B1 (enExample) |
| JP (2) | JP2003528602A (enExample) |
| KR (1) | KR100726204B1 (enExample) |
| AT (1) | ATE273269T1 (enExample) |
| AU (2) | AU2001240151B2 (enExample) |
| CA (1) | CA2404442C (enExample) |
| DE (1) | DE60104833T2 (enExample) |
| DK (1) | DK1268399T3 (enExample) |
| ES (1) | ES2225499T3 (enExample) |
| PT (1) | PT1268399E (enExample) |
| TR (1) | TR200402085T4 (enExample) |
| WO (1) | WO2001072689A2 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2255130A1 (en) | 1997-12-16 | 1999-06-16 | Archer Daniels Midland Company | Process for making granular l-lysine feed supplement |
| US20060106226A1 (en) * | 1998-02-26 | 2006-05-18 | Aminopath Labs, Llc And A Patent License Agreement | Isolation of amino acids and related isolates |
| US6964291B2 (en) * | 2003-01-14 | 2005-11-15 | Ren Judkins | Double shade headrail with removable cord collection spools |
| DE102004026152A1 (de) * | 2004-05-28 | 2005-12-15 | Basf Ag | Fermentative Herstellung von Feinchemikalien |
| DE102005042541A1 (de) * | 2005-09-07 | 2007-03-08 | Basf Ag | Fermentative Herstellung nichtflüchtiger mikrobieller Stoffwechselprodukte in fester Form |
| US20070161784A1 (en) * | 2006-01-11 | 2007-07-12 | Aminopath Labs, Llc | Methods and products of amino acid isolation |
| BRPI0703692B1 (pt) * | 2006-12-25 | 2016-12-27 | Ajinomoto Kk | método para se obter os cristais de um hidrocloreto de aminoácido básico compreendendo gerar um aminoácido básico usando células microbianas por fermentação em um caldo de fermentação ou por um método enzimático em uma solução de reação de enzima usando as células como catalisadores |
| RU2410435C1 (ru) * | 2009-05-22 | 2011-01-27 | Государственное образовательное учреждение высшего профессионального образования "Московский государственный университет инженерной экологии", МГУИЭ | Способ выделения l-лизина из культуральной жидкости |
| EP2870131A1 (de) | 2012-07-04 | 2015-05-13 | Basf Se | Verfahren zur gewinnung von vanillin aus wässrigen basischen vanillin-haltigen zusammensetzungen |
| CN103739507B (zh) * | 2013-10-08 | 2017-01-25 | 蚌埠丰原医药科技发展有限公司 | 一种β晶型盐酸赖氨酸的制备方法 |
| CN104725258B (zh) * | 2013-12-24 | 2016-09-28 | 中粮生物化学（安徽）股份有限公司 | 一种赖氨酸发酵液的提纯方法 |
| WO2015104464A1 (fr) * | 2014-01-07 | 2015-07-16 | Novasep Process | Procédé de purification d'acides aminés aromatiques |
| EP3206771B1 (en) * | 2014-10-14 | 2023-08-16 | Archer Daniels Midland Company | Method for adjusting the composition of chromatography products |
| WO2016164748A1 (en) | 2015-04-08 | 2016-10-13 | Invista North America S.A.R.L. | Materials and methods for the selective recovery of monovalent products from aqueous solutions using continuous ion exchange |
| US10343084B2 (en) * | 2015-04-10 | 2019-07-09 | Invista North America S.A.R.L. | Process for separation of diamines and/or omega-aminoacids from a feed mixture |
| KR20190092951A (ko) * | 2018-01-31 | 2019-08-08 | 씨제이제일제당 (주) | 연속식 크로마토그래피 공정을 이용한 천연 l-시스테인 결정의 제조 방법 |
| US12090420B2 (en) | 2018-09-18 | 2024-09-17 | Inv Nylon Chemicals Americas, Llc | Systems and methods for recovering amines and their derivatives from aqueous mixtures |
| KR102577334B1 (ko) | 2021-05-21 | 2023-09-08 | 씨제이제일제당 (주) | 암모니아의 지속 가능한 순환이 가능한 방향족 아미노산의 결정화 방법 |
| EP4317426A1 (en) | 2022-08-04 | 2024-02-07 | Dynveo | New channel for glycine synthesis |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2985589A (en) | 1957-05-22 | 1961-05-23 | Universal Oil Prod Co | Continuous sorption process employing fixed bed of sorbent and moving inlets and outlets |
| JPS6124548A (ja) * | 1984-07-11 | 1986-02-03 | Ajinomoto Co Inc | 塩基性アミノ酸分離法におけるイオン交換樹脂操作法 |
| JPH0623143B2 (ja) * | 1986-06-11 | 1994-03-30 | 味の素株式会社 | アルギニンの分離精製法 |
| JPH01209366A (ja) * | 1988-02-17 | 1989-08-23 | Hitachi Ltd | アミノ酸の分離方法 |
| US4835309A (en) | 1988-04-14 | 1989-05-30 | Eastman Kodak Company | Ion exchange recovery of L-lysine |
| JPH04134054A (ja) | 1990-09-25 | 1992-05-07 | Ajinomoto Co Inc | イオン交換樹脂を用いるアミノ酸の精製方法 |
| DE4130868C2 (de) * | 1991-09-17 | 1994-10-13 | Degussa | Tierfuttermittelsupplement auf der Basis einer Aminosäure und Verfahren zu dessen Herstellung |
| ZA949059B (en) | 1993-11-19 | 1995-07-19 | Aeci Ltd | Recovery of an amino acid |
-
2001
- 2001-03-15 PT PT01914806T patent/PT1268399E/pt unknown
- 2001-03-15 AT AT01914806T patent/ATE273269T1/de active
- 2001-03-15 ES ES01914806T patent/ES2225499T3/es not_active Expired - Lifetime
- 2001-03-15 DE DE60104833T patent/DE60104833T2/de not_active Expired - Lifetime
- 2001-03-15 US US09/808,123 patent/US6479700B2/en not_active Expired - Lifetime
- 2001-03-15 AU AU2001240151A patent/AU2001240151B2/en not_active Ceased
- 2001-03-15 AU AU4015101A patent/AU4015101A/xx active Pending
- 2001-03-15 WO PCT/US2001/008109 patent/WO2001072689A2/en not_active Ceased
- 2001-03-15 JP JP2001570604A patent/JP2003528602A/ja active Pending
- 2001-03-15 TR TR2004/02085T patent/TR200402085T4/xx unknown
- 2001-03-15 DK DK01914806T patent/DK1268399T3/da active
- 2001-03-15 KR KR1020027012855A patent/KR100726204B1/ko not_active Expired - Lifetime
- 2001-03-15 CA CA2404442A patent/CA2404442C/en not_active Expired - Fee Related
- 2001-03-15 EP EP01914806A patent/EP1268399B1/en not_active Expired - Lifetime
-
2011
- 2011-03-30 JP JP2011076405A patent/JP5530389B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP1268399A2 (en) | 2003-01-02 |
| PT1268399E (pt) | 2004-11-30 |
| AU4015101A (en) | 2001-10-08 |
| WO2001072689A2 (en) | 2001-10-04 |
| US6479700B2 (en) | 2002-11-12 |
| DK1268399T3 (da) | 2004-12-06 |
| AU2001240151B2 (en) | 2005-06-02 |
| US20020035269A1 (en) | 2002-03-21 |
| TR200402085T4 (tr) | 2004-09-21 |
| DE60104833T2 (de) | 2005-03-24 |
| ES2225499T3 (es) | 2005-03-16 |
| WO2001072689A3 (en) | 2002-03-21 |
| ATE273269T1 (de) | 2004-08-15 |
| JP5530389B2 (ja) | 2014-06-25 |
| JP2003528602A (ja) | 2003-09-30 |
| KR100726204B1 (ko) | 2007-06-11 |
| EP1268399B1 (en) | 2004-08-11 |
| CA2404442A1 (en) | 2001-10-04 |
| DE60104833D1 (de) | 2004-09-16 |
| KR20020086721A (ko) | 2002-11-18 |
| JP2011177709A (ja) | 2011-09-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20190315 |