JP2014501116A5 - - Google Patents
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- Publication number
- JP2014501116A5 JP2014501116A5 JP2013547352A JP2013547352A JP2014501116A5 JP 2014501116 A5 JP2014501116 A5 JP 2014501116A5 JP 2013547352 A JP2013547352 A JP 2013547352A JP 2013547352 A JP2013547352 A JP 2013547352A JP 2014501116 A5 JP2014501116 A5 JP 2014501116A5
- Authority
- JP
- Japan
- Prior art keywords
- methionine
- residual liquid
- acetate
- group
- oahs
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 18
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims 16
- 239000007788 liquid Substances 0.000 claims 14
- 229960004452 methionine Drugs 0.000 claims 14
- 238000000034 method Methods 0.000 claims 14
- FFEARJCKVFRZRR-UHFFFAOYSA-N L-Methionine Natural products CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 claims 11
- 229930195722 L-methionine Natural products 0.000 claims 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 9
- FCXZBWSIAGGPCB-YFKPBYRVSA-N O-acetyl-L-homoserine Chemical compound CC(=O)OCC[C@H]([NH3+])C([O-])=O FCXZBWSIAGGPCB-YFKPBYRVSA-N 0.000 claims 8
- 238000000855 fermentation Methods 0.000 claims 7
- 230000004151 fermentation Effects 0.000 claims 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 6
- 238000002425 crystallisation Methods 0.000 claims 5
- 230000008025 crystallization Effects 0.000 claims 5
- 239000013078 crystal Substances 0.000 claims 4
- FFEARJCKVFRZRR-SCSAIBSYSA-N D-methionine Chemical compound CSCC[C@@H](N)C(O)=O FFEARJCKVFRZRR-SCSAIBSYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 229910021529 ammonia Inorganic materials 0.000 claims 3
- 150000003863 ammonium salts Chemical class 0.000 claims 3
- 239000002585 base Substances 0.000 claims 3
- 229930182817 methionine Natural products 0.000 claims 3
- 238000000926 separation method Methods 0.000 claims 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-IGMARMGPSA-N Carbon-12 Chemical compound [12C] OKTJSMMVPCPJKN-IGMARMGPSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-NJFSPNSNSA-N Carbon-14 Chemical compound [14C] OKTJSMMVPCPJKN-NJFSPNSNSA-N 0.000 claims 2
- 229930182818 D-methionine Natural products 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 150000001413 amino acids Chemical class 0.000 claims 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims 2
- 235000011130 ammonium sulphate Nutrition 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 239000012535 impurity Substances 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000003607 modifier Substances 0.000 claims 2
- 238000011084 recovery Methods 0.000 claims 2
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 claims 1
- 239000005695 Ammonium acetate Substances 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 159000000021 acetate salts Chemical class 0.000 claims 1
- 238000007792 addition Methods 0.000 claims 1
- 229940043376 ammonium acetate Drugs 0.000 claims 1
- 235000019257 ammonium acetate Nutrition 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 159000000007 calcium salts Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 230000005484 gravity Effects 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 claims 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 claims 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 claims 1
- 238000005374 membrane filtration Methods 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 238000010979 pH adjustment Methods 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201061428171P | 2010-12-29 | 2010-12-29 | |
| US61/428,171 | 2010-12-29 | ||
| US201161562694P | 2011-11-22 | 2011-11-22 | |
| US61/562,694 | 2011-11-22 | ||
| PCT/KR2011/010288 WO2012091479A2 (en) | 2010-12-29 | 2011-12-29 | Methods for production of l-methionine and related products |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017007916A Division JP6599375B2 (ja) | 2010-12-29 | 2017-01-19 | Ｌ−メチオニン及び関連産物の生産方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014501116A JP2014501116A (ja) | 2014-01-20 |
| JP2014501116A5 true JP2014501116A5 (https=) | 2015-02-19 |
| JP6368488B2 JP6368488B2 (ja) | 2018-08-01 |
Family
ID=46383742
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013547352A Active JP6368488B2 (ja) | 2010-12-29 | 2011-12-29 | Ｌ−メチオニン及び関連産物の生産方法 |
| JP2017007916A Active JP6599375B2 (ja) | 2010-12-29 | 2017-01-19 | Ｌ−メチオニン及び関連産物の生産方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017007916A Active JP6599375B2 (ja) | 2010-12-29 | 2017-01-19 | Ｌ−メチオニン及び関連産物の生産方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US9260732B2 (https=) |
| EP (1) | EP2658986B1 (https=) |
| JP (2) | JP6368488B2 (https=) |
| KR (2) | KR101543199B1 (https=) |
| CN (2) | CN103476938B (https=) |
| BR (2) | BR112013016810B1 (https=) |
| MY (1) | MY169343A (https=) |
| RU (2) | RU2673190C1 (https=) |
| WO (1) | WO2012091479A2 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101543199B1 (ko) * | 2010-12-29 | 2015-08-10 | 씨제이제일제당 (주) | Ｌ-메티오닌 및 관련 산물의 생산방법 |
| EP2641898A1 (de) * | 2012-03-20 | 2013-09-25 | Evonik Industries AG | Verfahren zur Herstellung von Methionin |
| CN104744326B (zh) * | 2015-02-12 | 2016-08-10 | 山东新和成氨基酸有限公司 | 一种连续制备高堆积密度甲硫氨酸结晶的方法 |
| KR20160111285A (ko) * | 2015-03-16 | 2016-09-26 | 씨제이제일제당 (주) | 사료 첨가제용 조성물 및 이를 포함하는 동물 사료 조성물 |
| FR3041636B1 (fr) * | 2015-09-30 | 2018-11-16 | Arkema France | Procede de production de mercaptans par hydrogenolyse enzymatique de disulfures a l'aide d'hydrogene |
| FR3041635B1 (fr) * | 2015-09-30 | 2019-01-25 | Arkema France | Procede de production de mercaptans par hydrogenolyse enzymatique de disulfures |
| EP3390622B1 (en) | 2015-12-17 | 2020-05-13 | Evonik Operations GmbH | A genetically modified acetogenic cell |
| WO2017118871A1 (en) | 2016-01-08 | 2017-07-13 | Metabolic Explorer | Method to produce l-methionine by a fermentative production |
| EP3481850A1 (en) | 2016-07-08 | 2019-05-15 | Evonik Degussa GmbH | Method for the fermentative production of methionine or its hydroxy analog form by microorganisms comprising genes coding sugar phosphotransferase system (pts) |
| JP2019523271A (ja) | 2016-07-27 | 2019-08-22 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | Ｎ−アセチルホモセリン |
| CN106174596A (zh) * | 2016-08-11 | 2016-12-07 | 塔城市星河生物工程有限责任公司 | 一种食用植物氨基酸干粉的生产方法 |
| EP3330380A1 (en) | 2016-12-05 | 2018-06-06 | Evonik Degussa GmbH | Process for producing l-methionine from methional |
| KR20180078621A (ko) * | 2016-12-30 | 2018-07-10 | 씨제이제일제당 (주) | 결정화 기술을 이용한 l-메티오닌 결정의 제조방법 |
| FR3074174B1 (fr) | 2017-11-30 | 2020-02-07 | Afyren | Procede de valorisation de sels de potassium coproduits de procedes de fermentation |
| WO2020101074A1 (ko) * | 2018-11-15 | 2020-05-22 | 씨제이제일제당 (주) | N-아세틸-l-트립토판을 유효성분으로 포함하는 젖소용 사료첨가제 |
| CN109608372B (zh) * | 2018-12-24 | 2021-05-11 | 天津大学 | 一种短棒状蛋氨酸晶体的多级连续结晶方法 |
| CN116348446A (zh) * | 2020-10-13 | 2023-06-27 | 赢创运营有限公司 | 具有优化粒径分布的d,l-甲硫氨酸 |
| CN115124444B (zh) * | 2022-06-09 | 2024-03-08 | 山东国邦药业有限公司 | 一种(2s,3r)-对甲砜基苯丝氨酸乙酯的制备方法 |
| KR102898630B1 (ko) | 2023-02-13 | 2025-12-11 | 씨제이제일제당 주식회사 | 아세트산을 발효액 또는 발효 폐액으로부터 회수 및 재사용하는 방법 |
| KR102816393B1 (ko) | 2023-08-07 | 2025-06-02 | 정순원 | 커피 원두의 볶은 정도 측정용 트레이 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2867655A (en) * | 1957-02-20 | 1959-01-06 | Donald F Othmer | Process for recovering volatile aliphatic acids |
| JPS4324890B1 (https=) * | 1966-08-25 | 1968-10-28 | ||
| NL6815005A (https=) * | 1968-10-19 | 1970-04-21 | ||
| JPS5824890B2 (ja) | 1978-05-31 | 1983-05-24 | 松下電工株式会社 | 消弧装置 |
| US5168055A (en) * | 1986-06-11 | 1992-12-01 | Rathin Datta | Fermentation and purification process for succinic acid |
| US5068188A (en) * | 1989-06-20 | 1991-11-26 | Northeastern University | Process for manufacture of alkaline earth acetates |
| JPH04244056A (ja) * | 1991-01-31 | 1992-09-01 | Sumitomo Chem Co Ltd | メチオニンの製造方法 |
| JP4110641B2 (ja) | 1998-11-17 | 2008-07-02 | 味の素株式会社 | 発酵法によるｌ−メチオニンの製造法 |
| RU2209248C2 (ru) * | 2001-06-26 | 2003-07-27 | Закрытое акционерное общество "Научно-исследовательский институт Аджиномото-Генетика" | Способ получения l-метионина, штамм бактерии escherichia coli вкпм в-8125 - продуцент l-метионина |
| JP4338524B2 (ja) * | 2001-11-29 | 2009-10-07 | 日本曹達株式会社 | メチオニンの製造方法 |
| US20060270013A1 (en) * | 2003-02-18 | 2006-11-30 | Michel Chateau | Method for the production of evolved microorganisms which permit the generation or modification of metabolic pathways |
| FR2851256A1 (fr) * | 2003-02-18 | 2004-08-20 | Metabolic Explorer Sa | Procede de criblage et d'evolution dirigee de souches produisant de la methionine par nouvelle voie metabolique |
| WO2005007862A2 (en) * | 2003-07-08 | 2005-01-27 | Novus Internation, Inc | Methionine recovery processes |
| DE10359668A1 (de) | 2003-12-18 | 2005-07-14 | Basf Ag | Verfahren zur Herstellung von Methionin |
| WO2007012078A1 (en) * | 2005-07-18 | 2007-01-25 | Basf Ag | Methionine producing recombinant microorganisms |
| KR100905381B1 (ko) * | 2006-07-28 | 2009-06-30 | 씨제이제일제당 (주) | Ｌ-메치오닌 전구체 생산 균주 및 상기 ｌ-메치오닌전구체로부터의 ｌ-메치오닌 및 유기산의 생산방법 |
| KR100864673B1 (ko) * | 2006-11-27 | 2008-10-23 | 씨제이제일제당 (주) | 비용매를 이용하여 쓰레오닌 생산 미생물의 발효액으로부터쓰레오닌을 회수하는 방법 |
| DE102006061479A1 (de) * | 2006-12-23 | 2008-06-26 | Evonik Degussa Gmbh | Verfahren zur Herstellung verschiedener, eine Zielsubstanz enthaltender Produkte |
| PL2520645T3 (pl) * | 2007-04-11 | 2015-05-29 | Cj Cheiljedang Corp | Kompozycje i sposoby wytwarzania metioniny |
| KR101048593B1 (ko) * | 2009-02-27 | 2011-07-12 | 씨제이제일제당 (주) | 메칠머캅탄과 디메칠설파이드의 혼합물을 사용하여 메치오닌 생산능을 증가시키는 방법 |
| KR101164711B1 (ko) * | 2009-02-27 | 2012-07-11 | 씨제이제일제당 (주) | 미네랄 첨가와 산처리를 이용하여 메치오닌의 용해도를 증가시키는 방법 |
| FR2951195B1 (fr) * | 2009-10-14 | 2014-01-31 | Roquette Freres | Composition riche en methionine destinee a l'alimentation animale |
| KR101543199B1 (ko) * | 2010-12-29 | 2015-08-10 | 씨제이제일제당 (주) | Ｌ-메티오닌 및 관련 산물의 생산방법 |
-
2011
- 2011-12-29 KR KR1020147030633A patent/KR101543199B1/ko active Active
- 2011-12-29 US US13/339,441 patent/US9260732B2/en active Active
- 2011-12-29 CN CN201180067697.9A patent/CN103476938B/zh active Active
- 2011-12-29 WO PCT/KR2011/010288 patent/WO2012091479A2/en not_active Ceased
- 2011-12-29 RU RU2016135032A patent/RU2673190C1/ru active
- 2011-12-29 KR KR1020127024649A patent/KR101500821B1/ko active Active
- 2011-12-29 MY MYPI2013002486A patent/MY169343A/en unknown
- 2011-12-29 CN CN201610801257.6A patent/CN106480120B/zh active Active
- 2011-12-29 BR BR112013016810-2A patent/BR112013016810B1/pt active IP Right Grant
- 2011-12-29 JP JP2013547352A patent/JP6368488B2/ja active Active
- 2011-12-29 EP EP11852758.9A patent/EP2658986B1/en active Active
- 2011-12-29 BR BR122019017369-9A patent/BR122019017369B1/pt active IP Right Grant
- 2011-12-29 RU RU2013131758/10A patent/RU2598276C2/ru active
-
2015
- 2015-12-29 US US14/982,108 patent/US9752167B2/en active Active
-
2017
- 2017-01-19 JP JP2017007916A patent/JP6599375B2/ja active Active
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