[go: up one dir, main page]

CN1070918C - 从天冬氨酸铵制备l－天冬氨酸的方法 - Google Patents

从天冬氨酸铵制备l－天冬氨酸的方法 Download PDF

Info

Publication number
CN1070918C
CN1070918C CN95105003A CN95105003A CN1070918C CN 1070918 C CN1070918 C CN 1070918C CN 95105003 A CN95105003 A CN 95105003A CN 95105003 A CN95105003 A CN 95105003A CN 1070918 C CN1070918 C CN 1070918C
Authority
CN
China
Prior art keywords
fumaric acid
aspartic acid
acid
ammonium
alcoholic solution
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
Application number
CN95105003A
Other languages
English (en)
Other versions
CN1125769A (zh
Inventor
O·诺里
A·皮劳特
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
Original Assignee
Rhone Poulenc Chimie SA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Rhone Poulenc Chimie SA filed Critical Rhone Poulenc Chimie SA
Publication of CN1125769A publication Critical patent/CN1125769A/zh
Application granted granted Critical
Publication of CN1070918C publication Critical patent/CN1070918C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

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
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

用富马酸醇(优选甲醇或乙醇)溶液处理天冬氨酸铵制备L-天冬氨酸的方法，所加富马酸/存在的天冬氨酸铵的摩尔比为约0.1-0.65，所述醇溶液含有其重量约1-15%，优选3-10%的富马酸。

Description

从天冬氨酸铵制备L-天冬氨酸的方法
本发明的主题是通过用富马酸醇溶液处理天冬氨酸铵来制备L-天冬氨酸的方法。
在欧洲专利申请EP-A-588,674中已提出在水介质中用富马酸处理天冬氨酸铵来制备L-天冬氨酸。根据所用反应条件，该处理可持续10分钟到一个小时以上，此过程中L-天冬氨酸结晶。然后过滤结晶的L-天冬氨酸并洗涤干燥。L-天冬氨酸的收率(相对所用天冬氨酸铵)为80mol％左右。
本申请人公司现发现使用醇溶液中的富马酸可以使L-天冬氨酸的收率提高，另外在过滤L-天冬氨酸前不要求预先结晶的操作。
本发明是用富马酸醇溶液处理天冬氨酸铵制备L-天冬氨酸的方法，所加富马酸/存在的天冬氨酸铵的摩尔比为0.05-0.8左右，优选为0.1-0.65左右，所述醇溶液含有其重量1-15％左右，优选3-10％左右的富马酸。
为了很好地实施本发明的方法，天冬氨酸铵呈浓度为约0.5-2.5mol/l，优选约0.8-1.8mol/l的水溶液形式。
用于溶解富马酸的醇为富马酸的溶剂或部分溶剂而为L-天冬氨酸的非溶剂的那些醇。富马酸的“溶剂或部分溶剂”意指在反应条件下能够溶解至少5％(重量)的富马酸的溶剂。L-天冬氨酸的“非溶剂”指在反应条件下能够溶解的L-天冬氨酸少于0.5％(重量)的溶剂。优选的醇中可提及甲醇、乙醇等。
用富马酸醇溶液对天冬氨酸铵的处理可在约20-80℃的温度下进行；一般约30-55℃的温度适用。
与现有技术的方法相反，形成的L-天冬氨酸同时沉淀和结晶。过滤分离结晶并用水洗。
含残余的醇、酸和铵盐的母液经蒸馏处理，以回收富马酸和醇。
构成本发明主题的方法特别适合于从富马酸铵用酶处理得到的天冬氨酸铵制备L-天冬氨酸，如用天冬氨酸酶或产生天冬氨酸酶的微生物如荧光假单胞菌、大肠杆菌、产气气杆菌、琥珀酸杆菌、微球菌、枯草芽胞杆菌和粘质沙雷氏菌处理富马酸铵。为了接下来用富马酸醇溶液处理，在酶反应结束时优选分离酶处理结果所得天冬氨酸铵。
给出下列实施例用于说明。
实施例制备富马酸+甲醇混合物
向装有磁搅拌系统的500ml烧杯中加入200g 99.8％甲醇。用装在磁搅拌器上的加热板将醇加热至45℃。然后保持45℃，加入10％(重量)的富马酸(即20g)。这样就得到220g富马酸醇溶液。沉淀天冬氨酸
将300g1.15mol/kg天冬氨酸铵(0.345mol)水溶液加入一500ml Erlenmeyer烧瓶中。加热此溶液至45℃。然后加入上述制备的220g富马酸醇溶液，这相当于0.172mol富马酸，富马酸/天冬氨酸铵摩尔比为0.5。用磁搅拌器搅拌该混合物。混合时介质温度为45℃，在小于15秒钟内将其升至50℃，出现沉淀。搅拌15分钟后，将混合物冷却至30℃，然后真空(2700Pa)过滤。过滤分离后，结晶用40g蒸馏水洗涤。分去滤液并干燥湿结晶后，得到35g重的干结晶，这相当于天冬氨酸收率为77％。通过高压液相色谱。观察到所得天冬氨酸结晶的纯度为96.1％；其富马酸含量为2.25％，苹果酸含量为0.07％。
实施例2制备富马酸+乙醇混合物
向装有磁搅拌系统的500ml烧杯中加入200g 95％乙醇。用装在磁搅拌器上的加热板将醇加热至45℃。然后保持45℃，加入7.5％(重量)的富马酸(即15g)。这样就得到215g富马酸醇溶液。沉淀天冬氨酸
将224g 1.15mol/kg天冬氨酸铵(0.259mol)水溶液加入一500ml Erlenmeyer烧瓶中。加热此溶液至45℃。然后加入上述制备的215g富马酸醇溶液，这相当于0.129mol富马酸，富马酸/天冬氨酸铵摩尔比为0.5。用磁搅拌器搅拌该混合物。混合时介质温度为45℃，在小于15秒钟内将其升至50℃，出现沉淀。搅拌5分钟后，将混合物冷却至30℃，然后真空(2700Pa)过滤。过滤分离后，结晶用108g蒸馏水洗涤。分离并干燥后，得到25.7g重的结晶，这相当于天冬氨酸收率为75％。通过高压液相色谱，观察到所得天冬氨酸结晶的纯度为98.8％；其富马酸含量为2.0％，苹果酸含量为0.07％。

Claims (7)

1．L-天冬氨酸的制备方法，其特征在于用富马酸醇溶液处理天冬氨酸铵，所加富马酸/存在的天冬氨酸铵摩尔比为0.05-0.8，所述醇溶液含有其重量1-15％的富马酸，用于溶解富马酸的醇为能够在反应条件下溶解至少5％(重量)的富马酸且溶解少于0.5％(重量)的L-天冬氨酸的醇。
2．权利要求1的方法，其特征在于所加富马酸/存在的天冬氨酸铵摩尔比为0.1-0.65，所述醇溶液含有其重量3-10％的富马酸。
3．权利要求1或2的方法，其特征在于天冬氨酸铵呈浓度为0.5-2.5mol/l的水溶液形式。
4．权利要求3的方法，其特征在于天冬氨酸铵呈浓度为0.8-1.8mol/l的水溶液形式。
5．权利要求1或2的方法，其特征在于用于溶解富马酸的醇为甲醇或乙醇。
6．权利要求1或2的方法，其特征在于用富马酸醇溶液对天冬氨酸铵的处理在20-80℃温度下进行。
7．权利要求6的方法，其特征在于用富马酸的醇溶液对天冬氨酸铵的处理在30-55℃温度下进行。
CN95105003A 1994-04-20 1995-04-19 从天冬氨酸铵制备l－天冬氨酸的方法 Expired - Fee Related CN1070918C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9404714A FR2719045B1 (fr) 1994-04-20 1994-04-20 Procédé de préparation d'acide L-aspartique à partir d'aspartate d'ammonium.
FR9404714 1994-04-20

Publications (2)

Publication Number Publication Date
CN1125769A CN1125769A (zh) 1996-07-03
CN1070918C true CN1070918C (zh) 2001-09-12

Family

ID=9462303

Family Applications (1)

Application Number Title Priority Date Filing Date
CN95105003A Expired - Fee Related CN1070918C (zh) 1994-04-20 1995-04-19 从天冬氨酸铵制备l－天冬氨酸的方法

Country Status (8)

Country Link
US (1) US5530160A (zh)
EP (1) EP0678499B1 (zh)
JP (1) JP2646343B2 (zh)
CN (1) CN1070918C (zh)
AT (1) ATE159712T1 (zh)
CA (1) CA2147329C (zh)
DE (1) DE69500943T2 (zh)
FR (1) FR2719045B1 (zh)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6071728A (en) * 1997-01-09 2000-06-06 Amylum Belgium, N.V. Process for the production of crystalline aspartic acid
JPH10313888A (ja) * 1997-05-22 1998-12-02 Mitsubishi Rayon Co Ltd Ｌ−アスパラギン酸の製造法
US6747155B2 (en) 1997-05-30 2004-06-08 Astrazeneca Ab Process
SE510650C2 (sv) 1997-05-30 1999-06-14 Astra Ab Ny förening
EP0902010A1 (en) * 1997-09-04 1999-03-17 Amylum Belgium Process for preparing aspartic acid from ammonium aspartate, and continuous process for preparing polysuccinimide involving such process
EP0952225A3 (en) * 1998-02-13 2000-08-02 Nippon Shokubai Co., Ltd. Process for production of l-aspartic acid from fumaric acid with aspartase
US6274698B1 (en) * 1998-08-19 2001-08-14 Amylum Europe N.V. Process for preparing aspartic acid from ammonium aspartate, and continuous process for preparing polysuccinimide involving such process
US6821760B1 (en) * 1998-09-30 2004-11-23 Nippon Shokubai Co., Ltd. Methods for producing L-aspartic acid

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1056490A (zh) * 1991-07-09 1991-11-27 天津大学 离子交换法回收谷氨酸的洗脱新工艺

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3933586A (en) * 1972-09-07 1976-01-20 Les Produits Organiques Du Santerre Orsam Method of making l-aspartic acid from fumaric acid
US4560653A (en) * 1983-06-06 1985-12-24 W. R. Grace & Co. Process for preparing L-aspartic acid
DE3542861A1 (de) * 1985-12-04 1987-06-11 Huels Chemische Werke Ag Verfahren zur gewinnung von l-aepfelsaeure
FR2695638B1 (fr) * 1992-09-15 1995-04-07 Rhone Poulenc Chimie Procédé de préparation de l'acide L-aspartique via l'aspartate d'ammonium.

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1056490A (zh) * 1991-07-09 1991-11-27 天津大学 离子交换法回收谷氨酸的洗脱新工艺

Also Published As

Publication number Publication date
CA2147329A1 (fr) 1995-10-21
EP0678499A1 (fr) 1995-10-25
JP2646343B2 (ja) 1997-08-27
JPH07285919A (ja) 1995-10-31
FR2719045A1 (fr) 1995-10-27
CN1125769A (zh) 1996-07-03
EP0678499B1 (fr) 1997-10-29
ATE159712T1 (de) 1997-11-15
DE69500943D1 (de) 1997-12-04
DE69500943T2 (de) 1998-04-23
CA2147329C (fr) 1999-02-16
US5530160A (en) 1996-06-25
FR2719045B1 (fr) 1996-05-31

Similar Documents

Publication Publication Date Title
CN1070918C (zh) 从天冬氨酸铵制备l－天冬氨酸的方法
US5352825A (en) Recovery of organic acid salts from impure process streams by addition of bases
CN101489970A (zh) 琥珀酸的制备方法
US5952206A (en) Process for preparing L-aspartic acid
CN111393281A (zh) 一种高纯羟基乙酸的环保清洁生产方法
CN1037187C (zh) 靛蓝的纯化方法
US5488155A (en) Preparation of L-aspartic acid
EP0373583B1 (en) Recovery of L-phenylalanine from its racemic mixtures
EP0832982B1 (de) Verfahren zur Herstellung von Z-L-Asparaginsäure-Dinatriumsalz aus Fumarsäure
JPS60217897A (ja) 乳酸の分離精製方法
EP0158301B1 (en) Process for producing optically active phenylalanine
AU658788B2 (en) Recovery of organic acid salts from impure process streams by addition of bases
CA1303628C (en) Method for racemization of optically active serine
CZ10599A3 (cs) Způsob výroby dvojsodné soli kyseliny Z-L-asparagové z kyseliny fumarové
JPH05279325A (ja) 光学活性３−ヒドロキシピロリジンの製法
JPS63159355A (ja) Ｌ−フェニルアラニンおよびｌ−アスパラキン酸の回収方法
JP2897274B2 (ja) ジペプチド類の製造方法
US5008381A (en) Selective cleavage of naringin
JP3415386B2 (ja) ジアミノアルキレン−ｎ，ｎ’−ジコハク酸の回収法
JPH0634751B2 (ja) Ｄ−フエニルアラニンの分離方法
KR20000001915A (ko) 올리고 키토산의 제조방법
CN104130150B (zh) 用蛋白质水解液分离提取l-苯丙氨酸的方法
AT404360B (de) Verfahren zur herstellung von z-l-asparaginsäure-dinatriumsalz aus fumarsäure
JPH0825972B2 (ja) アスパラギン酸の精製法
CN1041153A (zh) 生产胱氨酸的新工艺

Legal Events

Date Code Title Description
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C19 Lapse of patent right due to non-payment of the annual fee
CF01 Termination of patent right due to non-payment of annual fee