CN101468955A - 一种n-乙酰-l-谷氨酰胺的生产方法 - Google Patents
一种n-乙酰-l-谷氨酰胺的生产方法 Download PDFInfo
- Publication number
- CN101468955A CN101468955A CNA2008101201591A CN200810120159A CN101468955A CN 101468955 A CN101468955 A CN 101468955A CN A2008101201591 A CNA2008101201591 A CN A2008101201591A CN 200810120159 A CN200810120159 A CN 200810120159A CN 101468955 A CN101468955 A CN 101468955A
- Authority
- CN
- China
- Prior art keywords
- glutamine
- production method
- acetyl
- weight
- hydrochloric acid
- 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
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 20
- KSMRODHGGIIXDV-YFKPBYRVSA-N N-acetyl-L-glutamine Chemical compound CC(=O)N[C@H](C(O)=O)CCC(N)=O KSMRODHGGIIXDV-YFKPBYRVSA-N 0.000 title claims abstract description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 30
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 22
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims abstract description 17
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000005917 acylation reaction Methods 0.000 claims abstract description 9
- 238000002425 crystallisation Methods 0.000 claims abstract description 8
- 230000008025 crystallization Effects 0.000 claims abstract description 8
- 239000008367 deionised water Substances 0.000 claims abstract description 8
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 8
- 238000001035 drying Methods 0.000 claims abstract description 8
- 238000001914 filtration Methods 0.000 claims abstract description 7
- 238000007710 freezing Methods 0.000 claims abstract description 6
- 230000008014 freezing Effects 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 3
- 239000012043 crude product Substances 0.000 claims description 12
- 239000012141 concentrate Substances 0.000 claims description 11
- 239000002994 raw material Substances 0.000 claims description 11
- 239000000047 product Substances 0.000 claims description 9
- 239000013078 crystal Substances 0.000 claims description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 claims description 4
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 3
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 3
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 3
- PODWXQQNRWNDGD-UHFFFAOYSA-L sodium thiosulfate pentahydrate Chemical compound O.O.O.O.O.[Na+].[Na+].[O-]S([S-])(=O)=O PODWXQQNRWNDGD-UHFFFAOYSA-L 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims description 2
- 150000001413 amino acids Chemical class 0.000 abstract description 14
- 238000000034 method Methods 0.000 abstract description 8
- 230000006870 function Effects 0.000 abstract description 6
- 230000000144 pharmacologic effect Effects 0.000 abstract description 2
- 238000005119 centrifugation Methods 0.000 abstract 2
- 229930182816 L-glutamine Natural products 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000004042 decolorization Methods 0.000 abstract 1
- 229940024606 amino acid Drugs 0.000 description 13
- 238000005516 engineering process Methods 0.000 description 5
- 230000003925 brain function Effects 0.000 description 3
- 230000004060 metabolic process Effects 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001537 neural effect Effects 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- NDVRKEKNSBMTAX-BTVCFUMJSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanal;phosphoric acid Chemical compound OP(O)(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O NDVRKEKNSBMTAX-BTVCFUMJSA-N 0.000 description 1
- GGRLKHMFMUXIOG-UHFFFAOYSA-M 2-acetyloxyethyl(trimethyl)azanium;hydroxide Chemical compound [OH-].CC(=O)OCC[N+](C)(C)C GGRLKHMFMUXIOG-UHFFFAOYSA-M 0.000 description 1
- FVTWJXMFYOXOKK-UHFFFAOYSA-N 2-fluoroacetamide Chemical compound NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 description 1
- 206010010075 Coma hepatic Diseases 0.000 description 1
- 229920002527 Glycogen Polymers 0.000 description 1
- 206010019468 Hemiplegia Diseases 0.000 description 1
- 125000003338 L-glutaminyl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])C([H])([H])C(=O)N([H])[H] 0.000 description 1
- 208000026139 Memory disease Diseases 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 208000010513 Stupor Diseases 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- -1 amino acid salts Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 230000007177 brain activity Effects 0.000 description 1
- 210000004958 brain cell Anatomy 0.000 description 1
- 208000026106 cerebrovascular disease Diseases 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003920 cognitive function Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000002461 excitatory amino acid Effects 0.000 description 1
- 239000003257 excitatory amino acid Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 230000004153 glucose metabolism Effects 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 229940096919 glycogen Drugs 0.000 description 1
- 201000001059 hepatic coma Diseases 0.000 description 1
- 208000007386 hepatic encephalopathy Diseases 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000036039 immunity Effects 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000008558 metabolic pathway by substance Effects 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 230000002182 neurohumoral effect Effects 0.000 description 1
- 210000002569 neuron Anatomy 0.000 description 1
- 230000007514 neuronal growth Effects 0.000 description 1
- 230000000324 neuroprotective effect Effects 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000037081 physical activity Effects 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 230000001242 postsynaptic effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
Images
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2008101201591A CN101468955B (zh) | 2008-07-24 | 2008-07-24 | 一种n-乙酰-l-谷氨酰胺的生产方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2008101201591A CN101468955B (zh) | 2008-07-24 | 2008-07-24 | 一种n-乙酰-l-谷氨酰胺的生产方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101468955A true CN101468955A (zh) | 2009-07-01 |
CN101468955B CN101468955B (zh) | 2012-04-18 |
Family
ID=40826796
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2008101201591A Expired - Fee Related CN101468955B (zh) | 2008-07-24 | 2008-07-24 | 一种n-乙酰-l-谷氨酰胺的生产方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN101468955B (zh) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102276496A (zh) * | 2011-07-28 | 2011-12-14 | 周晓东 | 乙酰谷酰胺化合物及其药物组合物 |
CN102358721A (zh) * | 2011-08-26 | 2012-02-22 | 贺金凤 | 一种更为稳定的乙酰谷酰胺化合物及其药物组合物 |
CN103724222A (zh) * | 2013-11-19 | 2014-04-16 | 华中药业股份有限公司 | 一种乙酰谷酰胺的改进合成方法 |
CN104140378A (zh) * | 2014-05-22 | 2014-11-12 | 浙江磐谷药源有限公司 | 乙酰谷酰胺特种超细粉体冻干制剂及其制备方法 |
KR20210065684A (ko) * | 2019-11-27 | 2021-06-04 | 전북대학교산학협력단 | 신규 화합물 |
CN114149340A (zh) * | 2021-12-08 | 2022-03-08 | 华中药业股份有限公司 | 一种杂质pm1及杂质ts-1b的制备方法 |
KR102689399B1 (ko) * | 2023-08-16 | 2024-07-30 | 주식회사 마이크로엑스 | 당뇨병 및 관련 질환의 예방, 개선 또는 치료용 조성물 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1228314C (zh) * | 2004-02-17 | 2005-11-23 | 南京大学 | 茶氨酸的合成方法 |
CN1280261C (zh) * | 2004-04-20 | 2006-10-18 | 南京莱尔生物化工有限公司 | L-茶氨酸的改良合成方法 |
-
2008
- 2008-07-24 CN CN2008101201591A patent/CN101468955B/zh not_active Expired - Fee Related
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102276496A (zh) * | 2011-07-28 | 2011-12-14 | 周晓东 | 乙酰谷酰胺化合物及其药物组合物 |
CN102276496B (zh) * | 2011-07-28 | 2012-07-04 | 周晓东 | 乙酰谷酰胺化合物及其药物组合物 |
CN102358721A (zh) * | 2011-08-26 | 2012-02-22 | 贺金凤 | 一种更为稳定的乙酰谷酰胺化合物及其药物组合物 |
CN102358721B (zh) * | 2011-08-26 | 2013-08-07 | 贺金凤 | 一种更为稳定的乙酰谷酰胺化合物及其药物组合物 |
CN103724222A (zh) * | 2013-11-19 | 2014-04-16 | 华中药业股份有限公司 | 一种乙酰谷酰胺的改进合成方法 |
CN104140378A (zh) * | 2014-05-22 | 2014-11-12 | 浙江磐谷药源有限公司 | 乙酰谷酰胺特种超细粉体冻干制剂及其制备方法 |
KR20210065684A (ko) * | 2019-11-27 | 2021-06-04 | 전북대학교산학협력단 | 신규 화합물 |
KR102319054B1 (ko) | 2019-11-27 | 2021-10-29 | 전북대학교산학협력단 | 신규 화합물 |
CN114149340A (zh) * | 2021-12-08 | 2022-03-08 | 华中药业股份有限公司 | 一种杂质pm1及杂质ts-1b的制备方法 |
KR102689399B1 (ko) * | 2023-08-16 | 2024-07-30 | 주식회사 마이크로엑스 | 당뇨병 및 관련 질환의 예방, 개선 또는 치료용 조성물 |
Also Published As
Publication number | Publication date |
---|---|
CN101468955B (zh) | 2012-04-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN101468955B (zh) | 一种n-乙酰-l-谷氨酰胺的生产方法 | |
CN104946713B (zh) | 一种基于海参蛋白的降糖降脂肽制备方法及其应用 | |
CN103045707B (zh) | 一种连续酶解与二级膜过滤提纯制备大米蛋白活性多肽的方法 | |
CN105693592B (zh) | 一种从发酵液中带菌结晶高效提取l-色氨酸的工艺方法 | |
CN101508657A (zh) | 牛磺酸的合成方法 | |
CN104120158A (zh) | 一种添加透明质酸酶提高小分子透明质酸发酵产量的方法 | |
CN101456822A (zh) | 一种提取苏氨酸的新工艺 | |
CN102154389A (zh) | 补料发酵生产β-聚苹果酸的工艺 | |
WO2012071766A1 (zh) | 从发酵液中直接结晶制备L-精氨酸-α-酮戊二酸盐的方法 | |
CN109678696A (zh) | 一种从透明质酸发酵液中提取乳酸的方法 | |
CN106086101A (zh) | 一种l‑色氨酸的发酵工艺 | |
CN105506046A (zh) | 基于牦牛乳曲拉的酪蛋白降糖降脂肽及其制备方法和应用 | |
JP6931879B2 (ja) | 酸化型コエンザイムq10の発酵生産方法、及びそれにより製造された酸化型高含有コエンザイムq10 | |
CN1786180A (zh) | 一种提高发酵法生产透明质酸产量及分子量的方法 | |
CN1995071A (zh) | 一种低分子量硫酸软骨素的制备方法 | |
CN1931872A (zh) | 酪蛋白水解物及其制备方法 | |
CN114058654A (zh) | 一种用于提高γ-氨基丁酸产量的发酵方法 | |
CN109970824B (zh) | 一种高稳定性果糖二磷酸钙的制备方法 | |
CN106349169A (zh) | 一种适用于工业生产的氟胞嘧啶的制备方法 | |
CN107267433B (zh) | 一种腈水解酶重组表达菌株的构建及其高密度发酵方法 | |
CN109836464B (zh) | 一种果糖二磷酸钙的制备方法 | |
CN104178540A (zh) | 一种生物催化法合成腺苷蛋氨酸的方法 | |
CN104293875B (zh) | 生物酶催化制备(s)‑2‑氯苯甘氨酸甲酯单一对映体的方法 | |
CN103951574A (zh) | 化学合成天门冬氨酸优化方法 | |
CN103951571A (zh) | 化学合成天门冬氨酸装置 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
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 | ||
C56 | Change in the name or address of the patentee | ||
CP01 | Change in the name or title of a patent holder |
Address after: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee after: Ningbo Zhenhai Haide Biochem Technology Co.,Ltd. Patentee after: Wang Lei Address before: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee before: Ningbo Zhenhai Haide Biochemical Pharmaceutical Co.,Ltd. Patentee before: Wang Lei |
|
CP03 | Change of name, title or address |
Address after: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee after: Ningbo Zhenhai Haide Biochemical Pharmaceutical Co.,Ltd. Patentee after: Wang Lei Address before: Zhenhai District 315020 Zhejiang city of Ningbo Province Anping Zhaobaoshan Street Road No. 301 Patentee before: NINGBO ZHENHAI HAIDE BIOCHEM Co.,Ltd. Patentee before: Wang Lei |
|
C41 | Transfer of patent application or patent right or utility model | ||
C56 | Change in the name or address of the patentee | ||
CP01 | Change in the name or title of a patent holder |
Address after: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee after: CJ HAIDE (NINGBO) BIOTECH CO.,LTD. Patentee after: Wang Lei Address before: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee before: Ningbo Zhenhai Haide Biochem Technology Co.,Ltd. Patentee before: Wang Lei |
|
TR01 | Transfer of patent right |
Effective date of registration: 20160826 Address after: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee after: CJ HAIDE (NINGBO) BIOTECH CO.,LTD. Address before: Creek Town Fengxiang road 315204 Zhejiang province Zhenhai District of Ningbo City No. 799 Patentee before: CJ HAIDE (NINGBO) BIOTECH CO.,LTD. Patentee before: Wang Lei |
|
CF01 | Termination of patent right due to non-payment of annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20120418 Termination date: 20200724 |