CN1041205C - 天冬酰苯丙氨酸甲酯(糖精)结晶的工艺方法 - Google Patents
天冬酰苯丙氨酸甲酯(糖精)结晶的工艺方法 Download PDFInfo
- Publication number
- CN1041205C CN1041205C CN93116206A CN93116206A CN1041205C CN 1041205 C CN1041205 C CN 1041205C CN 93116206 A CN93116206 A CN 93116206A CN 93116206 A CN93116206 A CN 93116206A CN 1041205 C CN1041205 C CN 1041205C
- Authority
- CN
- China
- Prior art keywords
- solution
- asccharin
- crystallization
- temperature
- under
- 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
- 238000002425 crystallisation Methods 0.000 title claims abstract description 56
- 238000000034 method Methods 0.000 title claims abstract description 38
- 108010011485 Aspartame Proteins 0.000 title claims abstract description 6
- 239000000605 aspartame Substances 0.000 title claims abstract description 6
- 235000010357 aspartame Nutrition 0.000 title claims abstract description 6
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 title claims abstract description 6
- 229960003438 aspartame Drugs 0.000 title claims abstract description 6
- 239000000243 solution Substances 0.000 claims abstract description 61
- 239000007864 aqueous solution Substances 0.000 claims abstract description 15
- 230000003472 neutralizing effect Effects 0.000 claims abstract 2
- 230000008025 crystallization Effects 0.000 claims description 49
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 239000003513 alkali Substances 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 238000001816 cooling Methods 0.000 claims description 13
- 230000007935 neutral effect Effects 0.000 claims description 13
- 238000006386 neutralization reaction Methods 0.000 claims description 10
- 238000013019 agitation Methods 0.000 claims description 7
- 239000013078 crystal Substances 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 238000010907 mechanical stirring Methods 0.000 claims description 5
- 238000003672 processing method Methods 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- 238000000265 homogenisation Methods 0.000 claims description 2
- 239000012452 mother liquor Substances 0.000 claims 1
- 238000001914 filtration Methods 0.000 description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- 230000000694 effects Effects 0.000 description 14
- 239000002002 slurry Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 12
- 239000012065 filter cake Substances 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- 241000209094 Oryza Species 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical class C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 229940069428 antacid Drugs 0.000 description 1
- 239000003159 antacid agent Substances 0.000 description 1
- 230000001458 anti-acid effect Effects 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000020965 cold beverage Nutrition 0.000 description 1
- 150000001875 compounds Chemical group 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- BXRNXXXXHLBUKK-UHFFFAOYSA-N piperazine-2,5-dione Chemical compound O=C1CNC(=O)CN1 BXRNXXXXHLBUKK-UHFFFAOYSA-N 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/30—Artificial sweetening agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Peptides Or Proteins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL9201408A NL9201408A (nl) | 1992-08-05 | 1992-08-05 | Werkwijze voor het kristalliseren van aspartaam. |
| NL9201408 | 1992-08-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1092429A CN1092429A (zh) | 1994-09-21 |
| CN1041205C true CN1041205C (zh) | 1998-12-16 |
Family
ID=19861149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN93116206A Expired - Fee Related CN1041205C (zh) | 1992-08-05 | 1993-08-04 | 天冬酰苯丙氨酸甲酯(糖精)结晶的工艺方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5502238A (enExample) |
| EP (1) | EP0582351B1 (enExample) |
| KR (1) | KR100294280B1 (enExample) |
| CN (1) | CN1041205C (enExample) |
| AT (1) | ATE175208T1 (enExample) |
| DE (1) | DE69322820T2 (enExample) |
| MX (1) | MX9304719A (enExample) |
| NL (1) | NL9201408A (enExample) |
| RU (1) | RU2112771C1 (enExample) |
| TW (1) | TW321631B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL108907A0 (en) * | 1994-03-09 | 1994-06-24 | Yissum Res Dev Co | Aspartame and process for the preparation thereof |
| EP0733641A1 (en) * | 1995-03-20 | 1996-09-25 | Holland Sweetener Company V.O.F. | Method for crystallizing alpha-l-aspartyl-l-phenylalanine methyl ester |
| CA2172022A1 (en) * | 1995-03-20 | 1996-09-21 | Tsugio Murakami | Method for crystallizing alpha-l-aspartyl-l-phenylalanine methyl ester |
| RU2205188C2 (ru) | 1998-06-30 | 2003-05-27 | Ново Нордиск А/С | Затравочные кристаллы для получения пептидов или протеинов |
| BR9911678A (pt) * | 1998-06-30 | 2001-03-20 | Novo Nordisk As | Cristais de semeadura para a preparação de peptìdeos ou preteìnas. |
| KR20000009984A (ko) * | 1998-07-29 | 2000-02-15 | 고두모 | 알파-엘-아스파틸-엘-페닐알라닌 메틸 에스테르의 결정화 방법 |
| WO2000032622A1 (en) * | 1998-11-25 | 2000-06-08 | The Nutrasweet Company | PURIFICATION OF N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER VIA CRYSTALLIZATION |
| US6281380B1 (en) * | 2000-05-18 | 2001-08-28 | The Nutra Sweet Company | Synthesis of N-(N-(3,3-dimethylbutyl)-L-α-aspartyl)L-phenylalanine1-methyl ester by reductive alkylation and crystallization/ isolation in aqueous methanol |
| JP2003159026A (ja) * | 2001-11-22 | 2003-06-03 | Ajinomoto Co Inc | 安定なアスパルテームスラリーの製造方法及び判定方法 |
| CN107868117B (zh) * | 2016-09-28 | 2021-04-23 | 中国科学院苏州纳米技术与纳米仿生研究所 | 司坦唑醇糖精盐及其制备方法和应用 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE810577L (en) * | 1983-05-31 | 1982-09-16 | Prendergast Angela | Apparatus for fermentation |
| JPS58177952A (ja) * | 1982-04-12 | 1983-10-18 | Ajinomoto Co Inc | Ｌ−α−アスパルチル−Ｌ−フエニルアラニンメチルエステルの晶析法 |
| GB2140805B (en) * | 1983-05-31 | 1986-08-13 | Erba Farmitalia | Isolation of aspartame |
| JP2927070B2 (ja) * | 1991-05-23 | 1999-07-28 | 味の素株式会社 | α−Ｌ−アスパルチル−Ｌ−フェニルアラニンメチルエステルの製造方法 |
| JP2970107B2 (ja) * | 1991-05-23 | 1999-11-02 | 味の素株式会社 | α−Ｌ−アスパルチル−Ｌ−フェニルアラニンメチルエステルの製造方法 |
-
1992
- 1992-08-05 NL NL9201408A patent/NL9201408A/nl not_active Application Discontinuation
-
1993
- 1993-07-06 TW TW082105376A patent/TW321631B/zh active
- 1993-08-02 DE DE69322820T patent/DE69322820T2/de not_active Expired - Fee Related
- 1993-08-02 AT AT93202282T patent/ATE175208T1/de not_active IP Right Cessation
- 1993-08-02 EP EP93202282A patent/EP0582351B1/en not_active Expired - Lifetime
- 1993-08-04 KR KR1019930015085A patent/KR100294280B1/ko not_active Expired - Fee Related
- 1993-08-04 MX MX9304719A patent/MX9304719A/es not_active IP Right Cessation
- 1993-08-04 RU RU93043868A patent/RU2112771C1/ru not_active IP Right Cessation
- 1993-08-04 CN CN93116206A patent/CN1041205C/zh not_active Expired - Fee Related
-
1995
- 1995-03-01 US US08/396,861 patent/US5502238A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR100294280B1 (ko) | 2001-09-17 |
| NL9201408A (nl) | 1994-03-01 |
| EP0582351B1 (en) | 1998-12-30 |
| DE69322820D1 (de) | 1999-02-11 |
| US5502238A (en) | 1996-03-26 |
| KR940005552A (ko) | 1994-03-21 |
| MX9304719A (es) | 1994-05-31 |
| RU2112771C1 (ru) | 1998-06-10 |
| DE69322820T2 (de) | 1999-08-19 |
| CN1092429A (zh) | 1994-09-21 |
| EP0582351A1 (en) | 1994-02-09 |
| ATE175208T1 (de) | 1999-01-15 |
| TW321631B (enExample) | 1997-12-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1041205C (zh) | 天冬酰苯丙氨酸甲酯(糖精)结晶的工艺方法 | |
| US5997838A (en) | Polyaluminum chlorides and polyaluminum chlorosulfates methods and compositions | |
| CN1030763A (zh) | 烃基糖苷制备方法 | |
| CN101239710A (zh) | 从含多种金属离子的磷酸水溶液中获得精制磷酸的方法和装置 | |
| CN1246113A (zh) | 使用抗溶剂的逆转录酶抑制剂结晶工艺 | |
| CN1030185C (zh) | 碱金属次磷酸盐的生产方法 | |
| US4436629A (en) | Method for recovering useful products from waste products obtained when manufacturing aluminium fluoride | |
| CN1196710C (zh) | 5'－鸟苷酸二钠·5'－肌苷酸二钠混晶的制造方法 | |
| CN100424198C (zh) | 铽-镝Tb-Dy富集物制备超细高纯氧化镝的方法 | |
| CN1032430A (zh) | 从硝酸溶解的磷灰岩所得的混合物中分出的硝酸钙溶解液的纯化方法 | |
| CN1109020C (zh) | 分离硫酸铵和硫酸氢铵的方法以及利用该方法生产2－羟基－4－甲基硫代丁酸的方法 | |
| US4478599A (en) | Method of continuously controlling crystal fines formation | |
| EP2291333B1 (en) | Process for reducing bulking sludge in activated sludge wastewater treatment | |
| JP2002503498A (ja) | 製糖過程でのスケールの調整方法 | |
| RU2150507C1 (ru) | Способ уваривания утфеля | |
| DE69200518T2 (de) | Verfahren zur Herstellung von Alpha-l-aspartyl-l-phenylalaninmethylester. | |
| US4242198A (en) | Reduction of magnesium and other cations in phosphoric acid | |
| CN1130175A (zh) | 制备苯基丙氨酸无水结晶的方法 | |
| SU1293223A1 (ru) | Способ осветлени сатурационного сока сахарного производства | |
| CA2198007A1 (en) | Process to produce aminocarboxylic acids containing low residual salt | |
| CN112375031B (zh) | 一种西尼地平的制备方法 | |
| DE10250429B4 (de) | Aufbereitung von Polyether-Polyolen | |
| EP2163539A1 (en) | METHOD FOR PRECIPITATING alpha-CRYSTALS OF GLUTAMIC ACID | |
| SU1652346A1 (ru) | Способ подготовки экстрагента дл свекловичной стружки | |
| SU996418A2 (ru) | Способ очистки тетраэтилсвинца |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| 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 |