CH642947A5 - Procede de preparation enzymatique du l-tryptophane. - Google Patents
Procede de preparation enzymatique du l-tryptophane. Download PDFInfo
- Publication number
- CH642947A5 CH642947A5 CH332780A CH332780A CH642947A5 CH 642947 A5 CH642947 A5 CH 642947A5 CH 332780 A CH332780 A CH 332780A CH 332780 A CH332780 A CH 332780A CH 642947 A5 CH642947 A5 CH 642947A5
- Authority
- CH
- Switzerland
- Prior art keywords
- serine
- tryptophan
- reaction
- racemase
- tryptophanase
- Prior art date
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- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 title claims description 146
- 238000000034 method Methods 0.000 title claims description 89
- 229960004799 tryptophan Drugs 0.000 title claims description 83
- 230000008569 process Effects 0.000 title claims description 35
- 238000002360 preparation method Methods 0.000 title claims description 12
- 230000002255 enzymatic effect Effects 0.000 title claims description 7
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 122
- MTCFGRXMJLQNBG-UHFFFAOYSA-N serine Chemical compound OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims description 98
- 229960001153 serine Drugs 0.000 claims description 88
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims description 60
- 238000006243 chemical reaction Methods 0.000 claims description 48
- 102100040653 Tryptophan 2,3-dioxygenase Human genes 0.000 claims description 38
- 101710136122 Tryptophan 2,3-dioxygenase Proteins 0.000 claims description 38
- MTCFGRXMJLQNBG-UWTATZPHSA-N D-Serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 claims description 35
- 229930195711 D-Serine Natural products 0.000 claims description 35
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims description 30
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims description 30
- 108010075344 Tryptophan synthase Proteins 0.000 claims description 28
- 108010006152 Serine racemase Proteins 0.000 claims description 24
- 102100035717 Serine racemase Human genes 0.000 claims description 24
- -1 ammonium ions Chemical class 0.000 claims description 20
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- 102000004879 Racemases and epimerases Human genes 0.000 claims description 18
- 244000005700 microbiome Species 0.000 claims description 18
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 15
- 239000000284 extract Substances 0.000 claims description 11
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- 239000007858 starting material Substances 0.000 claims description 3
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- NGVDGCNFYWLIFO-UHFFFAOYSA-N pyridoxal 5'-phosphate Chemical compound CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O NGVDGCNFYWLIFO-UHFFFAOYSA-N 0.000 description 12
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 11
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- 238000001556 precipitation Methods 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000000751 protein extraction Methods 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229940007042 proteus vulgaris Drugs 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 230000028043 self proteolysis Effects 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/06—Alanine; Leucine; Isoleucine; Serine; Homoserine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/90—Isomerases (5.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
- C12P13/227—Tryptophan
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5564579A JPS55148095A (en) | 1979-05-09 | 1979-05-09 | Enzymatic preparation of l-tryptophan |
| JP7961979A JPS565098A (en) | 1979-06-26 | 1979-06-26 | Production of l-triptophane by use of enzyme |
| JP3619780A JPS56134992A (en) | 1980-03-24 | 1980-03-24 | Suppressing method of decomposition of serine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH642947A5 true CH642947A5 (fr) | 1984-05-15 |
Family
ID=27289013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH332780A CH642947A5 (fr) | 1979-05-09 | 1980-04-30 | Procede de preparation enzymatique du l-tryptophane. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4335209A (OSRAM) |
| AU (1) | AU530435B2 (OSRAM) |
| CA (1) | CA1128443A (OSRAM) |
| CH (1) | CH642947A5 (OSRAM) |
| DE (1) | DE3017861C2 (OSRAM) |
| FR (1) | FR2456140A1 (OSRAM) |
| GB (1) | GB2048266B (OSRAM) |
| IT (1) | IT1145337B (OSRAM) |
| MX (1) | MX6037E (OSRAM) |
| NL (1) | NL8002603A (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3123937C2 (de) * | 1980-06-17 | 1984-06-07 | Asahi Kasei Kogyo K.K., Osaka | Verfahren zur Herstellung von L-Tryptophan oder seiner Derivate |
| DE3134901A1 (de) * | 1981-08-31 | 1983-03-17 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Verfahren zur extraktion von aromatischen aminosaeuren aus waessriger phase |
| US4600692A (en) * | 1983-02-10 | 1986-07-15 | Purification Engineering, Inc. | Immobilized cells for preparing phenylalanine |
| US4710467A (en) * | 1983-07-29 | 1987-12-01 | Purification Engineering, Inc. | Process for preparing phenylalanine |
| WO1986005515A1 (en) * | 1985-03-18 | 1986-09-25 | Genex Corporation | In vitro synthesis of l-tryptophan |
| JPS62205781A (ja) * | 1986-03-03 | 1987-09-10 | Res Assoc Util Of Light Oil | シユ−ドモナス属菌株の培養方法 |
| DE3630878C1 (en) * | 1986-09-11 | 1988-03-10 | Amino Gmbh | Process for the preparation of L-tryptophan and DL-serine |
| EP0299715A3 (en) * | 1987-07-13 | 1990-07-04 | MITSUI TOATSU CHEMICALS, Inc. | Process for preparing L-tryptophan |
| US5525501A (en) * | 1990-09-14 | 1996-06-11 | Takeda Chemical Industries, Ltd. | DNA Fragment encoding acylamino acid racemase |
| US5629202A (en) * | 1994-07-19 | 1997-05-13 | Development Center For Biotechnology | Computer-controlled bioreactor system for enzymatic synthesis of L-tryptophan |
| JPH1142097A (ja) * | 1997-01-09 | 1999-02-16 | Daicel Chem Ind Ltd | Ｄ−トリプトファンの製造方法 |
| PL364984A1 (en) * | 1999-01-19 | 2004-12-27 | The Johns Hopkins University School Of Medicine | Mammalian serine racemase |
| US6984484B1 (en) | 1999-01-19 | 2006-01-10 | The Johns Hopkins University | Mammalian serine racemase |
| JP2001245689A (ja) * | 2000-03-09 | 2001-09-11 | Ajinomoto Co Inc | ハロ−ｌ−トリプトファンの製造法 |
| DE602006010990D1 (de) * | 2005-03-18 | 2010-01-21 | Kyowa Hakko Bio Co Ltd | Verfahren zur dipeptidherstellung |
| EP3615053A4 (en) | 2017-04-25 | 2021-07-14 | Temple Otorongo LLC | PHARMACEUTICAL COMPOSITION CONSISTING OF TRYPTOPHAN AND A PHYLLOKININ DERIVATIVE FOR USE IN THE TREATMENT OF PSYCHIATRIC AND PSYCHOLOGICAL DISORDERS |
| CN110878029A (zh) * | 2019-11-13 | 2020-03-13 | 上海星酶生物科技有限公司 | 一种d-丝氨酸的制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT989051B (it) * | 1971-04-23 | 1975-05-20 | Snam Progetti | Procedimento per la produzione enzimatica di l triptofano |
| JPS5137353B2 (OSRAM) * | 1973-12-29 | 1976-10-15 | ||
| JPS51121597A (en) * | 1975-04-11 | 1976-10-23 | Ajinomoto Co Inc | Process for producing tryptophan and its derivatives |
-
1980
- 1980-04-22 GB GB8013152A patent/GB2048266B/en not_active Expired
- 1980-04-25 CA CA350,695A patent/CA1128443A/en not_active Expired
- 1980-04-25 US US06/145,267 patent/US4335209A/en not_active Expired - Lifetime
- 1980-04-30 CH CH332780A patent/CH642947A5/fr not_active IP Right Cessation
- 1980-05-01 AU AU57979/80A patent/AU530435B2/en not_active Ceased
- 1980-05-07 NL NL8002603A patent/NL8002603A/nl not_active Application Discontinuation
- 1980-05-07 IT IT48605/80A patent/IT1145337B/it active
- 1980-05-08 FR FR8010249A patent/FR2456140A1/fr active Granted
- 1980-05-09 DE DE3017861A patent/DE3017861C2/de not_active Expired
- 1980-05-09 MX MX808806U patent/MX6037E/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3017861C2 (de) | 1984-11-22 |
| DE3017861A1 (de) | 1981-01-22 |
| MX6037E (es) | 1984-10-08 |
| AU530435B2 (en) | 1983-07-14 |
| GB2048266B (en) | 1983-11-30 |
| GB2048266A (en) | 1980-12-10 |
| NL8002603A (nl) | 1980-11-11 |
| AU5797980A (en) | 1980-11-13 |
| FR2456140B1 (OSRAM) | 1984-10-26 |
| IT1145337B (it) | 1986-11-05 |
| CA1128443A (en) | 1982-07-27 |
| US4335209A (en) | 1982-06-15 |
| FR2456140A1 (fr) | 1980-12-05 |
| IT8048605A0 (it) | 1980-05-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |