NO852617L - Fremgangsmaate til fremstilling av l-fenylalanin. - Google Patents
Fremgangsmaate til fremstilling av l-fenylalanin.Info
- Publication number
- NO852617L NO852617L NO852617A NO852617A NO852617L NO 852617 L NO852617 L NO 852617L NO 852617 A NO852617 A NO 852617A NO 852617 A NO852617 A NO 852617A NO 852617 L NO852617 L NO 852617L
- Authority
- NO
- Norway
- Prior art keywords
- acid
- phenylalanine
- microorganism
- phenylpyruvic
- phenylpyruvic acid
- Prior art date
Links
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 title claims description 36
- 229960005190 phenylalanine Drugs 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 17
- BTNMPGBKDVTSJY-UHFFFAOYSA-N keto-phenylpyruvic acid Chemical compound OC(=O)C(=O)CC1=CC=CC=C1 BTNMPGBKDVTSJY-UHFFFAOYSA-N 0.000 claims description 34
- 244000005700 microbiome Species 0.000 claims description 15
- 239000001903 2-oxo-3-phenylpropanoic acid Substances 0.000 claims description 13
- DEDGUGJNLNLJSR-UHFFFAOYSA-N alpha-hydroxycinnamic acid Natural products OC(=O)C(O)=CC1=CC=CC=C1 DEDGUGJNLNLJSR-UHFFFAOYSA-N 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims description 12
- 241000588724 Escherichia coli Species 0.000 claims description 9
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 8
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 7
- 235000003704 aspartic acid Nutrition 0.000 claims description 6
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- 239000004471 Glycine Substances 0.000 claims description 4
- 241000589597 Paracoccus denitrificans Species 0.000 claims description 4
- 210000001822 immobilized cell Anatomy 0.000 claims description 4
- 241000223252 Rhodotorula Species 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 235000015097 nutrients Nutrition 0.000 claims description 3
- 239000002689 soil Substances 0.000 claims description 3
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 2
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 2
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims description 2
- 241000223253 Rhodotorula glutinis Species 0.000 claims description 2
- 241000187747 Streptomyces Species 0.000 claims description 2
- 241001655322 Streptomycetales Species 0.000 claims description 2
- 241000006364 Torula Species 0.000 claims description 2
- 238000005576 amination reaction Methods 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 235000009582 asparagine Nutrition 0.000 claims description 2
- 229960001230 asparagine Drugs 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 235000013922 glutamic acid Nutrition 0.000 claims description 2
- 239000004220 glutamic acid Substances 0.000 claims description 2
- 235000004554 glutamine Nutrition 0.000 claims description 2
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 2
- 230000035772 mutation Effects 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002609 medium Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 7
- 229960005261 aspartic acid Drugs 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 230000006978 adaptation Effects 0.000 description 4
- 230000003698 anagen phase Effects 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 230000000875 corresponding effect Effects 0.000 description 3
- 239000002054 inoculum Substances 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- 201000004624 Dermatitis Diseases 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 150000004716 alpha keto acids Chemical class 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 208000010668 atopic eczema Diseases 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000186146 Brevibacterium Species 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- 150000008575 L-amino acids Chemical class 0.000 description 1
- VZUNGTLZRAYYDE-UHFFFAOYSA-N N-methyl-N'-nitro-N-nitrosoguanidine Chemical compound O=NN(C)C(=N)N[N+]([O-])=O VZUNGTLZRAYYDE-UHFFFAOYSA-N 0.000 description 1
- 241000187180 Streptomyces sp. Species 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- -1 ammonium ions Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011942 biocatalyst Substances 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000036983 biotransformation Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 229960002989 glutamic acid Drugs 0.000 description 1
- 229960002743 glutamine Drugs 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- KHPXUQMNIQBQEV-UHFFFAOYSA-N oxaloacetic acid Chemical compound OC(=O)CC(=O)C(O)=O KHPXUQMNIQBQEV-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C12P13/22—Tryptophan; Tyrosine; Phenylalanine; 3,4-Dihydroxyphenylalanine
- C12P13/222—Phenylalanine
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843423936 DE3423936A1 (de) | 1984-06-29 | 1984-06-29 | Verfahren zur herstellung von l-phenylalanin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO852617L true NO852617L (no) | 1985-12-30 |
Family
ID=6239424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO852617A NO852617L (no) | 1984-06-29 | 1985-06-28 | Fremgangsmaate til fremstilling av l-fenylalanin. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4745059A (pt) |
| EP (1) | EP0167058A3 (pt) |
| JP (1) | JPS6121092A (pt) |
| AU (1) | AU4440785A (pt) |
| DE (1) | DE3423936A1 (pt) |
| DK (1) | DK296485A (pt) |
| ES (1) | ES8609214A1 (pt) |
| FI (1) | FI852552L (pt) |
| GR (1) | GR851582B (pt) |
| IL (1) | IL75674A0 (pt) |
| NO (1) | NO852617L (pt) |
| PT (1) | PT80735B (pt) |
| ZA (1) | ZA854906B (pt) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4600692A (en) * | 1983-02-10 | 1986-07-15 | Purification Engineering, Inc. | Immobilized cells for preparing phenylalanine |
| US4783403A (en) * | 1984-02-08 | 1988-11-08 | Kyowa Hakko Kogyo Co., Ltd. | Process for producing l-phenylalanine |
| FR2583432B1 (fr) * | 1985-06-13 | 1988-11-04 | Inst Francais Du Petrole | Procede de production enzymatique de l-a-aminoacides a partir d'a-cetoacides |
| DE3613952A1 (de) * | 1986-04-24 | 1987-10-29 | Hoechst Ag | Verfahren zur herstellung von l-aminosaeuren durch transaminierung |
| DE3786707D1 (de) * | 1986-06-04 | 1993-09-02 | Hoechst Ag | Verfahren zur herstellung von l-phosphinothricin durch transaminierung. |
| GB2194247A (en) * | 1986-08-19 | 1988-03-02 | Allelix Inc | Mutant microorganisms |
| DE3842025A1 (de) * | 1988-12-14 | 1990-07-05 | Hoechst Ag | Verfahren zur herstellung von l-phosphinothricin |
| US7202070B2 (en) * | 2000-10-31 | 2007-04-10 | Biocatalytics, Inc. | Method for reductive amination of a ketone using a mutated enzyme |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3183170A (en) * | 1961-10-03 | 1965-05-11 | Sanraku Ocean Kabushiki Kaisha | Method of l-amino acid manufacture |
| US3660235A (en) * | 1969-08-22 | 1972-05-02 | Ajinomoto Kk | Method for producing phenylalanine by fermentation |
| CH563344A5 (pt) * | 1970-09-30 | 1975-06-30 | Nisshin Flour Milling Co | |
| GB2084155B (en) * | 1980-09-17 | 1984-01-11 | Grace W R & Co | Process for production of l-amino acids using immobilized microorganisms |
| DE3237341A1 (de) * | 1982-10-08 | 1984-04-12 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von perlfoermigen biokatalysatoren und ihre verwendung |
| DE3243591A1 (de) * | 1982-11-25 | 1984-05-30 | Hoechst Ag, 6230 Frankfurt | Vinylencarbonat-polymerysate, verfahren zu ihrer herstellung und ihre anwendung |
| US4600692A (en) * | 1983-02-10 | 1986-07-15 | Purification Engineering, Inc. | Immobilized cells for preparing phenylalanine |
| NL8401049A (nl) * | 1983-08-05 | 1985-03-01 | Grace W R & Co | Werkwijze voor de bereiding van l-aminozuren uit alfa-ketozuren. |
| US4518692A (en) * | 1983-09-01 | 1985-05-21 | Genetics Institute, Inc. | Production of L-amino acids by transamination |
| HU193902B (en) * | 1983-09-01 | 1987-12-28 | Genetics Inst | Process for preparing l-amino acids by means of transamination |
| US4525454A (en) * | 1983-09-01 | 1985-06-25 | Genetics Institute, Inc. | Production of L-4-phenyl-2-aminobutanoic acid by transamination |
| GB2152503B (en) * | 1984-01-05 | 1986-03-19 | Grace W R & Co | Process for producing l-phenylalanine |
| JPS60160890A (ja) * | 1984-01-30 | 1985-08-22 | Kyowa Hakko Kogyo Co Ltd | Ｌ−フエニルアラニンの製造法 |
| GB8403244D0 (en) * | 1984-02-07 | 1984-03-14 | Searle & Co | Aminoacids via bioconversion |
| US4783403A (en) * | 1984-02-08 | 1988-11-08 | Kyowa Hakko Kogyo Co., Ltd. | Process for producing l-phenylalanine |
-
1984
- 1984-06-29 DE DE19843423936 patent/DE3423936A1/de active Granted
-
1985
- 1985-06-19 EP EP85107546A patent/EP0167058A3/de not_active Withdrawn
- 1985-06-27 FI FI852552A patent/FI852552L/fi not_active Application Discontinuation
- 1985-06-27 ES ES544622A patent/ES8609214A1/es not_active Expired
- 1985-06-27 US US06/749,465 patent/US4745059A/en not_active Expired - Fee Related
- 1985-06-27 GR GR851582A patent/GR851582B/el unknown
- 1985-06-28 NO NO852617A patent/NO852617L/no unknown
- 1985-06-28 PT PT80735A patent/PT80735B/pt unknown
- 1985-06-28 ZA ZA854906A patent/ZA854906B/xx unknown
- 1985-06-28 AU AU44407/85A patent/AU4440785A/en not_active Abandoned
- 1985-06-28 IL IL75674A patent/IL75674A0/xx unknown
- 1985-06-28 DK DK296485A patent/DK296485A/da not_active Application Discontinuation
- 1985-06-28 JP JP60140703A patent/JPS6121092A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0167058A2 (de) | 1986-01-08 |
| JPS6121092A (ja) | 1986-01-29 |
| PT80735A (de) | 1985-10-01 |
| IL75674A0 (en) | 1985-10-31 |
| PT80735B (de) | 1987-03-17 |
| DK296485A (da) | 1985-12-30 |
| EP0167058A3 (de) | 1987-03-25 |
| AU4440785A (en) | 1986-01-02 |
| DE3423936A1 (de) | 1986-01-02 |
| FI852552A0 (fi) | 1985-06-27 |
| ES544622A0 (es) | 1986-07-16 |
| GR851582B (pt) | 1985-11-25 |
| DE3423936C2 (pt) | 1989-12-21 |
| ES8609214A1 (es) | 1986-07-16 |
| DK296485D0 (da) | 1985-06-28 |
| ZA854906B (en) | 1986-02-26 |
| US4745059A (en) | 1988-05-17 |
| FI852552L (fi) | 1985-12-30 |
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