GB1503583A - Process for the enzymatic resolution of dl-phenyl-glycine amide into its optically active antipodes - Google Patents
Process for the enzymatic resolution of dl-phenyl-glycine amide into its optically active antipodesInfo
- Publication number
- GB1503583A GB1503583A GB24457/75A GB2445775A GB1503583A GB 1503583 A GB1503583 A GB 1503583A GB 24457/75 A GB24457/75 A GB 24457/75A GB 2445775 A GB2445775 A GB 2445775A GB 1503583 A GB1503583 A GB 1503583A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- optically active
- enzymatic resolution
- amide
- glycine amide
- 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
Links
- 230000002255 enzymatic effect Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- ZGUNAGUHMKGQNY-UHFFFAOYSA-N alpha-phenylglycine Chemical compound OC(=O)C(N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-UHFFFAOYSA-N 0.000 title 1
- KIYRSYYOVDHSPG-UHFFFAOYSA-N 2-amino-2-phenylacetamide Chemical compound NC(=O)C(N)C1=CC=CC=C1 KIYRSYYOVDHSPG-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- KIYRSYYOVDHSPG-SSDOTTSWSA-N (2r)-2-amino-2-phenylacetamide Chemical compound NC(=O)[C@H](N)C1=CC=CC=C1 KIYRSYYOVDHSPG-SSDOTTSWSA-N 0.000 abstract 1
- ZGUNAGUHMKGQNY-SSDOTTSWSA-N D-alpha-phenylglycine Chemical compound OC(=O)[C@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-SSDOTTSWSA-N 0.000 abstract 1
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 abstract 1
- 102000002704 Leucyl aminopeptidase Human genes 0.000 abstract 1
- 108010004098 Leucyl aminopeptidase Proteins 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NLAANVRAGE7407941,A NL181508C (nl) | 1974-06-14 | 1974-06-14 | Werkwijze voor de bereiding van een d-aminozuuramide en een l-aminozuur en werkwijze voor de bereiding van d-fenylglycine. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1503583A true GB1503583A (en) | 1978-03-15 |
Family
ID=19821538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24457/75A Expired GB1503583A (en) | 1974-06-14 | 1975-06-06 | Process for the enzymatic resolution of dl-phenyl-glycine amide into its optically active antipodes |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3971700A (enExample) |
| JP (1) | JPS582676B2 (enExample) |
| BE (1) | BE830148A (enExample) |
| CA (1) | CA1052716A (enExample) |
| CH (1) | CH621769A5 (enExample) |
| DE (1) | DE2526594C2 (enExample) |
| DK (1) | DK148018C (enExample) |
| ES (1) | ES438524A1 (enExample) |
| FR (1) | FR2274582A1 (enExample) |
| GB (1) | GB1503583A (enExample) |
| HU (1) | HU170333B (enExample) |
| NL (1) | NL181508C (enExample) |
| SE (1) | SE431746B (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0150854A3 (en) * | 1984-02-02 | 1985-08-14 | Stamicarbon B.V. | Optically active substituted butyramide, and process for the optical separation of substitute butyramide |
| WO1995016786A1 (en) * | 1993-12-17 | 1995-06-22 | Dsm N.V. | Phenylserine amides and the preparation of phenylserines/phenylserine amides |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4202943A (en) * | 1976-10-12 | 1980-05-13 | Hoffmann-La Roche Inc. | Resolution of a racemate |
| NL187110C (nl) * | 1976-11-10 | 1991-06-03 | Stamicarbon | Werkwijze voor het scheiden van een mengsel van een optisch aktief fenylglycine-amide en een optisch aktief fenylglycine. |
| DE2807286A1 (de) * | 1978-02-21 | 1979-08-23 | Bayer Ag | Stereoselektive spaltung von phenylglycinderivaten und 4-hydroxyphenylglycinderivaten mit enzymharzen |
| DE2927535A1 (de) * | 1979-07-07 | 1981-01-08 | Bayer Ag | Stereoselektive spaltung von phenylglycinderivaten mit enzymharzen |
| FR2473243A1 (fr) * | 1980-01-08 | 1981-07-10 | Saint Gobain Vitrage | Vitrage chauffant et dispositif de fabrication |
| JPS5713000A (en) * | 1980-06-24 | 1982-01-22 | Ube Ind Ltd | Preparation of optical active tryptophane |
| US4366250A (en) * | 1980-09-24 | 1982-12-28 | Anvar | Preparation process of optically active α-aminated acids by biological hydrolysis of nitriles |
| WO1984003714A1 (fr) * | 1983-03-18 | 1984-09-27 | Sumitomo Chemical Co | Procede de resolution optique biochimique d'un derive de cyclopentenolone |
| NL8403487A (nl) * | 1984-11-15 | 1986-06-02 | Stamicarbon | Werkwijze voor de enzymatische scheiding van dl-alfa-aminozuuramides. |
| JPS61104378U (enExample) * | 1984-12-14 | 1986-07-02 | ||
| CA1336414C (en) * | 1988-03-24 | 1995-07-25 | Hideki Kawasaki | D-amidase and process for producing d--alanine and/or l--alanineamide |
| US5252470A (en) * | 1988-03-24 | 1993-10-12 | Kyowa Hakko Kogyo Co., Ltd. | D-amidase and process for producing D-α-alanine and/or L-α-alanineamide |
| US4912042A (en) * | 1989-08-17 | 1990-03-27 | Eastman Kodak Company | Preparation of D-malic acid or derivative |
| DK0581250T3 (da) * | 1992-07-31 | 1999-09-27 | Hoechst Ag | Fremgangsmåde til bioteknisk fremstilling af L-thienylalaniner i enantiomerren form ud fra 2-hydroxy-3-thienyl-acrylsyrer o |
| SG72731A1 (en) * | 1996-03-15 | 2000-05-23 | Nabe Seiyaku Co Ltd | Process for preparing optically active trans-3-phenylglycidamide compounds |
| GB9615852D0 (en) * | 1996-07-29 | 1996-09-11 | Allied Colloids Ltd | Production of amino acids and enzymes used therefor |
| US7229118B2 (en) * | 2004-10-20 | 2007-06-12 | Lear Corporation | Slouch rear seat system |
-
1974
- 1974-06-14 NL NLAANVRAGE7407941,A patent/NL181508C/xx not_active IP Right Cessation
-
1975
- 1975-06-03 CA CA228,306A patent/CA1052716A/en not_active Expired
- 1975-06-05 US US05/584,197 patent/US3971700A/en not_active Expired - Lifetime
- 1975-06-06 GB GB24457/75A patent/GB1503583A/en not_active Expired
- 1975-06-10 HU HUSA2799A patent/HU170333B/hu unknown
- 1975-06-12 FR FR7518417A patent/FR2274582A1/fr active Granted
- 1975-06-12 JP JP50071398A patent/JPS582676B2/ja not_active Expired
- 1975-06-12 BE BE157255A patent/BE830148A/xx not_active IP Right Cessation
- 1975-06-13 DK DK269175A patent/DK148018C/da not_active IP Right Cessation
- 1975-06-13 SE SE7506818A patent/SE431746B/xx not_active Application Discontinuation
- 1975-06-13 ES ES438524A patent/ES438524A1/es not_active Expired
- 1975-06-13 DE DE2526594A patent/DE2526594C2/de not_active Expired
- 1975-06-13 CH CH771575A patent/CH621769A5/de not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0150854A3 (en) * | 1984-02-02 | 1985-08-14 | Stamicarbon B.V. | Optically active substituted butyramide, and process for the optical separation of substitute butyramide |
| WO1995016786A1 (en) * | 1993-12-17 | 1995-06-22 | Dsm N.V. | Phenylserine amides and the preparation of phenylserines/phenylserine amides |
| US5773284A (en) * | 1993-12-17 | 1998-06-30 | Dsm N.V. | Phenylserine amides and the preparation of phenylserines/phenylserine amides |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS519786A (en) | 1976-01-26 |
| FR2274582B1 (enExample) | 1977-12-09 |
| CH621769A5 (enExample) | 1981-02-27 |
| DK148018B (da) | 1985-02-04 |
| NL7407941A (nl) | 1975-12-16 |
| SE431746B (sv) | 1984-02-27 |
| DE2526594A1 (de) | 1976-01-02 |
| ES438524A1 (es) | 1977-01-16 |
| BE830148A (nl) | 1975-12-12 |
| NL181508B (nl) | 1987-04-01 |
| US3971700A (en) | 1976-07-27 |
| DE2526594C2 (de) | 1984-08-16 |
| HU170333B (enExample) | 1977-05-28 |
| FR2274582A1 (fr) | 1976-01-09 |
| DK269175A (da) | 1975-12-15 |
| DK148018C (da) | 1985-09-16 |
| JPS582676B2 (ja) | 1983-01-18 |
| CA1052716A (en) | 1979-04-17 |
| NL181508C (nl) | 1987-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930606 |