TW200607862A - Methods for the preparation of para-hydroxycinnamic acid and cinnamic acid at alkaline ph - Google Patents
Methods for the preparation of para-hydroxycinnamic acid and cinnamic acid at alkaline phInfo
- Publication number
- TW200607862A TW200607862A TW094112609A TW94112609A TW200607862A TW 200607862 A TW200607862 A TW 200607862A TW 094112609 A TW094112609 A TW 094112609A TW 94112609 A TW94112609 A TW 94112609A TW 200607862 A TW200607862 A TW 200607862A
- Authority
- TW
- Taiwan
- Prior art keywords
- acid
- para
- alkaline
- methods
- preparation
- Prior art date
Links
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 title abstract 5
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 title abstract 5
- 229930016911 cinnamic acid Natural products 0.000 title abstract 5
- 235000013985 cinnamic acid Nutrition 0.000 title abstract 5
- NGSWKAQJJWESNS-UHFFFAOYSA-N cis-para-coumaric acid Natural products OC(=O)C=CC1=CC=C(O)C=C1 NGSWKAQJJWESNS-UHFFFAOYSA-N 0.000 title abstract 5
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 title abstract 5
- NGSWKAQJJWESNS-ZZXKWVIFSA-N trans-4-coumaric acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C=C1 NGSWKAQJJWESNS-ZZXKWVIFSA-N 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 3
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 abstract 2
- 102000004317 Lyases Human genes 0.000 abstract 2
- 108090000856 Lyases Proteins 0.000 abstract 2
- 238000000855 fermentation Methods 0.000 abstract 2
- 230000004151 fermentation Effects 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 abstract 2
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
- C12P7/42—Hydroxy-carboxylic acids
-
- 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
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/40—Preparation of oxygen-containing organic compounds containing a carboxyl group including Peroxycarboxylic acids
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)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56363304P | 2004-04-20 | 2004-04-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200607862A true TW200607862A (en) | 2006-03-01 |
Family
ID=35451468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW094112609A TW200607862A (en) | 2004-04-20 | 2005-04-20 | Methods for the preparation of para-hydroxycinnamic acid and cinnamic acid at alkaline ph |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8003356B2 (enExample) |
| EP (1) | EP1737968A4 (enExample) |
| JP (1) | JP2007533329A (enExample) |
| KR (1) | KR20070008643A (enExample) |
| TW (1) | TW200607862A (enExample) |
| WO (1) | WO2005116229A2 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1589112A1 (en) * | 2004-04-21 | 2005-10-26 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO | Microbial production of aromatic acids |
| US7572612B2 (en) * | 2006-07-11 | 2009-08-11 | E.I. Du Pont De Nemours And Company | Method of production of para-hydroxycinnamic acid using a thermostable TAL enzyme |
| US20080014619A1 (en) * | 2006-07-12 | 2008-01-17 | Lixuan Lisa Huang | Method of production of para-hydroxycinnamic acid |
| US8569036B2 (en) * | 2006-07-12 | 2013-10-29 | E I Du Pont De Nemours And Company | Immobilized TAL biocatalyst for production of para-hydroxycinnamic acid |
| US20080102499A1 (en) * | 2006-10-27 | 2008-05-01 | Lori Jean Templeton | Method of enhancing L-tyrosine production in recombinant bacteria |
| KR100982824B1 (ko) * | 2008-02-12 | 2010-09-16 | 경북대학교 산학협력단 | 송이버섯으로부터 분리된 페닐알라닌 암모니아리아제유전자 및 신나모일-코에이 리덕타제 유전자 |
| EP2269974A1 (en) | 2009-07-02 | 2011-01-05 | Stichting Dienst Landbouwkundig Onderzoek | Bio-derived olefin synthesis |
| MX366196B (es) | 2013-04-18 | 2019-07-01 | Codexis Inc | Polipeptidos diseñados de fenilalanina amonio liasa. |
| WO2016008886A1 (en) * | 2014-07-14 | 2016-01-21 | Danmarks Tekniske Universitet | Processes for the production of hydroxycinnamic acids using polypeptides having tyrosine ammonia lyase activity |
| WO2018148633A1 (en) | 2017-02-13 | 2018-08-16 | Codexis, Inc. | Engineered phenylalanine ammonia lyase polypeptides |
| CN108467841B (zh) * | 2018-03-23 | 2021-08-24 | 辽宁大学 | 蛭石固定化耐低温降解多环芳烃混合菌颗粒及其制备方法和应用 |
| WO2021158686A1 (en) | 2020-02-04 | 2021-08-12 | Codexis, Inc. | Engineered leucine decarboxylases |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4562151A (en) * | 1983-09-06 | 1985-12-31 | Monsanto Company | Stabilization of L-phenylalanine ammonia-lyase enzyme |
| US4584269A (en) * | 1983-10-31 | 1986-04-22 | Genex Corporation | Method for stabilizing the enzymatic activity of phenylalanine ammonia lyase during L-phenylalanine production |
| JP2578488B2 (ja) * | 1988-03-04 | 1997-02-05 | 協和醗酵工業株式会社 | アミノ酸の製造法 |
| US6521748B2 (en) * | 1999-08-06 | 2003-02-18 | E. I. Du Pont De Nemours And Company | Polynucleotide encoding a mutant Rhodotorula glutinis tyrosine ammonia lyase polypeptide |
| US6368837B1 (en) * | 1999-08-06 | 2002-04-09 | E. I. Du Pont Nemours And Company | Bioproduction of para-hydroxycinnamic acid |
| US6355468B1 (en) * | 2000-07-24 | 2002-03-12 | Pcbu Services, Inc., | Phenylalanine ammonia lyase polypeptide and polynucleotide sequences and methods of obtaining and using same |
| US20050148054A1 (en) * | 2001-05-04 | 2005-07-07 | Qi Wei W. | Methods for the production of tyrosine, cinnamic acid and para-hydroxycinnamics acid |
| US7067302B2 (en) | 2002-07-23 | 2006-06-27 | E. I. Du Pont De Nemours And Company | DNA and amino acid sequence of a tyrosine ammonia lyase enzyme from the bacterium Rhodobacter sphaeroides |
| EP1646712A4 (en) | 2003-04-14 | 2008-10-22 | Du Pont | METHOD FOR THE PRODUCTION OF PARA HYDROXYSTYRENE BY THE BIOCATALYTIC DECARBOXYLATION OF PARA-HYDROXYCIC ACID IN A TWO-PHASE REACTION MEDIUM |
| US7378261B2 (en) * | 2003-04-14 | 2008-05-27 | E.I. Du Pont De Nemours And Company | Method for preparing para-hydroxystyrene by biocatalytic decarboxylation of para-hydroxycinnamic acid in a biphasic reaction medium |
-
2005
- 2005-04-13 US US11/105,259 patent/US8003356B2/en not_active Expired - Lifetime
- 2005-04-20 WO PCT/US2005/013867 patent/WO2005116229A2/en not_active Ceased
- 2005-04-20 KR KR1020067021666A patent/KR20070008643A/ko not_active Withdrawn
- 2005-04-20 EP EP05779492A patent/EP1737968A4/en not_active Withdrawn
- 2005-04-20 TW TW094112609A patent/TW200607862A/zh unknown
- 2005-04-20 JP JP2007509681A patent/JP2007533329A/ja not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005116229A3 (en) | 2006-08-10 |
| JP2007533329A (ja) | 2007-11-22 |
| KR20070008643A (ko) | 2007-01-17 |
| EP1737968A2 (en) | 2007-01-03 |
| US8003356B2 (en) | 2011-08-23 |
| WO2005116229A2 (en) | 2005-12-08 |
| US20050260724A1 (en) | 2005-11-24 |
| EP1737968A4 (en) | 2010-02-03 |
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