ES2145702A1 - Procedimiento enzimatico de obtencion de (r)-2-hidroxi-4-fenilbutanoato de etilo enantiomericamente puro utilizando biocatalizadores de lipasas inmovilizadas. - Google Patents
Procedimiento enzimatico de obtencion de (r)-2-hidroxi-4-fenilbutanoato de etilo enantiomericamente puro utilizando biocatalizadores de lipasas inmovilizadas.Info
- Publication number
- ES2145702A1 ES2145702A1 ES009800708A ES9800708A ES2145702A1 ES 2145702 A1 ES2145702 A1 ES 2145702A1 ES 009800708 A ES009800708 A ES 009800708A ES 9800708 A ES9800708 A ES 9800708A ES 2145702 A1 ES2145702 A1 ES 2145702A1
- Authority
- ES
- Spain
- Prior art keywords
- hydroxy
- phenylbutanoate
- immobilized
- formula
- enantiomerically pure
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title abstract 3
- 102000004882 Lipase Human genes 0.000 title abstract 2
- 108090001060 Lipase Proteins 0.000 title abstract 2
- ZJYKSSGYDPNKQS-LLVKDONJSA-N ethyl (2r)-2-hydroxy-4-phenylbutanoate Chemical compound CCOC(=O)[C@H](O)CCC1=CC=CC=C1 ZJYKSSGYDPNKQS-LLVKDONJSA-N 0.000 title abstract 2
- 230000002255 enzymatic effect Effects 0.000 title 1
- 102000004190 Enzymes Human genes 0.000 abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 2
- 239000004367 Lipase Substances 0.000 abstract 2
- JNJCEALGCZSIGB-VIFPVBQESA-N (2s)-2-hydroxy-4-phenylbutanoic acid Chemical compound OC(=O)[C@@H](O)CCC1=CC=CC=C1 JNJCEALGCZSIGB-VIFPVBQESA-N 0.000 abstract 1
- 239000005541 ACE inhibitor Substances 0.000 abstract 1
- 229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000011942 biocatalyst Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000001165 hydrophobic group Chemical group 0.000 abstract 1
- 235000019421 lipase Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Procedimiento enzimáico de obtención de (r)-2-hidroxi-4-fenilbutanoato de etilo enantioméricamente puro utilizando biocatalizadores de lipasas inmovilizadas.Consiste en hidrolizar enantioselectivamente con lipasas inmovilizadas, la mezcla racémica (R, S)-2-hidroxi-4-fenilbutanoato de etilo ((R,S)-HPBE) de fórmula (I), obteniéndose (R)-2-hidroxi-4-fenilbutanoato de etilo ((R)-HPBE) de fórmula (II) y ácido (S)-2-hidroxi-4-feniltutanoico de fórmula (III).El compuesto de fórmula (II) es un importante intermedio enla síntesis de inhibidores de la enzima convertidora de laangiotensina. El procedimiento se lleva a cabo en medios acuosos, en condiciones suaves de pH y temperatura y utiliza biocatalizadores de lipasas inmovilizados obtenidos por adsorción de las enzimas, a muy baja fuerza iónica, en soportes hidrofílicos modificados químicamente con una capa densa de grupos hidrofóbicos bien definidos.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9800708A ES2145702B1 (es) | 1998-04-03 | 1998-04-03 | Procedimiento enzimatico de obtencion de (r)-2-hidroxi-4-fenilbutanoato de etilo enantiomericamente puro utilizando biocatalizadores de lipasas inmovilizadas. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9800708A ES2145702B1 (es) | 1998-04-03 | 1998-04-03 | Procedimiento enzimatico de obtencion de (r)-2-hidroxi-4-fenilbutanoato de etilo enantiomericamente puro utilizando biocatalizadores de lipasas inmovilizadas. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2145702A1 true ES2145702A1 (es) | 2000-07-01 |
| ES2145702B1 ES2145702B1 (es) | 2001-02-01 |
Family
ID=8303332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES9800708A Expired - Fee Related ES2145702B1 (es) | 1998-04-03 | 1998-04-03 | Procedimiento enzimatico de obtencion de (r)-2-hidroxi-4-fenilbutanoato de etilo enantiomericamente puro utilizando biocatalizadores de lipasas inmovilizadas. |
Country Status (1)
| Country | Link |
|---|---|
| ES (1) | ES2145702B1 (es) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2161167A1 (es) * | 1999-09-24 | 2001-11-16 | Vita Invest Sa | Procedimiento de hidrolisis enzimatica de esteres del acido (3sr,4rs)-4-(4-flurofenil)-6-oxopiperidin-3-carboxilico con biocatalizadores de lipasas o esterasas inmovilizadas. |
| WO2010139837A1 (es) * | 2009-06-01 | 2010-12-09 | Consejo Superior De Investigaciones Científicas (Csic) | Complejos covalentes de lipasas con proteínas, sondas de adn, cofactores u otras biomoléculas |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668628A (en) * | 1985-04-01 | 1987-05-26 | Stauffer Chemical Company | Resolution of racemic mixtures of aliphatic acid esters |
| EP0325971A2 (de) * | 1988-01-26 | 1989-08-02 | F. Hoffmann-La Roche Ag | Verfahren zur Herstellung optisch reiner Hydroxyarylalkansäuren und -ester |
-
1998
- 1998-04-03 ES ES9800708A patent/ES2145702B1/es not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4668628A (en) * | 1985-04-01 | 1987-05-26 | Stauffer Chemical Company | Resolution of racemic mixtures of aliphatic acid esters |
| EP0325971A2 (de) * | 1988-01-26 | 1989-08-02 | F. Hoffmann-La Roche Ag | Verfahren zur Herstellung optisch reiner Hydroxyarylalkansäuren und -ester |
Non-Patent Citations (1)
| Title |
|---|
| YAMANÉ, T. et al.: "Repeated use of lipase immobilized on amphiphilic gel for hydrolysis of a small amount of glycerides included in liquid crude fatty acid", (1982), J. Ferment. Technol., Vol. 60 (6), paginas 517-523 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2161167A1 (es) * | 1999-09-24 | 2001-11-16 | Vita Invest Sa | Procedimiento de hidrolisis enzimatica de esteres del acido (3sr,4rs)-4-(4-flurofenil)-6-oxopiperidin-3-carboxilico con biocatalizadores de lipasas o esterasas inmovilizadas. |
| WO2010139837A1 (es) * | 2009-06-01 | 2010-12-09 | Consejo Superior De Investigaciones Científicas (Csic) | Complejos covalentes de lipasas con proteínas, sondas de adn, cofactores u otras biomoléculas |
| ES2352779A1 (es) * | 2009-06-01 | 2011-02-23 | Consejo Superior De Investigaciones Cientificas (Csic) | Complejos covalentes de lipasas con proteinas, sondas de adn, cofactores u otras biomoleculas. |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2145702B1 (es) | 2001-02-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
Date of ref document: 20000701 Kind code of ref document: A1 Effective date: 20000701 |
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| FD2A | Announcement of lapse in spain |
Effective date: 20180726 |