Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor
Ibuprofen (isobutyl-propanoic-phenolic acid) is a chiral drug which essentially well-known for its analgesic, antipyretic and anti-inflammatory effects. In the present work, an enzymatic membrane reactor (EMR) has been developed for the production of optically pure (S)-ibuprofen acid. The EMR is equ...
| Main Authors: | , , , |
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| Format: | Journal Article |
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American Chemical Society
2013
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| Online Access: | http://hdl.handle.net/20.500.11937/22240 |
| _version_ | 1848750814983618560 |
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| author | Lau, Sie Yon Gonawan, Fadzil Kamaruddin, Azlina Uzir, Mohamad |
| author_facet | Lau, Sie Yon Gonawan, Fadzil Kamaruddin, Azlina Uzir, Mohamad |
| author_sort | Lau, Sie Yon |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | Ibuprofen (isobutyl-propanoic-phenolic acid) is a chiral drug which essentially well-known for its analgesic, antipyretic and anti-inflammatory effects. In the present work, an enzymatic membrane reactor (EMR) has been developed for the production of optically pure (S)-ibuprofen acid. The EMR is equipped with a multi-tubular fixed bed racemization unit to enhance the enzymatic deracemization of (R,S)-ibuprofen ester. Several process parameters such as enzyme loading, racemization catalyst loading, reaction temperature, buffer pH as well as the flow rate were investigated. These experimental results were then compared with the proposed process model. It was found that the experimental data were in good agreement with the theoretical results. The optimum condition of the lipase-catalyzed dynamic kinetic resolution (DKR) using the EMR could give 96-98% conversion with 97-99% of product enantiomeric excess (eep). |
| first_indexed | 2025-11-14T07:42:49Z |
| format | Journal Article |
| id | curtin-20.500.11937-22240 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T07:42:49Z |
| publishDate | 2013 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-222402017-09-13T13:51:44Z Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor Lau, Sie Yon Gonawan, Fadzil Kamaruddin, Azlina Uzir, Mohamad S)-Ibuprofen ester (R enantiomeric excess racemization enzymatic membrane reactor Dynamic kinetic resolution Ibuprofen (isobutyl-propanoic-phenolic acid) is a chiral drug which essentially well-known for its analgesic, antipyretic and anti-inflammatory effects. In the present work, an enzymatic membrane reactor (EMR) has been developed for the production of optically pure (S)-ibuprofen acid. The EMR is equipped with a multi-tubular fixed bed racemization unit to enhance the enzymatic deracemization of (R,S)-ibuprofen ester. Several process parameters such as enzyme loading, racemization catalyst loading, reaction temperature, buffer pH as well as the flow rate were investigated. These experimental results were then compared with the proposed process model. It was found that the experimental data were in good agreement with the theoretical results. The optimum condition of the lipase-catalyzed dynamic kinetic resolution (DKR) using the EMR could give 96-98% conversion with 97-99% of product enantiomeric excess (eep). 2013 Journal Article http://hdl.handle.net/20.500.11937/22240 10.1021/ie400795j American Chemical Society restricted |
| spellingShingle | S)-Ibuprofen ester (R enantiomeric excess racemization enzymatic membrane reactor Dynamic kinetic resolution Lau, Sie Yon Gonawan, Fadzil Kamaruddin, Azlina Uzir, Mohamad Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title | Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title_full | Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title_fullStr | Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title_full_unstemmed | Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title_short | Enzymatic Deracemization of (R,S)-Ibuprofen Ester via Lipase-catalyzed Membrane Reactor |
| title_sort | enzymatic deracemization of (r,s)-ibuprofen ester via lipase-catalyzed membrane reactor |
| topic | S)-Ibuprofen ester (R enantiomeric excess racemization enzymatic membrane reactor Dynamic kinetic resolution |
| url | http://hdl.handle.net/20.500.11937/22240 |