Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports
Optically active (−)-menthyl butyrate was synthesized by enantioselective esterification of racemic (±)-menthol and butyric anhydride using lipase from Candida rugosa immobilized onto epoxy-activated supports of Eupergit C and Eupergit C 250 L through physical adsorption method. The effects of vario...
Main Authors: | , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Elsevier
2008
|
Online Access: | http://psasir.upm.edu.my/id/eprint/6144/1/Production%20of%20highly%20enantioselective%20%28%E2%88%92%29-menthyl%20butyrate%20using%20Candida%20rugosa%20lipase%20immobilized%20on%20epoxy-activated%20supports.pdf |
_version_ | 1825943996034187264 |
---|---|
author | Othman, Siti Salhah Basri, Mahiran Hussein, Mohd Zobir Abdul Rahman, Mohd Basyaruddin Raja Abdul Rahman, Raja Noor Zaliha Salleh, Abu Bakar Jasmani, Halila |
author_facet | Othman, Siti Salhah Basri, Mahiran Hussein, Mohd Zobir Abdul Rahman, Mohd Basyaruddin Raja Abdul Rahman, Raja Noor Zaliha Salleh, Abu Bakar Jasmani, Halila |
author_sort | Othman, Siti Salhah |
collection | UPM |
description | Optically active (−)-menthyl butyrate was synthesized by enantioselective esterification of racemic (±)-menthol and butyric anhydride using lipase from Candida rugosa immobilized onto epoxy-activated supports of Eupergit C and Eupergit C 250 L through physical adsorption method. The effects of various temperature, storage condition, stability in organic solvent and lipase recyclability were investigated for their influence on the enzymatic enantioselective formation of (−)-menthyl butyrate. The immobilized lipases retained high catalytic activity of up to 31% yield and 100% enantiomeric excess of the desired product, and showed better stability compared to the native lipase. They also exhibited about 50% retained activity even after incubation at higher temperatures, storage at room temperature and after long incubation in hexane. Immobilized lipases also showed considerably efficient reusability. |
first_indexed | 2024-03-06T07:09:02Z |
format | Article |
id | upm.eprints-6144 |
institution | Universiti Putra Malaysia |
language | English |
last_indexed | 2024-03-06T07:09:02Z |
publishDate | 2008 |
publisher | Elsevier |
record_format | dspace |
spelling | upm.eprints-61442016-09-28T04:05:29Z http://psasir.upm.edu.my/id/eprint/6144/ Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports Othman, Siti Salhah Basri, Mahiran Hussein, Mohd Zobir Abdul Rahman, Mohd Basyaruddin Raja Abdul Rahman, Raja Noor Zaliha Salleh, Abu Bakar Jasmani, Halila Optically active (−)-menthyl butyrate was synthesized by enantioselective esterification of racemic (±)-menthol and butyric anhydride using lipase from Candida rugosa immobilized onto epoxy-activated supports of Eupergit C and Eupergit C 250 L through physical adsorption method. The effects of various temperature, storage condition, stability in organic solvent and lipase recyclability were investigated for their influence on the enzymatic enantioselective formation of (−)-menthyl butyrate. The immobilized lipases retained high catalytic activity of up to 31% yield and 100% enantiomeric excess of the desired product, and showed better stability compared to the native lipase. They also exhibited about 50% retained activity even after incubation at higher temperatures, storage at room temperature and after long incubation in hexane. Immobilized lipases also showed considerably efficient reusability. Elsevier 2008 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/6144/1/Production%20of%20highly%20enantioselective%20%28%E2%88%92%29-menthyl%20butyrate%20using%20Candida%20rugosa%20lipase%20immobilized%20on%20epoxy-activated%20supports.pdf Othman, Siti Salhah and Basri, Mahiran and Hussein, Mohd Zobir and Abdul Rahman, Mohd Basyaruddin and Raja Abdul Rahman, Raja Noor Zaliha and Salleh, Abu Bakar and Jasmani, Halila (2008) Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports. Food Chemistry, 106 (2). pp. 437-443. ISSN 0308-8146; ESSN: 1873-7072 http://www.sciencedirect.com/science/article/pii/S0308814607003779 10.1016/j.foodchem.2007.04.026 |
spellingShingle | Othman, Siti Salhah Basri, Mahiran Hussein, Mohd Zobir Abdul Rahman, Mohd Basyaruddin Raja Abdul Rahman, Raja Noor Zaliha Salleh, Abu Bakar Jasmani, Halila Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title | Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title_full | Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title_fullStr | Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title_full_unstemmed | Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title_short | Production of highly enantioselective (−)-menthyl butyrate using Candida rugosa lipase immobilized on epoxy-activated supports |
title_sort | production of highly enantioselective menthyl butyrate using candida rugosa lipase immobilized on epoxy activated supports |
url | http://psasir.upm.edu.my/id/eprint/6144/1/Production%20of%20highly%20enantioselective%20%28%E2%88%92%29-menthyl%20butyrate%20using%20Candida%20rugosa%20lipase%20immobilized%20on%20epoxy-activated%20supports.pdf |
work_keys_str_mv | AT othmansitisalhah productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT basrimahiran productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT husseinmohdzobir productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT abdulrahmanmohdbasyaruddin productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT rajaabdulrahmanrajanoorzaliha productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT sallehabubakar productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports AT jasmanihalila productionofhighlyenantioselectivementhylbutyrateusingcandidarugosalipaseimmobilizedonepoxyactivatedsupports |