Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid

Here, we focused on a simple enzymatic epoxidation of alkenes using lipase and phenylacetic acid. The immobilised Candida antarctica lipase B, Novozym 435 was used to catalyse the formation of peroxy acid instantly from hydrogen peroxide (H2O2) and phenylacetic acid. The peroxy phenylacetic acid gen...

Full description

Saved in:
Bibliographic Details
Main Authors: Emilia Abdulmalek, Mahashanon Arumugam, Hanis Nabillah Mizan, Mohd. Basyaruddin Abdul Rahman, Mahiran Basri, Abu Bakar Salleh
Format: Article
Language:English
Published: Wiley 2014-01-01
Series:The Scientific World Journal
Online Access:http://dx.doi.org/10.1155/2014/756418
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850236920624316416
author Emilia Abdulmalek
Mahashanon Arumugam
Hanis Nabillah Mizan
Mohd. Basyaruddin Abdul Rahman
Mahiran Basri
Abu Bakar Salleh
author_facet Emilia Abdulmalek
Mahashanon Arumugam
Hanis Nabillah Mizan
Mohd. Basyaruddin Abdul Rahman
Mahiran Basri
Abu Bakar Salleh
author_sort Emilia Abdulmalek
collection DOAJ
description Here, we focused on a simple enzymatic epoxidation of alkenes using lipase and phenylacetic acid. The immobilised Candida antarctica lipase B, Novozym 435 was used to catalyse the formation of peroxy acid instantly from hydrogen peroxide (H2O2) and phenylacetic acid. The peroxy phenylacetic acid generated was then utilised directly for in situ oxidation of alkenes. A variety of alkenes were oxidised with this system, resulting in 75–99% yield of the respective epoxides. On the other hand, the phenylacetic acid was recovered from the reaction media and reused for more epoxidation. Interestingly, the waste phenylacetic acid had the ability to be reused for epoxidation of the 1-nonene to 1-nonene oxide, giving an excellent yield of 90%.
format Article
id doaj-art-1bf138e1f1d0474d9865708e0c6eb5ef
institution OA Journals
issn 2356-6140
1537-744X
language English
publishDate 2014-01-01
publisher Wiley
record_format Article
series The Scientific World Journal
spelling doaj-art-1bf138e1f1d0474d9865708e0c6eb5ef2025-08-20T02:01:51ZengWileyThe Scientific World Journal2356-61401537-744X2014-01-01201410.1155/2014/756418756418Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic AcidEmilia Abdulmalek0Mahashanon Arumugam1Hanis Nabillah Mizan2Mohd. Basyaruddin Abdul Rahman3Mahiran Basri4Abu Bakar Salleh5Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaDepartment of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaDepartment of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaDepartment of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaDepartment of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaDepartment of Biochemistry, Faculty of Biotechnology and Biomolecular Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, MalaysiaHere, we focused on a simple enzymatic epoxidation of alkenes using lipase and phenylacetic acid. The immobilised Candida antarctica lipase B, Novozym 435 was used to catalyse the formation of peroxy acid instantly from hydrogen peroxide (H2O2) and phenylacetic acid. The peroxy phenylacetic acid generated was then utilised directly for in situ oxidation of alkenes. A variety of alkenes were oxidised with this system, resulting in 75–99% yield of the respective epoxides. On the other hand, the phenylacetic acid was recovered from the reaction media and reused for more epoxidation. Interestingly, the waste phenylacetic acid had the ability to be reused for epoxidation of the 1-nonene to 1-nonene oxide, giving an excellent yield of 90%.http://dx.doi.org/10.1155/2014/756418
spellingShingle Emilia Abdulmalek
Mahashanon Arumugam
Hanis Nabillah Mizan
Mohd. Basyaruddin Abdul Rahman
Mahiran Basri
Abu Bakar Salleh
Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
The Scientific World Journal
title Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
title_full Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
title_fullStr Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
title_full_unstemmed Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
title_short Chemoenzymatic Epoxidation of Alkenes and Reusability Study of the Phenylacetic Acid
title_sort chemoenzymatic epoxidation of alkenes and reusability study of the phenylacetic acid
url http://dx.doi.org/10.1155/2014/756418
work_keys_str_mv AT emiliaabdulmalek chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid
AT mahashanonarumugam chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid
AT hanisnabillahmizan chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid
AT mohdbasyaruddinabdulrahman chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid
AT mahiranbasri chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid
AT abubakarsalleh chemoenzymaticepoxidationofalkenesandreusabilitystudyofthephenylaceticacid