title: Chemoenzymatic epoxidation of alkenes and reusability study of the phenylacetic acid.
abstract: 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%.
authors.affiliation: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Emilia
authors.initials: E
authors.lastname: Abdulmalek
authors.affiliation: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Mahashanon
authors.identifier: 0000-0001-7441-7050
authors.initials: M
authors.lastname: Arumugam
authors.affiliation: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Hanis Nabillah
authors.initials: HN
authors.lastname: Mizan
authors.affiliation: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Mohd Basyaruddin
authors.initials: MB
authors.lastname: Abdul Rahman
authors.affiliation: Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Mahiran
authors.initials: M
authors.lastname: Basri
authors.affiliation: Department of Biochemistry, Faculty of Biotechnology and Biomolecular Science, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia.
authors.forename: Abu Bakar
authors.initials: AB
authors.lastname: Salleh
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D055162:Biocatalysis; D002175:Candida / Q000201:enzymology; D004800:Enzymes, Immobilized; D004852:Epoxy Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D005656:Fungal Proteins / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry; D008049:Lipase / Q000737:chemistry; D010648:Phenylacetates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000475:Alkenes; D004800:Enzymes, Immobilized; D004852:Epoxy Compounds; D005656:Fungal Proteins; D010648:Phenylacetates; C027720:peroxyphenylacetic acid; D006861:Hydrogen Peroxide; D008049:Lipase