title: Optimized enzymatic synthesis of hesperidin fatty acid esters in a two-phase system containing ionic liquid.
abstract: Response surface methodology (RSM) based on a five-level, three-variable central composite design (CCD) was employed for modeling and optimizing the conversion yield of the enzymatic acylation of hesperidin with decanoic acid using immobilized Candida antarctica lipase B (CALB) in a two-phase system containing [bmim]BF(4). The three variables studied (molar ratio of hesperidin to decanoic acid, [bmim]BF(4)/acetone ratio and lipase concentration) significantly affected the conversion yield of acylated hesperidin derivative. Verification experiments confirmed the validity of the predicted model. The lipase showed higher conversion degree in a two-phase system using [bmim]BF(4) and acetone compared to that in pure acetone. Under the optimal reaction conditions carried out in a single-step biocatalytic process when the water content was kept lower than 200 ppm, the maximum acylation yield was 53.6%.
authors.affiliation: São Francisco University, São Francisco de Assis Av, 218, Bragança Paulista, SP 12916-900, Brazil.
authors.forename: Maria Elisa Melo Branco
authors.initials: ME
authors.lastname: de Araújo
authors.forename: Fabiano Jares
authors.initials: FJ
authors.lastname: Contesini
authors.forename: Yollanda Edwirges Moreira
authors.initials: YE
authors.lastname: Franco
authors.forename: Alexandra C H Frankland
authors.initials: AC
authors.lastname: Sawaya
authors.forename: Thiago Grando
authors.initials: TG
authors.lastname: Alberto
authors.forename: Natália
authors.initials: N
authors.lastname: Dalfré
authors.forename: Patrícia de Oliveira
authors.initials: Pde O
authors.lastname: Carvalho
mesh_terms: D000704:Analysis of Variance; D055162:Biocatalysis; D002175:Candida / Q000201:enzymology; D003652:Decanoic Acids / Q000138:chemical synthesis*; D004800:Enzymes, Immobilized / Q000737:chemistry*; D004952:Esters; D005656:Fungal Proteins; D006569:Hesperidin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007093:Imidazoles / Q000737:chemistry; D052578:Ionic Liquids / Q000737:chemistry*; D007700:Kinetics; D008049:Lipase / Q000737:chemistry*
chemical_list: C419324:1-butyl-3-methylimidazolium tetrafluoroborate; D003652:Decanoic Acids; D004800:Enzymes, Immobilized; D004952:Esters; D005656:Fungal Proteins; D007093:Imidazoles; D052578:Ionic Liquids; D006569:Hesperidin; D008049:Lipase; C431349:lipase B, Candida antarctica