title: Bifunctional carbohydrate biopolymers entrapped lipase as catalyst for the two consecutive conversions of α-pinene to oxy-derivatives.
abstract: Bifunctional catalysts designed as carbohydrate biopolymers entrapping lipase have been investigated for the biotransformation of a natural compound (α-pinene) to oxy-derivatives. Lipases assisted the epoxidation of α-pinene using H2O2 as oxidation reagent and ethyl acetate as both acetate-supplier and solvent affording α-pinene oxide as the main product. Further, the biopolymer promoted the isomerization of α-pinene oxide to campholenic aldehyde and trans-carenol. In this case, the biopolymers played double roles of the support and also active part of the bifunctional catalyst. Screening of enzymes and their entrapping in a biopolymeric matrix (e.g. Ca-alginate and κ-carrageenan) indicated the lipase extracted from Aspergillus niger as the most efficient. In addition, the presence of biopolymers enhanced the catalytic activity of the immobilized lipase (i.e. 13.39×10(3), 19.76×10(3)and 26.46×10(3) for the free lipase, lipase-carrageenan and lipase-alginate, respectively). The catalysts stability and reusability were confirmed in eight consecutively reaction runs.
authors: University of Bucharest, Department of Organic Chemistry, Biochemistry and Catalysis, Bd. Regina Elisabeta 4-12, Bucharest 030016, Romania.
authors: Madalina
authors: M
authors: Tudorache
authors: University of Bucharest, Department of Organic Chemistry, Biochemistry and Catalysis, Bd. Regina Elisabeta 4-12, Bucharest 030016, Romania.
authors: Andreea
authors: A
authors: Gheorghe
authors: University of Bucharest, Department of Organic Chemistry, Biochemistry and Catalysis, Bd. Regina Elisabeta 4-12, Bucharest 030016, Romania.
authors: Alina
authors: A
authors: Negoi
authors: Institute of Biology Bucharest of the Romanian Academy, Spl. Independentei 296, Sect. 6, P.O. Box 56-53, 060031, Bucharest, Romania.
authors: Madalin
authors: M
authors: Enache
authors: Institute of Biology Bucharest of the Romanian Academy, Spl. Independentei 296, Sect. 6, P.O. Box 56-53, 060031, Bucharest, Romania.
authors: Gabriel-Mihai
authors: GM
authors: Maria
authors: University of Bucharest, Department of Organic Chemistry, Biochemistry and Catalysis, Bd. Regina Elisabeta 4-12, Bucharest 030016, Romania. Electronic address: vasile.parvulescu@g.unibuc.ro.
authors: Vasile I
authors: VI
authors: Parvulescu
mesh_terms: D000464:Alginates / Q000737:chemistry*; D001234:Aspergillus niger / Q000201:enzymology*; D002351:Carrageenan / Q000737:chemistry*; D004800:Enzymes, Immobilized / Q000737:chemistry*; D005656:Fungal Proteins / Q000737:chemistry*; D020723:Glucuronic Acid / Q000737:chemistry; D006603:Hexuronic Acids / Q000737:chemistry; D008049:Lipase / Q000737:chemistry*
chemical_list: D000464:Alginates; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D006603:Hexuronic Acids; D020723:Glucuronic Acid; D002351:Carrageenan; D008049:Lipase
keywords: Bifunctional catalyst; Biopolymer; Chemoenzymatic oxidation; Lipase; α-Pinene