title: Improved activity and stability of Rhizopus oryzae lipase via immobilization for citronellol ester synthesis in supercritical carbon dioxide.
abstract: In present work, Rhizopus oryzae lipase immobilized on a film prepared using blend of hydroxylpropyl methyl cellulose (HPMC) and polyvinyl alcohol (PVA) was investigated for synthesis of citronellol esters with supercritical carbon dioxide (Sc-CO(2)) as a reaction medium. The transesterification reaction was optimized for various reaction parameters like effect of molar ratio, acyl donor, time, temperature, enzyme concentration, effect of pressure and co-solvent to achieve the maximum yield of desired product. The results obtained signify remarkable increment (about eightfold) in the yield of citronellol acetate (91%) as compared to that of free lipase (11%) in Sc-CO(2). The developed biocatalytic methodology provides a substantial advantage of low biocatalyst loading (1.5%, w/v), lower reaction temperature (45°C) and lower pressure (8 MPa) as compared to previous reports. The immobilization method has significantly enhanced the operational stability of lipase for ester synthesis under Sc-CO(2) conditions. The developed methodology was successfully applied for synthesis of three different industrially important citronellol esters namely citronellol acetate (91%), citronellol butyrate (98%), citronellol laurate (99%) with excellent yields using vinyl esters as acyl donor under Sc-CO(2) conditions. In addition, the immobilized biocatalyst was effectively recycled for three consecutive recycles.
authors: Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai 400 019, India.
authors: Kishor P
authors: KP
authors: Dhake
authors: Krishna M
authors: KM
authors: Deshmukh
authors: Yogesh P
authors: YP
authors: Patil
authors: Rekha S
authors: RS
authors: Singhal
authors: Bhalchandra M
authors: BM
authors: Bhanage
mesh_terms: D000080462:Acyclic Monoterpenes; D002245:Carbon Dioxide / Q000737:chemistry*; D004795:Enzyme Stability; D004800:Enzymes, Immobilized / Q000737:chemistry* / Q000378:metabolism; D017743:Equipment Reuse; D004951:Esterification; D004952:Esters / Q000737:chemistry / Q000378:metabolism; D007848:Laurates; D008049:Lipase / Q000737:chemistry* / Q000378:metabolism; D039821:Monoterpenes / Q000737:chemistry / Q000378:metabolism*; D012233:Rhizopus / Q000201:enzymology*; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D013997:Time Factors
chemical_list: D000080462:Acyclic Monoterpenes; D004800:Enzymes, Immobilized; D004952:Esters; D007848:Laurates; D039821:Monoterpenes; C516141:citronellyl laurate ester; D002245:Carbon Dioxide; D008049:Lipase; C040879:citronellyl acetate; C007078:citronellol