Kinetic resolution of (R/S)-propranolol (1-isopropylamino-3-(1-naphtoxy)-2-propanolol) catalyzed by immobilized preparations of Candida antarctica lipase B (CAL-B).
Enzyme preparations of Candida antarctica B lipase (CAL-B) - immobilized on Eupergit C and partially modified Eupergit C supports - were tested for kinetic resolution of (R/S)-propranolol, using vinyl acetate as acyl donor, and toluene as organic solvent. The effects of (R/S)-propranolol concentration, vinyl acetate concentration and biocatalyst loading on the esterification and resolution of propranolol were studied. Additionally, different types of immobilized lipase derivatives were also evaluated in terms of its selectivity on kinetic resolution of (R,S)-propranolol. These derivatives showed different enantiomeric ratios (E), with high enantiomeric ratios (E=57) with CAL-B immobilized on Eupergit C supports.
Barbosa
Oveimar
O
Escuela de Química, Grupo de investigación en Bioquímica e Ingeniería de proteínas (GIBIP), Edificio Camilo Torres 210, Universidad Industrial de Santander, Bucaramanga, Colombia.
Ariza
Cesar
C
Ortiz
Claudia
C
Torres
Rodrigo
R
D002384:Catalysis; D004800:Enzymes, Immobilized / Q000378:metabolism*; D004951:Esterification; D005656:Fungal Proteins; D008049:Lipase / Q000378:metabolism*; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry; D011433:Propranolol / Q000031:analogs & derivatives* / Q000378:metabolism*; D012997:Solvents / Q000737:chemistry / Q000378:metabolism; D013237:Stereoisomerism; D014050:Toluene / Q000737:chemistry / Q000378:metabolism; D014753:Vinyl Compounds / Q000737:chemistry / Q000378:metabolism
D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D011108:Polymers; D012997:Solvents; D014753:Vinyl Compounds; D014050:Toluene; C065843:Eupergit C; D011433:Propranolol; D008049:Lipase; C431349:lipase B, Candida antarctica; C011566:vinyl acetate