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  • Kinetic resolution of (R/S)-propranolol (1-isopropylamino-3-(1-naphtoxy)-2-propanolol) catalyzed by immobilized preparations of Candida antarctica lipase B (CAL-B).

Kinetic resolution of (R/S)-propranolol (1-isopropylamino-3-(1-naphtoxy)-2-propanolol) catalyzed by immobilized preparations of Candida antarctica lipase B (CAL-B).

New biotechnology (2010-07-30)
Oveimar Barbosa, Cesar Ariza, Claudia Ortiz, Rodrigo Torres
ABSTRACT

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.

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Supelco
Vinyl acetate solution, certified reference material, 5000 μg/mL in acetonitrile
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Sigma-Aldrich
Vinyl acetate, contains 3-20 ppm hydroquinone as inhibitor, ≥99%
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Vinyl acetate, European Pharmacopoeia (EP) Reference Standard
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Sigma-Aldrich
Vinyl acetate, CP
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Supelco
Vinyl acetate, analytical standard
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