Agustian, Joni and Harun@Kamaruddin, Azlina and Aboul-Enein, Hassan (2017) Factors screening to statistical experimental design of racemicatenolol kinetic resolution via transesterification reaction inorganic solvent using free Pseudomonas fluorescens lipase. Chirality. pp. 1-10. ISSN 1520-636X (In Press)

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chir.22...

Abstract

As the (R)‐enantiomer of racemic atenolol has no β ‐ blocking activity and no lack ofside effects, switching from the racemate to the (S)‐atenolol is more favorable.Transesterification of racemic atenolol using free enzymes investigated as a resourceto resolve the racemate via this method is limited. Screenings of enzyme, medium,and acetyl donor were conducted first to give Pseudomonas fluorescens lipase,tetrahydrofuran, and vinyl acetate. A statistical design of the experiment was thendeveloped using Central Comp osite Design on some operational factors, whichresulted in the conversions of 11.70–61.91% and substrate enantiomeric excess(ee) of 7.31–100%. The quadratic models are acceptable with R2of 95.13% (conver-sion) and 89.63% (ee). The predicted values match the observed values reasonablywell. Temperature, agitation speed, and substrate molar ratio factor have low effectson conversion and ee, but enzyme loading affects the responses highly. Theinteraction of temperature–agitation speed and temperature–substrate molar ratioshow significant effects on conversion, while temperature–agitation speed,temperature–substrate molar ratio, and agitation speed–substrate molar ratio affectee highly. Optimum conditions for the use of Pseudomonas fluorescens lipase,tetrahydrofuran, and vinyl acetate were found at 45°C, 175 rpm, 2000 U, and1:3.6 substrate molar ratio.

Item Type: Article
Subjects: T Technology > TP Chemical technology
Divisions: Fakultas Teknik (FT) > Prodi Teknik Kimia
Depositing User: JONI AGUST
Date Deposited: 31 May 2017 04:43
Last Modified: 31 May 2017 04:43
URI: http://repository.lppm.unila.ac.id/id/eprint/2204

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