Issue 31, 2016

Enantio-conversion and -selectivity of racemic atenolol kinetic resolution using free Pseudomonas fluorescens lipase (Amano) conducted via transesterification reaction

Abstract

In this report, effects of reaction parameters on kinetic resolution of racemic atenolol using Pseudomonas fluorescens lipase were investigated via transesterification for production of pharmacologically active eutomer (S)-atenolol with high enantiomeric purity. It was found that a temperature of 45 °C produced an acceptable enantioselectivity (E: 17). Good agitation speeds were found at 170–230 rpm producing E values of 12–15, whilst an enzyme activity of ≥2500 U gave 100% conversion of the (S)-atenolol. Substrate concentrations of 11.26–18.80 mM gave E values of 11.6–12.3. Variation of the substrate molar ratio yielded (S)-atenolol conversions of 44.67–61.58% with E = 12–23.

Graphical abstract: Enantio-conversion and -selectivity of racemic atenolol kinetic resolution using free Pseudomonas fluorescens lipase (Amano) conducted via transesterification reaction

Article information

Article type
Paper
Submitted
22 Jan 2016
Accepted
25 Feb 2016
First published
26 Feb 2016

RSC Adv., 2016,6, 26077-26085

Enantio-conversion and -selectivity of racemic atenolol kinetic resolution using free Pseudomonas fluorescens lipase (Amano) conducted via transesterification reaction

J. Agustian, A. H. Kamaruddin and H. Y. Aboul-Enein, RSC Adv., 2016, 6, 26077 DOI: 10.1039/C6RA01942K

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