In:
Advanced Synthesis & Catalysis, Wiley, Vol. 349, No. 8-9 ( 2007-06-04), p. 1405-1417
Abstract:
The aim of this work was to perform different studies allowing us to improve the methodology we had previously described to realise the Aspergillus niger epoxide hydrolase‐catalysed resolution of eight trifluoromethyl‐substituted styrene oxide derivatives. A two liquid‐liquid phase methodology was developed, for the first time with such an enzyme, using iso‐octane as a co‐solvent. Different experimental parameters like the global volume substrate concentration, the substrate over enzyme ratio, the agitation rate and the purity of the enzyme were also optimised. This allowed us to set up very efficient bioreactors allowing performance of the hydrolytic kinetic resolution of the different substrates by operating at room temperature (27 °C), within a few hours only and at a very high global volume substrate concentration, i.e., 360 g/ L (1.8 M). The efficiencies of the Aspergillus niger epoxide hydrolase toward the different epoxides studied were compared and the productivity of the practical process was evaluated. These results amply demonstrated that, without contest, the biocatalysed hydrolytic kinetic resolution of epoxides is nowadays to be considered as a very efficient, mild, cheap and easy‐to‐use “green chemistry” methodology applicable for cost effective preparative (i.e., industrial) scale implementation.
Type of Medium:
Online Resource
ISSN:
1615-4150
,
1615-4169
DOI:
10.1002/adsc.v349:8/9
DOI:
10.1002/adsc.200700085
Language:
English
Publisher:
Wiley
Publication Date:
2007
detail.hit.zdb_id:
2041384-1
detail.hit.zdb_id:
2033084-4
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