Fungal Biocatalysis in Stereoselective Oxidation of 2-Phenylethanol

Three fungal strains were employed for the stereoselective oxidation of the cheap and commercially available substrate 2-phenylethanol, which resulted in chiral building blocks being received. The whole-cell biocatalysts were as follows: Beauveria bassiana DSM 1344, Beauveria brongniartii DSM 6651, and Rhizopus arrhizus DSM 1185. The main product of Beauveria bassiana bioconversion was 1-phenylethane-1,2-diol, obtained, depending on the form of the biocatalyst, as an R-enantiomer (e.g., 99.9%) with fresh biomass application or as a racemic mixture in cases of immobilization in agar-agar. The best and most innovative results for the synthesis of the R-enantiomer of diol were received under precisely defined conditions as a result of a scaling study conducted on an automatic batch reactor. This is a pioneering result, since, in previous studies, fresh mycelium of Aspergillus niger resulted in this product being received as the (S) enantiomer. Also, the use of Rhizopus arrhizus DSM 1185 (immobilized in polyurethane foams) presented important results, as the bioconversion of phenyl ethanol led, indeed, to the racemic mixture of 1-phenylethane-1,2-diol but was accompanied by a noticeable tyrosol synthesis, which had not been reported previously.