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EN
Phosphonates (compounds with a direct bond between carbon and phosphorus atoms (C-P)) have an extremely versatile role in industry, since they are used as e.g. chelating agents, antifungal agents, herbicides, antiviral agents or antibiotics. Biocatalysis is a suitable option to obtain optically pure enantiomers, which is vital as different enantiomers have different biological activity. An excellent example of a biocatalyst is the yeast Rhodotorula mucilaginosa, as it can grow in the presence of phosphonates and organic solvents, such as hexane, while maintaining its reductive properties under these non-natural conditions. They were used as a biocatalyst in the biotransformation of diethyl 1,1-difluoro-2-oxo-phenylethylphosphonate to diethyl 1,1-difluoro-2-hydroxy-phenylethylphosphonate. Immobilisation on Celite R 630 and lyophilisation of yeast cells, as well as application of additional chemicals (ethanol, isopropanol) and different times of biotransformation enhanced the efficiency of the process. Thanks to the addition of quinine (a chiral solvating agent – CSA), distinguishing an optically pure product was possible on 31P NMR.
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