Deracemization of (RS)-1-[(4-Methylselanyl)Phenyl]Ethanol and (RS)-1-[(4-Ethylselanyl)Phenyl]Ethanol by Strains of Aspergillus terreus

Abstract

The fungal strains Aspergillus terreus URM 3371 and A. terreus CCT 4083, isolated in Brazil, catalysed the deracemization of (RS)-1-[(4-methylselanyl)phenyl]ethanol (1) and (RS)-1-[(4-ethylselanyl)phenyl]ethanol (2). Different mass of whole fungal cells (1–5 g), pH values (4 and 7), biotransformation temperature (20 and 32 °C) and additives (ethanol, butanol, propanol and cyclohexanol) were employed in attempt to improve product yield and selectivity. The A. terreus strain URM 3371 transformed (RS)-1 into (+)-(R)-1 with high enantiomeric excess (e.e.≥98 %), good conversion (≥98 %) and acceptable yield (53 %).

Keywords

• Aspergillus terreus
• biotransformation
• chiral organoseleno alcohols
• fungal cells
• deracemization