[Synthesis of S(+)-2-(4-isobutylphenyl) propionic acid by asymmetric hydrolysis of microbial enzyme. II. Reaction conditions and product extraction].
Trichosporon cutaneum 158 exhibited higher sterospecificity to hydrolyze substrate ibuprofen ester. Among the five chosen substrate, asymmetric hydrolysis of methyl ester or isopropyl ester formed S(+)-ibuprofen of 97% ee. While ethyl ester not only gave ee 93% but also showed the highest hydrolytic activity. The optimum pH range for asymmetric hydrolysis was 6.5-7.0. Ability of resolusion was stabler in the range of temperature 28-37 degrees C. This yeast produced intracellular enzyme. Hydrolysis can be carried out by powered cells treated by iced-acetone to improve the specificity of resolution. The product S(+)-ibuprofen can be got with acid-base reaction and organic solvent extraction, unreacted esters can be recovered simultaneously.
D006868:Hydrolysis; D007052:Ibuprofen; D014250:Trichosporon / Q000201:enzymology / Q000378:metabolism*
D007052:Ibuprofen