Immobilization of Amano lipase AK from Pseudomonas fluorescens on different types of chitosan-containing supports: use in the kinetic resolution of rac-indanol

Amano lipase AK from P. fluorescens was immobilized on different types of chitosan-containing supports. Chitosan lower molecular weight (2.5%), chitosan lower molecular weight/sodium alginate (2.5%/2.5%) and chitosan lower molecular weight/carrageenan (2.5%/2.5%) allowed the highest values of immobilization yields (IY) of 81, 81 and 83%, respectively. Best activity results were achieved using chitosan average molecular weight (5%) and chitosan lower molecular weight/sodium alginate (2.5%/2.5%) as support, with values of 1.40 and 1.30 U-pNPB/g(gel) and with recovery activities of 45.75 and 35.6%, respectively. These derivatives were evaluated in the kinetic resolution of rac-indanol to obtain a key intermediate in the synthesis of a drug used in the treatment of Parkinson's disease. The most efficient derivatives in the kinetic resolution were lipase immobilized on chitosan average molecular weight (5.0%) and chitosan low molecular weight/sodium alginate, the latter leading to obtaining both (S)-indanol and (R)-indanyl acetate with > 99% ee and 50% conversion.

Automated summary

The study investigated the immobilization of Amano lipase AK from P. fluorescens on different chitosan-containing supports, with lower molecular weight chitosan and chitosan lower molecular weight/sodium alginate showing the highest immobilization yields and activity results. In the kinetic resolution process, the most efficient derivatives were lipase immobilized on chitosan average molecular weight and chitosan low molecular weight/sodium alginate, yielding high enantiomeric excess and conversion rates for the synthesis of a drug used in Parkinson's disease treatment.