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

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Abstract

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 UpNPB/ggel 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.

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Acknowledgements

The authors thank to the Fundação Cearense de Apoio ao Desenvolvimento Científico e Tecnológico (FUNCAP) for financial support (Process: DEP-0164-00236.02.00/19; SPU Nº: 1910216698), Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) and Coordenação de Aperfeiçoamento de Ensino Superior (CAPES) for fellowships and financial support. The authors thank the research sponsorships of M. C. de Mattos (Process: 306043/2018-1) and M. C. F. de Oliveira (Process: 307667/2017-0). Nathalia S. Rios thanks to Programa Nacional de Pós-Doutorado (PNPD/CAPES) for Post-Doctoral fellowship. The authors thank the Northeastern Center for Application and Use of NMR (CENAUREMN) for NMR spectroscopy.

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Author notes

  1. Thiago de Sousa Fonseca

    Present address: Federal Institute of Education, Science and Technology of Ceará, Campus de Crateús, Avenida Geraldo Barbosa Marques, 567, Crateús, CE, 63708-260, Brazil

Authors and Affiliations

  1. Department of Organic and Inorganic Chemistry, Laboratory of Biotechnology and Organic Synthesis (LABS), Federal University of Ceará, Campus do Pici, Fortaleza, Ceará, 60455-970, Brazil

    Thiago de Sousa Fonseca, Ulisses Marcondes Freire de Oliveira, Maria da Conceição Ferreira de Oliveira, Telma Leda Gomes de Lemos & Marcos Carlos de Mattos

  2. Institute of Chemistry, Federal University of Rio Grande do Norte, Natal, RN, 59072-970, Brazil

    Marcos Reinaldo da Silva

  3. Department of Chemical Engineering, Federal University of Ceará, Campus do Pici, Fortaleza, Ceará, 60455-760, Brazil

    Nathalia Saraiva Rios & Luciana Rocha Barros Gonçalves

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Correspondence to Luciana Rocha Barros Gonçalves or Marcos Carlos de Mattos.

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de Sousa Fonseca, T., de Oliveira, U.M.F., de Oliveira, M.d.C.F. et al. Immobilization of Amano lipase AK from Pseudomonas fluorescens on different types of chitosan-containing supports: use in the kinetic resolution of rac-indanol. Bioprocess Biosyst Eng 44, 785–792 (2021). https://doi.org/10.1007/s00449-020-02487-2

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