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Metal-Chelate Immobilization of Lipase onto Polyethylenimine Coated MCM-41 for Apple Flavor Synthesis

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Abstract

An enzyme immobilized on a mesoporous silica nanoparticle can serve as a multiple catalyst for the synthesis of industrially useful chemicals. In this work, MCM-41 nanoparticles were coated with polyethylenimine (MCM-41@PEI) and further modified by chelation of divalent metal ions (M = Co2+, Cu2+, or Pd2+) to produce metal-chelated silica nanoparticles (MCM-41@PEI-M). Thermomyces lanuginosa lipase (TLL) was immobilized onto MCM-41, MCM-41@PEI, and MCM-41@PEI-M by physical adsorption. Maximum immobilization yield and efficiency of 75 ± 3.5 and 65 ± 2.7% were obtained for MCM@PEI-Co, respectively. The highest biocatalytic activity at extremely acidic and basic pH (pH = 3 and 10) values were achieved for MCM-PEI-Co and MCM-PEI-Cu, respectively. Optimum enzymatic activity was observed for MCM-41@PEI-Co at 75 °C, while immobilized lipase on the Co-chelated support retained 70% of its initial activity after 14 days of storage at room temperature. Due to its efficient catalytic performance, MCM-41@PEI-Co was selected for the synthesis of ethyl valerate in the presence of valeric acid and ethanol. The enzymatic esterification yield for immobilized lipase onto MCM-41@PEI-Co was 60 and 53%, respectively, after 24 h of incubation in n-hexane and dimethyl sulfoxide media.

Divalent metal chelated polyethylenimine coated MCM-41 (MCM-41@PEI-M) was used for immobilization of Thermomyces lanuginosa lipase catalyzing green apple flavor preparation

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Acknowledgements

This work was supported financially by the grants from Tehran University of Medical Sciences, and Iran National Science Foundation (INSF) Tehran, Iran.

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Authors and Affiliations

  1. Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, RI, 02881, USA

    Armin Sadighi

  2. Particulate Fluids Processing Centre, School of Chemistry, The University of Melbourne, Melbourne, VIC, 3010, Australia

    Seyed Farshad Motevalizadeh

  3. Department of Life Science Engineering, Faculty of New Sciences and Technologies, University of Tehran, Tehran, Iran

    Morteza Hosseini

  4. Department of Chemistry, University of Zanjan, P.O. Box 45195-313, Zanjan, Iran

    Ali Ramazani

  5. School of Natural Sciences, Griffith University, Nathan Campus, QLD, 4111, Australia

    Lena Gorgannezhad

  6. Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran

    Hamid Nadri

  7. Division of Microbiology, Department of Pathobiology, School of Public Health, Tehran University of Medical Sciences sTUMS, Tehran, Iran

    Behnaz Deiham

  8. Biosensor Research Center, Endocrinology and Metabolism Molecular-Cellular Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

    Mohammad Reza Ganjali

  9. Nanobiomaterials Group, Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 1417614411, Iran

    Abbas Shafiee & Mehdi Khoobi

  10. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy and Biotechnology Research Center, Tehran University of Medical Sciences, P.O. Box 14155-6451, Tehran, 14176, Iran

    Mohammad Ali Faramarzi

  11. Department of Pharmaceutical Biomaterials and Medical Biomaterials Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

    Mehdi Khoobi

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  1. Armin Sadighi
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Correspondence to Mohammad Ali Faramarzi or Mehdi Khoobi.

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This paper is dedicated to the memory of Professor Abbas Shafiee.

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Sadighi, A., Motevalizadeh, S.F., Hosseini, M. et al. Metal-Chelate Immobilization of Lipase onto Polyethylenimine Coated MCM-41 for Apple Flavor Synthesis. Appl Biochem Biotechnol 182, 1371–1389 (2017). https://doi.org/10.1007/s12010-017-2404-9

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