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Enhanced long-chain fatty alcohol oxidation by immobilization of alcohol dehydrogenase from S. cerevisiae

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Abstract

This work reports on the oxidation of long-chain aliphatic alcohols catalyzed by a stabilized alcohol dehydrogenase from S. cerevisiae (yeast alcohol dehydrogenase (YADH)). In particular, the oxidation of the fatty alcohol tetracosanol (C24H50O) to yield lignoceric acid (C23H47COOH) was studied. The immobilization of YADH onto glyoxyl agarose supports crosslinked with a polymer (polyethylenimine) produced a highly stable catalyst (60-fold higher than the soluble enzyme at 40 °C). Aliphatic alcohols with different chain lengths (ranging from 2 to 24 carbons) were studied as substrates for YADH. The activity of YADH with aliphatic alcohols with a chain length higher than five carbon atoms is reported for the first time. The activities obtained with the immobilized YADH were all similar in magnitude, even with long-chain fatty alcohols such as docosanol and tetracosanol. As far as the oxidation of tetracosanol is concerned, the best values of reaction rate and substrate conversion were obtained at pH = 8.2 and T = 58 °C. At these conditions, the soluble enzyme inactivated rapidly, precluding its use in batch reaction. However, using the immobilized YADH, up to three sequential reaction batches were performed by recovering the catalyst after each batch. Several applications in the green oleochemical industry, e.g., for making plasticizers, lubricants, detergents, and personal care products, may benefit from having novel and stable biocatalysts able to oxidize long-chain fatty alcohols.

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Acknowledgements

The author thanks the FONDECYT Postdoctoral Grant Number 3160272 for providing financial support to this investigation.

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Authors and Affiliations

  1. School of Biochemical Engineering, Pontificia Universidad Católica de Valparaíso, Av. Brasil 2085, Valparaíso, Chile

    Carminna Ottone, Néstor Serna, Andrés Illanes & Lorena Wilson

  2. Instituto Multidisciplinario de Ciencia y Tecnología, Universidad de La Serena, La Serena, Chile

    Claudia Bernal

  3. Tecnología Enzimática para Bioprocesos, Departamento de Ingeniería de Alimentos, Universidad de La Serena, La Serena, Chile

    Claudia Bernal

Authors
  1. Carminna Ottone
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  2. Claudia Bernal
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  3. Néstor Serna
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  4. Andrés Illanes
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  5. Lorena Wilson
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Correspondence to Carminna Ottone.

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Ottone, C., Bernal, C., Serna, N. et al. Enhanced long-chain fatty alcohol oxidation by immobilization of alcohol dehydrogenase from S. cerevisiae . Appl Microbiol Biotechnol 102, 237–247 (2018). https://doi.org/10.1007/s00253-017-8598-5

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  • DOI: https://doi.org/10.1007/s00253-017-8598-5

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