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DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation

The deep eutectic solvent (DES)-based biocatalysis of l-menthol acylation was designed for the production of fatty acid l-menthyl ester (FME) using fatty acid methyl ester (FAME). The biocatalytic reaction was assisted by a lipase enzyme in the DES reaction medium. ւՒ-menthol and fatty acids (e.g.,...

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Autores principales: Ion, Sabina, Olănescu, Florentina, Teodorescu, Florina, Tincu, Robert, Gheorghe, Daniela, Pârvulescu, Vasile I., Tudorache, Mădălina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9412368/
https://www.ncbi.nlm.nih.gov/pubmed/36014511
http://dx.doi.org/10.3390/molecules27165273
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author Ion, Sabina
Olănescu, Florentina
Teodorescu, Florina
Tincu, Robert
Gheorghe, Daniela
Pârvulescu, Vasile I.
Tudorache, Mădălina
author_facet Ion, Sabina
Olănescu, Florentina
Teodorescu, Florina
Tincu, Robert
Gheorghe, Daniela
Pârvulescu, Vasile I.
Tudorache, Mădălina
author_sort Ion, Sabina
collection PubMed
description The deep eutectic solvent (DES)-based biocatalysis of l-menthol acylation was designed for the production of fatty acid l-menthyl ester (FME) using fatty acid methyl ester (FAME). The biocatalytic reaction was assisted by a lipase enzyme in the DES reaction medium. ւՒ-menthol and fatty acids (e.g., CA—caprylic acid; OA—oleic acid; LiA—linoleic acid; and LnA—linolenic acid) were combined in the binary mixture of DES. In this way, the DES provided a nonpolar environment for requested homogeneity of a biocatalytic system with reduced impact on the environment. The screening of lipase enzyme demonstrated better performance of immobilized lipase compared with powdered lipase. The performance of the biocatalytic system was evaluated for different DES compositions (type and concentration of the acid component). l-menthol:CA = 73:27 molar ratio allowed it to reach a maximum conversion of 95% methyl lauric ester (MLE) using a NV (Candida antarctica lipase B immobilized on acrylic resin) lipase biocatalyst. The recyclability of biocatalysts under optimum conditions of the system was also evaluated (more than 80% recovered biocatalytic activity was achieved for the tested biocatalysts after five reaction cycles). DES mixtures were characterized based on differential scanning calorimetry (DSC) and refractive index analysis.
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spelling pubmed-94123682022-08-27 DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation Ion, Sabina Olănescu, Florentina Teodorescu, Florina Tincu, Robert Gheorghe, Daniela Pârvulescu, Vasile I. Tudorache, Mădălina Molecules Article The deep eutectic solvent (DES)-based biocatalysis of l-menthol acylation was designed for the production of fatty acid l-menthyl ester (FME) using fatty acid methyl ester (FAME). The biocatalytic reaction was assisted by a lipase enzyme in the DES reaction medium. ւՒ-menthol and fatty acids (e.g., CA—caprylic acid; OA—oleic acid; LiA—linoleic acid; and LnA—linolenic acid) were combined in the binary mixture of DES. In this way, the DES provided a nonpolar environment for requested homogeneity of a biocatalytic system with reduced impact on the environment. The screening of lipase enzyme demonstrated better performance of immobilized lipase compared with powdered lipase. The performance of the biocatalytic system was evaluated for different DES compositions (type and concentration of the acid component). l-menthol:CA = 73:27 molar ratio allowed it to reach a maximum conversion of 95% methyl lauric ester (MLE) using a NV (Candida antarctica lipase B immobilized on acrylic resin) lipase biocatalyst. The recyclability of biocatalysts under optimum conditions of the system was also evaluated (more than 80% recovered biocatalytic activity was achieved for the tested biocatalysts after five reaction cycles). DES mixtures were characterized based on differential scanning calorimetry (DSC) and refractive index analysis. MDPI 2022-08-18 /pmc/articles/PMC9412368/ /pubmed/36014511 http://dx.doi.org/10.3390/molecules27165273 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ion, Sabina
Olănescu, Florentina
Teodorescu, Florina
Tincu, Robert
Gheorghe, Daniela
Pârvulescu, Vasile I.
Tudorache, Mădălina
DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title_full DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title_fullStr DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title_full_unstemmed DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title_short DES-Based Biocatalysis as a Green Alternative for the l-menthyl Ester Production Based on l-menthol Acylation
title_sort des-based biocatalysis as a green alternative for the l-menthyl ester production based on l-menthol acylation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9412368/
https://www.ncbi.nlm.nih.gov/pubmed/36014511
http://dx.doi.org/10.3390/molecules27165273
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