DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation
The deep eutectic solvent (DES)-based biocatalysis of <span style="font-variant: small-caps;">l</span>-menthol acylation was designed for the production of fatty acid <span style="font-variant: small-caps;">l</span>-menthyl ester (FME) using fatty acid met...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-08-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/16/5273 |
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| author | Sabina Ion Florentina Olănescu Florina Teodorescu Robert Tincu Daniela Gheorghe Vasile I. Pârvulescu Mădălina Tudorache |
| author_facet | Sabina Ion Florentina Olănescu Florina Teodorescu Robert Tincu Daniela Gheorghe Vasile I. Pârvulescu Mădălina Tudorache |
| author_sort | Sabina Ion |
| collection | DOAJ |
| description | The deep eutectic solvent (DES)-based biocatalysis of <span style="font-variant: small-caps;">l</span>-menthol acylation was designed for the production of fatty acid <span style="font-variant: small-caps;">l</span>-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). <span style="font-variant: small-caps;">l</span>-menthol:CA = 73:27 molar ratio allowed it to reach a maximum conversion of 95% methyl lauric ester (MLE) using a NV (<i>Candida antarctica</i> 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. |
| first_indexed | 2024-03-09T09:52:14Z |
| format | Article |
| id | doaj.art-c15d03c2873740d2a2276d5dc67f971c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T09:52:14Z |
| publishDate | 2022-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c15d03c2873740d2a2276d5dc67f971c2023-12-02T00:05:00ZengMDPI AGMolecules1420-30492022-08-012716527310.3390/molecules27165273DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol AcylationSabina Ion0Florentina Olănescu1Florina Teodorescu2Robert Tincu3Daniela Gheorghe4Vasile I. Pârvulescu5Mădălina Tudorache6Faculty of Chemistry, University of Bucharest, 030018 Bucharest, RomaniaFaculty of Chemistry, University of Bucharest, 030018 Bucharest, Romania“C. D. Nenițescu” Institute of Organic and Supramolecular Chemistry, Romanian Academy, 030018 Bucharest, RomaniaFaculty of Applied Chemistry and Materials Science, Politehnica University of Bucharest, 030018 Bucharest, RomaniaLaboratory of Chemical Thermodynamics, “Ilie Murgulescu” Institute of Physical Chemistry of the Romanian Academy, 030018 Bucharest, RomaniaFaculty of Chemistry, University of Bucharest, 030018 Bucharest, RomaniaFaculty of Chemistry, University of Bucharest, 030018 Bucharest, RomaniaThe deep eutectic solvent (DES)-based biocatalysis of <span style="font-variant: small-caps;">l</span>-menthol acylation was designed for the production of fatty acid <span style="font-variant: small-caps;">l</span>-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). <span style="font-variant: small-caps;">l</span>-menthol:CA = 73:27 molar ratio allowed it to reach a maximum conversion of 95% methyl lauric ester (MLE) using a NV (<i>Candida antarctica</i> 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.https://www.mdpi.com/1420-3049/27/16/5273biocatalysisDES<span style="font-variant: small-caps">l</span>-mentholfatty acid<span style="font-variant: small-caps">l</span>-menthyl ester (FME)immobilized lipase |
| spellingShingle | Sabina Ion Florentina Olănescu Florina Teodorescu Robert Tincu Daniela Gheorghe Vasile I. Pârvulescu Mădălina Tudorache DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation Molecules biocatalysis DES <span style="font-variant: small-caps">l</span>-menthol fatty acid <span style="font-variant: small-caps">l</span>-menthyl ester (FME) immobilized lipase |
| title | DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation |
| title_full | DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation |
| title_fullStr | DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation |
| title_full_unstemmed | DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation |
| title_short | DES-Based Biocatalysis as a Green Alternative for the <span style="font-variant: small-caps">l</span>-menthyl Ester Production Based on <span style="font-variant: small-caps">l</span>-menthol Acylation |
| title_sort | des based biocatalysis as a green alternative for the span style font variant small caps l span menthyl ester production based on span style font variant small caps l span menthol acylation |
| topic | biocatalysis DES <span style="font-variant: small-caps">l</span>-menthol fatty acid <span style="font-variant: small-caps">l</span>-menthyl ester (FME) immobilized lipase |
| url | https://www.mdpi.com/1420-3049/27/16/5273 |
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