Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst
Surfactants are amphiphilic molecules with the ability to modify the surface tension between two surfaces. They can be obtained by various methods, the main one being synthetic, from petroleum-based substrates. Their universal use in a wide range of fields has created a global market and, consequent...
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| Format: | Article |
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MDPI AG
2023-08-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/5/3/127 |
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| author | Alexis Spalletta Nicolas Joly Patrick Martin |
| author_facet | Alexis Spalletta Nicolas Joly Patrick Martin |
| author_sort | Alexis Spalletta |
| collection | DOAJ |
| description | Surfactants are amphiphilic molecules with the ability to modify the surface tension between two surfaces. They can be obtained by various methods, the main one being synthetic, from petroleum-based substrates. Their universal use in a wide range of fields has created a global market and, consequently, ecological, and economic expectations for their production. Biocatalyzed processes, involving enzymes, can address this objective with processes complying with the principles of green chemistry: energy saving, product selectivity, monodispersity, and reduction in the use of solvents, with energy eco-efficiency. For example, fatty-acid carbohydrate esters are biobased surfactants that can be synthesized by lipases. In this work, we were interested in the synthesis of D-glucose lauric ester, which presents interesting properties described in the literature, with <i>Aspergillus niger</i> lipase, rarely described with sugar substrates. We optimized the synthesis for different parameters and reaction media. This lipase appeared to be highly selective for 6-<i>O</i>-lauroyl-D-glucopyranose. However, the addition of DMSO (dimethyl sulfoxide) as a co-solvent displays a duality, increasing yields but leading to a loss of selectivity. In addition, DMSO generates more complex and energy-intensive purification and processing steps. Consequently, a bio-sourced alternative as co-solvent with 2MeTHF3one (2-methyltetrahydrofuran-3-one) is proposed to replace DMSO widely described in the literature. |
| first_indexed | 2024-03-10T22:54:54Z |
| format | Article |
| id | doaj.art-160f2e0f5a794b198da42b6ef0a6b23c |
| institution | Directory Open Access Journal |
| issn | 2624-8549 |
| language | English |
| last_indexed | 2024-03-10T22:54:54Z |
| publishDate | 2023-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry |
| spelling | doaj.art-160f2e0f5a794b198da42b6ef0a6b23c2023-11-19T10:01:35ZengMDPI AGChemistry2624-85492023-08-01531855186910.3390/chemistry5030127Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as BiocatalystAlexis Spalletta0Nicolas Joly1Patrick Martin2Unité Transformations & Agroressources, ULR7519, Université d’Artois-UniLaSalle, F-62408 Bethune, FranceUnité Transformations & Agroressources, ULR7519, Université d’Artois-UniLaSalle, F-62408 Bethune, FranceUnité Transformations & Agroressources, ULR7519, Université d’Artois-UniLaSalle, F-62408 Bethune, FranceSurfactants are amphiphilic molecules with the ability to modify the surface tension between two surfaces. They can be obtained by various methods, the main one being synthetic, from petroleum-based substrates. Their universal use in a wide range of fields has created a global market and, consequently, ecological, and economic expectations for their production. Biocatalyzed processes, involving enzymes, can address this objective with processes complying with the principles of green chemistry: energy saving, product selectivity, monodispersity, and reduction in the use of solvents, with energy eco-efficiency. For example, fatty-acid carbohydrate esters are biobased surfactants that can be synthesized by lipases. In this work, we were interested in the synthesis of D-glucose lauric ester, which presents interesting properties described in the literature, with <i>Aspergillus niger</i> lipase, rarely described with sugar substrates. We optimized the synthesis for different parameters and reaction media. This lipase appeared to be highly selective for 6-<i>O</i>-lauroyl-D-glucopyranose. However, the addition of DMSO (dimethyl sulfoxide) as a co-solvent displays a duality, increasing yields but leading to a loss of selectivity. In addition, DMSO generates more complex and energy-intensive purification and processing steps. Consequently, a bio-sourced alternative as co-solvent with 2MeTHF3one (2-methyltetrahydrofuran-3-one) is proposed to replace DMSO widely described in the literature.https://www.mdpi.com/2624-8549/5/3/127biocatalysisgreen chemistry<i>Aspergillus niger</i> lipaseD-glucose esteragro-based |
| spellingShingle | Alexis Spalletta Nicolas Joly Patrick Martin Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst Chemistry biocatalysis green chemistry <i>Aspergillus niger</i> lipase D-glucose ester agro-based |
| title | Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst |
| title_full | Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst |
| title_fullStr | Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst |
| title_full_unstemmed | Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst |
| title_short | Optimization of Enzymatic Synthesis of D-Glucose-Based Surfactants Using Supported <i>Aspergillus niger</i> Lipase as Biocatalyst |
| title_sort | optimization of enzymatic synthesis of d glucose based surfactants using supported i aspergillus niger i lipase as biocatalyst |
| topic | biocatalysis green chemistry <i>Aspergillus niger</i> lipase D-glucose ester agro-based |
| url | https://www.mdpi.com/2624-8549/5/3/127 |
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