Publication
Title
Deacetylation of mannosylerythritol lipids in hydrophobic natural deep eutectic solvents
Author
Abstract
Mannosylerythritol lipids (MELs) are a promising group of biosurfactants due to their high fermentation yield, selfassembly and biological activity. During fermentation by Pseudozyma aphidis, a mixture of MELs with different levels of acylation is formed, of which the fully deacetylated form is the most valuable. In order to reduce the environmental impact of deacetylation, an enzymatic process using natural deep eutectic solvents (NADES) has been developed. We tested the deacetylation of a purified MELs mixture with immobilized Candida antarctica lipase B enzyme and 2-ethylhexanol as co-substrate in 140 h reactions with different NADES. We identified hydrophobic NADES systems with similar yields and kinetics as in pure 2-ethylhexanol solvent. Our results indicate that deacetylation of MELs mixtures in NADES as a solvent is possible with yields comparable to pure co-substrate and that hydrophobic NADES without carboxylic acid compounds facilitate the reaction to the greatest extent.
Mannosylerythritol lipids (MELs) are a promising group of biosurfactants due to their high fermentation yield, selfassembly and biological activity. During fermentation by Pseudozyma aphidis, a mixture of MELs with different levels of acylation is formed, of which the fully deacetylated form is the most valuable. In order to reduce the environmental impact of deacetylation, an enzymatic process using natural deep eutectic solvents (NADES) has been developed. We tested the deacetylation of a purified MELs mixture with immobilized Candida antarctica lipase B enzyme and 2-ethylhexanol as co-substrate in 140 h reactions with different NADES. We identified hydrophobic NADES systems with similar yields and kinetics as in pure 2-ethylhexanol solvent. Our results indicate that deacetylation of MELs mixtures in NADES as a solvent is possible with yields comparable to pure co-substrate and that hydrophobic NADES without carboxylic acid compounds facilitate the reaction to the greatest extent. Enzymatic deacetylation of mannosylerythritol lipid (MEL) biosurfactant mixtures in naturally derived deep eutectic solvents has comparable yields and kinetics to conventional organic solvents. Here, the example of thymol-coumarin 1 : 1 mixture is shown where the diacetylated (MEL-A) and monoacetylated (MEL-B and MEL-C) are converted to fully deacetylated compound (MEL-D) with 50 % yield after 140 hours.+image
Language
English
Source (journal)
European journal of organic chemistry. - Weinheim, 1998, currens
Publication
Weinheim : 2023
ISSN
1434-193X [print]
1099-0690 [online]
DOI
10.1002/EJOC.202300934
Volume/pages
27 :5 (2024) , p. 1-10
Article Reference
e202300934
ISI
001148322500001
Full text (Publisher's DOI)
Full text (open access)
The author-created version that incorporates referee comments and is the accepted for publication version Available from 11.06.2024
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Project info
Enzymatic reactions in NADES as new green media: activity and substrate/product solvation effects.
A structured methodology for NADES selection and formulation for enzymatic reactions.
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Record
Identifier
Creation 05.12.2023
Last edited 04.03.2024
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