Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate
The industrial application of lipases for the synthesis of sucrose esters is usually limited by its low productivity, as we need a medium where a polar reagent (the sugar) and a non-polar fatty acid donor are soluble and able to react in presence of the biocatalyst. In this work, we have studied the...
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ftcsic:oai:digital.csic.es:10261/16655 2024-02-11T09:56:29+01:00 Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate Reyes-Duarte, Dolores López-Cortés, Nieves Ferrer, Manuel Plou Gasca, Francisco José Ballesteros Olmo, Antonio 2009-09-04T13:37:16Z 305248 bytes application/pdf http://hdl.handle.net/10261/16655 https://doi.org/10.1080/10242420500071763 en eng Postprint http://dx.doi.org/10.1080/10242420500071763 Biocatalysis & Biotransformation 23,19-27 (2005) http://hdl.handle.net/10261/16655 doi:10.1080/10242420500071763 open Carbohydrate esters Sucrose esters Lipases Enzymatic transesterification Ethyl esters Vinyl esters artículo http://purl.org/coar/resource_type/c_6501 2009 ftcsic https://doi.org/10.1080/10242420500071763 2024-01-16T09:23:34Z The industrial application of lipases for the synthesis of sucrose esters is usually limited by its low productivity, as we need a medium where a polar reagent (the sugar) and a non-polar fatty acid donor are soluble and able to react in presence of the biocatalyst. In this work, we have studied the difficulties encountered when trying to increase the volumetric productivity of sucrose esters. The synthesis of sucrose palmitate was performed in 2-methyl-2-butanol:dimethylsulfoxide mixtures by transesterification of different palmitic acid donors with sucrose, catalysed by the immobilized lipase from Candida antarctica B (Novozym 435). A protocol for substrate preparation different to that previously reported by our group was found to improve the reaction rate. Several parameters, such as sucrose and acyl donor loadings, the percentage of DMSO in the mixture and the nature of acyl donor, were investigated. Under the best experimental conditions (15% DMSO, 0.1 mol/l sucrose, 0.3 mol/l vinyl palmitate), a maximum of 45 g/l sucrose palmitate was obtained in 120 h. Using methyl or ethyl palmitate, the highest productivity was 7.3 g/l in 120 h using 20% DMSO with 0.2 mol/l sucrose and 0.6 mol/l acyl donor. The formation of free fatty acid, and the effect of DMSO percentage on the selectivity monoester/diester were also studied. To our knowledge, this is the first report on enzymatic synthesis of sucrose esters of long fatty acids using alkyl esters as acyl donors. This work was supported by the European Union (Project MERG-CT-2004-505242) and the Spanish CICYT (Project BIO2002-00337) Peer reviewed Article in Journal/Newspaper Antarc* Antarctica Digital.CSIC (Spanish National Research Council) Biocatalysis and Biotransformation 23 1 19 27 |
institution |
Open Polar |
collection |
Digital.CSIC (Spanish National Research Council) |
op_collection_id |
ftcsic |
language |
English |
topic |
Carbohydrate esters Sucrose esters Lipases Enzymatic transesterification Ethyl esters Vinyl esters |
spellingShingle |
Carbohydrate esters Sucrose esters Lipases Enzymatic transesterification Ethyl esters Vinyl esters Reyes-Duarte, Dolores López-Cortés, Nieves Ferrer, Manuel Plou Gasca, Francisco José Ballesteros Olmo, Antonio Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
topic_facet |
Carbohydrate esters Sucrose esters Lipases Enzymatic transesterification Ethyl esters Vinyl esters |
description |
The industrial application of lipases for the synthesis of sucrose esters is usually limited by its low productivity, as we need a medium where a polar reagent (the sugar) and a non-polar fatty acid donor are soluble and able to react in presence of the biocatalyst. In this work, we have studied the difficulties encountered when trying to increase the volumetric productivity of sucrose esters. The synthesis of sucrose palmitate was performed in 2-methyl-2-butanol:dimethylsulfoxide mixtures by transesterification of different palmitic acid donors with sucrose, catalysed by the immobilized lipase from Candida antarctica B (Novozym 435). A protocol for substrate preparation different to that previously reported by our group was found to improve the reaction rate. Several parameters, such as sucrose and acyl donor loadings, the percentage of DMSO in the mixture and the nature of acyl donor, were investigated. Under the best experimental conditions (15% DMSO, 0.1 mol/l sucrose, 0.3 mol/l vinyl palmitate), a maximum of 45 g/l sucrose palmitate was obtained in 120 h. Using methyl or ethyl palmitate, the highest productivity was 7.3 g/l in 120 h using 20% DMSO with 0.2 mol/l sucrose and 0.6 mol/l acyl donor. The formation of free fatty acid, and the effect of DMSO percentage on the selectivity monoester/diester were also studied. To our knowledge, this is the first report on enzymatic synthesis of sucrose esters of long fatty acids using alkyl esters as acyl donors. This work was supported by the European Union (Project MERG-CT-2004-505242) and the Spanish CICYT (Project BIO2002-00337) Peer reviewed |
format |
Article in Journal/Newspaper |
author |
Reyes-Duarte, Dolores López-Cortés, Nieves Ferrer, Manuel Plou Gasca, Francisco José Ballesteros Olmo, Antonio |
author_facet |
Reyes-Duarte, Dolores López-Cortés, Nieves Ferrer, Manuel Plou Gasca, Francisco José Ballesteros Olmo, Antonio |
author_sort |
Reyes-Duarte, Dolores |
title |
Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
title_short |
Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
title_full |
Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
title_fullStr |
Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
title_full_unstemmed |
Parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
title_sort |
parameters affecting productivity in the lipase-catalysed synthesis of sucrose palmitate |
publishDate |
2009 |
url |
http://hdl.handle.net/10261/16655 https://doi.org/10.1080/10242420500071763 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
Postprint http://dx.doi.org/10.1080/10242420500071763 Biocatalysis & Biotransformation 23,19-27 (2005) http://hdl.handle.net/10261/16655 doi:10.1080/10242420500071763 |
op_rights |
open |
op_doi |
https://doi.org/10.1080/10242420500071763 |
container_title |
Biocatalysis and Biotransformation |
container_volume |
23 |
container_issue |
1 |
container_start_page |
19 |
op_container_end_page |
27 |
_version_ |
1790603496819523584 |