D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties
peer reviewed Efficient enzymatic synthesis of D-xylose and L-arabinose lauryl mono- and diesters has been achieved by transesterification reactions catalysed by immobilized Candida antarctica lipase B as biocatalyst, in organic medium in the presence of D-xylose or L-arabinose and vinyllaurate at 50°C...
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ftorbi:oai:orbi.ulg.ac.be:2268/219778 2024-10-13T14:01:32+00:00 D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties Méline, Thomas Muzard, Murielle Deleu, Magali Rakotoarivonina, Harivony Plantier-Royon, Richard Rémond, Caroline 2018 https://orbi.uliege.be/handle/2268/219778 https://orbi.uliege.be/bitstream/2268/219778/1/2018_Meline%20et%20al_Enz%20Microb%20Techno.pdf https://doi.org/10.1016/j.enzmictec.2018.01.008 en eng Elsevier urn:issn:0141-0229 urn:issn:1879-0909 https://orbi.uliege.be/handle/2268/219778 info:hdl:2268/219778 https://orbi.uliege.be/bitstream/2268/219778/1/2018_Meline%20et%20al_Enz%20Microb%20Techno.pdf doi:10.1016/j.enzmictec.2018.01.008 info:pmid:29499775 open access http://purl.org/coar/access_right/c_abf2 info:eu-repo/semantics/openAccess Enzyme and Microbial Technology, 112, 14-21 (2018) D-xylose laurate esters L-arabinose laurate esters lipase surfactants biorefiniery Life sciences Biotechnology Sciences du vivant Biotechnologie journal article http://purl.org/coar/resource_type/c_6501 info:eu-repo/semantics/article peer reviewed 2018 ftorbi https://doi.org/10.1016/j.enzmictec.2018.01.008 2024-09-27T07:02:01Z peer reviewed Efficient enzymatic synthesis of D-xylose and L-arabinose lauryl mono- and diesters has been achieved by transesterification reactions catalysed by immobilized Candida antarctica lipase B as biocatalyst, in organic medium in the presence of D-xylose or L-arabinose and vinyllaurate at 50°C. In case of L-arabinose, one monoester and one diester were obtained in a 57% overall yield. A more complex mixture was produced for Dxylose as two monoesters and two diesters were synthesized in a 74.9% global yield. The structures of all these pentose laurate esters was solved. Results demonstrated that the esterification first occurred regioselectively onto the primary hydroxyl groups. Pentose laurate esters exhibited interesting features such as low critical aggregation concentrations values all inferior to 25μM. Our study demonstrates that the enzymatic production of L-arabinose and D-xylose-based esters represents an interesting approach for the production of green surfactants from lignocellulosic biomass-derived pentoses. Article in Journal/Newspaper Antarc* Antarctica University of Liège: ORBi (Open Repository and Bibliography) Enzyme and Microbial Technology 112 14 21 |
institution |
Open Polar |
collection |
University of Liège: ORBi (Open Repository and Bibliography) |
op_collection_id |
ftorbi |
language |
English |
topic |
D-xylose laurate esters L-arabinose laurate esters lipase surfactants biorefiniery Life sciences Biotechnology Sciences du vivant Biotechnologie |
spellingShingle |
D-xylose laurate esters L-arabinose laurate esters lipase surfactants biorefiniery Life sciences Biotechnology Sciences du vivant Biotechnologie Méline, Thomas Muzard, Murielle Deleu, Magali Rakotoarivonina, Harivony Plantier-Royon, Richard Rémond, Caroline D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
topic_facet |
D-xylose laurate esters L-arabinose laurate esters lipase surfactants biorefiniery Life sciences Biotechnology Sciences du vivant Biotechnologie |
description |
peer reviewed Efficient enzymatic synthesis of D-xylose and L-arabinose lauryl mono- and diesters has been achieved by transesterification reactions catalysed by immobilized Candida antarctica lipase B as biocatalyst, in organic medium in the presence of D-xylose or L-arabinose and vinyllaurate at 50°C. In case of L-arabinose, one monoester and one diester were obtained in a 57% overall yield. A more complex mixture was produced for Dxylose as two monoesters and two diesters were synthesized in a 74.9% global yield. The structures of all these pentose laurate esters was solved. Results demonstrated that the esterification first occurred regioselectively onto the primary hydroxyl groups. Pentose laurate esters exhibited interesting features such as low critical aggregation concentrations values all inferior to 25μM. Our study demonstrates that the enzymatic production of L-arabinose and D-xylose-based esters represents an interesting approach for the production of green surfactants from lignocellulosic biomass-derived pentoses. |
format |
Article in Journal/Newspaper |
author |
Méline, Thomas Muzard, Murielle Deleu, Magali Rakotoarivonina, Harivony Plantier-Royon, Richard Rémond, Caroline |
author_facet |
Méline, Thomas Muzard, Murielle Deleu, Magali Rakotoarivonina, Harivony Plantier-Royon, Richard Rémond, Caroline |
author_sort |
Méline, Thomas |
title |
D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
title_short |
D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
title_full |
D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
title_fullStr |
D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
title_full_unstemmed |
D-Xylose and L-arabinose laurate esters: Enzymatic synthesis, characterization and physico-chemical properties |
title_sort |
d-xylose and l-arabinose laurate esters: enzymatic synthesis, characterization and physico-chemical properties |
publisher |
Elsevier |
publishDate |
2018 |
url |
https://orbi.uliege.be/handle/2268/219778 https://orbi.uliege.be/bitstream/2268/219778/1/2018_Meline%20et%20al_Enz%20Microb%20Techno.pdf https://doi.org/10.1016/j.enzmictec.2018.01.008 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Enzyme and Microbial Technology, 112, 14-21 (2018) |
op_relation |
urn:issn:0141-0229 urn:issn:1879-0909 https://orbi.uliege.be/handle/2268/219778 info:hdl:2268/219778 https://orbi.uliege.be/bitstream/2268/219778/1/2018_Meline%20et%20al_Enz%20Microb%20Techno.pdf doi:10.1016/j.enzmictec.2018.01.008 info:pmid:29499775 |
op_rights |
open access http://purl.org/coar/access_right/c_abf2 info:eu-repo/semantics/openAccess |
op_doi |
https://doi.org/10.1016/j.enzmictec.2018.01.008 |
container_title |
Enzyme and Microbial Technology |
container_volume |
112 |
container_start_page |
14 |
op_container_end_page |
21 |
_version_ |
1812811437503938560 |