Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties

Abstract: Synthesis of a homologous series of 1-O-acyl xylose esters with long and very long acyl chains derived from fatty acids was performed via enzymatic esterification in one step using Candida antarctica lipase B. The effect of fatty acid chain length on the activity of the lipase was evaluate...

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Published in:Current Organic Chemistry
Main Authors: Loulou, Fatma, Bidjou-Haiour, Chahra
Format: Article in Journal/Newspaper
Language:English
Published: Bentham Science Publishers Ltd. 2023
Subjects:
Online Access:http://dx.doi.org/10.2174/0113852728269186231009103910
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id crbenthamsciepub:10.2174/0113852728269186231009103910
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spelling crbenthamsciepub:10.2174/0113852728269186231009103910 2023-12-24T10:09:41+01:00 Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties Loulou, Fatma Bidjou-Haiour, Chahra 2023 http://dx.doi.org/10.2174/0113852728269186231009103910 https://www.eurekaselect.com/article/download?doi=10.2174/0113852728269186231009103910 https://www.eurekaselect.com/222311/article en eng Bentham Science Publishers Ltd. Current Organic Chemistry volume 27, issue 15, page 1357-1364 ISSN 1385-2728 Organic Chemistry journal-article 2023 crbenthamsciepub https://doi.org/10.2174/0113852728269186231009103910 2023-11-29T13:47:23Z Abstract: Synthesis of a homologous series of 1-O-acyl xylose esters with long and very long acyl chains derived from fatty acids was performed via enzymatic esterification in one step using Candida antarctica lipase B. The effect of fatty acid chain length on the activity of the lipase was evaluated. Subsequently, the surface properties of the obtained products have been determined such as hydrophilic-lipophilic balance, critical micellar concentration, and surfactant packing parameter. Foaming and emulsifying ability were also measured. The highest conversion was obtained by using docosanoic acid as an acylant agent (67.50 %). The surface tension values are between 25 mN.m-1 for 1-O-octadecanoyl-D-xylopyranose and 47,17 mN.m-1 for 1-O-docosanoyl-D-xylopyranose. The emulsifying abilities of all esters exceeded 80%. It was found that the surface properties of the surfactants are greatly affected by the fatty acid chain length. The surface parameters results revealed that the prepared compounds have a good surface activity. Additionally, these bio-surfactants display good emulsifying ability. Article in Journal/Newspaper Antarc* Antarctica Bentham Science Publishers (via Crossref) Current Organic Chemistry 27 15 1357 1364
institution Open Polar
collection Bentham Science Publishers (via Crossref)
op_collection_id crbenthamsciepub
language English
topic Organic Chemistry
spellingShingle Organic Chemistry
Loulou, Fatma
Bidjou-Haiour, Chahra
Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
topic_facet Organic Chemistry
description Abstract: Synthesis of a homologous series of 1-O-acyl xylose esters with long and very long acyl chains derived from fatty acids was performed via enzymatic esterification in one step using Candida antarctica lipase B. The effect of fatty acid chain length on the activity of the lipase was evaluated. Subsequently, the surface properties of the obtained products have been determined such as hydrophilic-lipophilic balance, critical micellar concentration, and surfactant packing parameter. Foaming and emulsifying ability were also measured. The highest conversion was obtained by using docosanoic acid as an acylant agent (67.50 %). The surface tension values are between 25 mN.m-1 for 1-O-octadecanoyl-D-xylopyranose and 47,17 mN.m-1 for 1-O-docosanoyl-D-xylopyranose. The emulsifying abilities of all esters exceeded 80%. It was found that the surface properties of the surfactants are greatly affected by the fatty acid chain length. The surface parameters results revealed that the prepared compounds have a good surface activity. Additionally, these bio-surfactants display good emulsifying ability.
format Article in Journal/Newspaper
author Loulou, Fatma
Bidjou-Haiour, Chahra
author_facet Loulou, Fatma
Bidjou-Haiour, Chahra
author_sort Loulou, Fatma
title Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
title_short Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
title_full Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
title_fullStr Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
title_full_unstemmed Lipase Catalyzed Synthesis of D-xylose-based Biosurfactants and their Surface Properties
title_sort lipase catalyzed synthesis of d-xylose-based biosurfactants and their surface properties
publisher Bentham Science Publishers Ltd.
publishDate 2023
url http://dx.doi.org/10.2174/0113852728269186231009103910
https://www.eurekaselect.com/article/download?doi=10.2174/0113852728269186231009103910
https://www.eurekaselect.com/222311/article
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Current Organic Chemistry
volume 27, issue 15, page 1357-1364
ISSN 1385-2728
op_doi https://doi.org/10.2174/0113852728269186231009103910
container_title Current Organic Chemistry
container_volume 27
container_issue 15
container_start_page 1357
op_container_end_page 1364
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