Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols

Commercially available lipases (Candida antarctica lipase B, Novozyme 435, Thermomyces lanuginosus lipase, and Lipozyme TL IM), as well as sol-gel immobilized lipases, have been screened for their ability to acylate regioselectively xylitol, sorbitol, and mannitol with a phenolic ester in a binary m...

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Published in:Communications Earth & Environment
Main Authors: R. Croitoru, L. A. M. van den Broek, A. E. Frissen, C. M. Davidescu, F. Peter, C. G. Boeriu
Format: Article in Journal/Newspaper
Language:English
Published: Zenodo 2011
Subjects:
Online Access:https://doi.org/10.5281/zenodo.1082706
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spelling ftzenodo:oai:zenodo.org:1082706 2024-09-15T17:48:13+00:00 Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols R. Croitoru L. A. M. van den Broek A. E. Frissen C. M. Davidescu F. Peter C. G. Boeriu 2011-04-22 https://doi.org/10.5281/zenodo.1082706 eng eng Zenodo https://zenodo.org/communities/waset https://doi.org/10.5281/zenodo.1082705 https://doi.org/10.5281/zenodo.1082706 oai:zenodo.org:1082706 info:eu-repo/semantics/openAccess Creative Commons Attribution 4.0 International https://creativecommons.org/licenses/by/4.0/legalcode Lipase phenolic ester specificity sugar alcohol transesterification info:eu-repo/semantics/article 2011 ftzenodo https://doi.org/10.5281/zenodo.108270610.5281/zenodo.1082705 2024-07-25T18:02:49Z Commercially available lipases (Candida antarctica lipase B, Novozyme 435, Thermomyces lanuginosus lipase, and Lipozyme TL IM), as well as sol-gel immobilized lipases, have been screened for their ability to acylate regioselectively xylitol, sorbitol, and mannitol with a phenolic ester in a binary mixture of t-butanol and dimethylsulfoxide. HPLC and MALDI-TOF MS analysis revealed the exclusive formation of monoesters for all studied sugar alcohols. The lipases immobilized by the sol-gel entrapment method proved to be efficient catalysts, leading to high conversions (up to 60%) in the investigated acylation reactions. From a sequence of silane precursors with different nonhydrolyzable groups in their structure, the presence of octyl and i-butyl group was most beneficial for the catalytic activity of sol-gel entrapped lipases in the studied process. Article in Journal/Newspaper Antarc* Antarctica Zenodo Communications Earth & Environment 4 1
institution Open Polar
collection Zenodo
op_collection_id ftzenodo
language English
topic Lipase
phenolic ester
specificity
sugar alcohol
transesterification
spellingShingle Lipase
phenolic ester
specificity
sugar alcohol
transesterification
R. Croitoru
L. A. M. van den Broek
A. E. Frissen
C. M. Davidescu
F. Peter
C. G. Boeriu
Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
topic_facet Lipase
phenolic ester
specificity
sugar alcohol
transesterification
description Commercially available lipases (Candida antarctica lipase B, Novozyme 435, Thermomyces lanuginosus lipase, and Lipozyme TL IM), as well as sol-gel immobilized lipases, have been screened for their ability to acylate regioselectively xylitol, sorbitol, and mannitol with a phenolic ester in a binary mixture of t-butanol and dimethylsulfoxide. HPLC and MALDI-TOF MS analysis revealed the exclusive formation of monoesters for all studied sugar alcohols. The lipases immobilized by the sol-gel entrapment method proved to be efficient catalysts, leading to high conversions (up to 60%) in the investigated acylation reactions. From a sequence of silane precursors with different nonhydrolyzable groups in their structure, the presence of octyl and i-butyl group was most beneficial for the catalytic activity of sol-gel entrapped lipases in the studied process.
format Article in Journal/Newspaper
author R. Croitoru
L. A. M. van den Broek
A. E. Frissen
C. M. Davidescu
F. Peter
C. G. Boeriu
author_facet R. Croitoru
L. A. M. van den Broek
A. E. Frissen
C. M. Davidescu
F. Peter
C. G. Boeriu
author_sort R. Croitoru
title Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
title_short Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
title_full Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
title_fullStr Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
title_full_unstemmed Lipase Catalyzed Synthesis of Aromatic Esters of Sugar Alcohols
title_sort lipase catalyzed synthesis of aromatic esters of sugar alcohols
publisher Zenodo
publishDate 2011
url https://doi.org/10.5281/zenodo.1082706
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_relation https://zenodo.org/communities/waset
https://doi.org/10.5281/zenodo.1082705
https://doi.org/10.5281/zenodo.1082706
oai:zenodo.org:1082706
op_rights info:eu-repo/semantics/openAccess
Creative Commons Attribution 4.0 International
https://creativecommons.org/licenses/by/4.0/legalcode
op_doi https://doi.org/10.5281/zenodo.108270610.5281/zenodo.1082705
container_title Communications Earth & Environment
container_volume 4
container_issue 1
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