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Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup

Honey and agave syrup are high quality natural products and consist of more than 80% sugars. They are used as sweeteners, and are ingredients of cosmetics or medical ointments. Furthermore, both have low water content, are often liquid at room temperature and resemble some known sugar-based deep eut...

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Autores principales: Siebenhaller, Sascha, Gentes, Julian, Infantes, Alba, Muhle-Goll, Claudia, Kirschhöfer, Frank, Brenner-Weiß, Gerald, Ochsenreither, Katrin, Syldatk, Christoph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5816588/
https://www.ncbi.nlm.nih.gov/pubmed/29487847
http://dx.doi.org/10.3389/fchem.2018.00024
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author Siebenhaller, Sascha
Gentes, Julian
Infantes, Alba
Muhle-Goll, Claudia
Kirschhöfer, Frank
Brenner-Weiß, Gerald
Ochsenreither, Katrin
Syldatk, Christoph
author_facet Siebenhaller, Sascha
Gentes, Julian
Infantes, Alba
Muhle-Goll, Claudia
Kirschhöfer, Frank
Brenner-Weiß, Gerald
Ochsenreither, Katrin
Syldatk, Christoph
author_sort Siebenhaller, Sascha
collection PubMed
description Honey and agave syrup are high quality natural products and consist of more than 80% sugars. They are used as sweeteners, and are ingredients of cosmetics or medical ointments. Furthermore, both have low water content, are often liquid at room temperature and resemble some known sugar-based deep eutectic solvents (DES). Since it has been shown that it is possible to synthesize sugar esters in these DESs, in the current work honey or, as vegan alternative, agave syrup are used simultaneously as solvent and substrate for the enzymatic sugar ester production. For this purpose, important characteristics of the herein used honey and agave syrup were determined and compared with other available types. Subsequently, an enzymatic transesterification of four fatty acid vinyl esters was accomplished in ordinary honey and agave syrup. Notwithstanding of the high water content for transesterification reactions of the solvent, the successful sugar ester formation was proved by thin-layer chromatography (TLC) and compared to a sugar ester which was synthesized in a conventional DES. For a clear verification of the sugar esters, mass determinations by ESI-Q-ToF experiments and a NMR analysis were done. These environmentally friendly produced sugar esters have the potential to be used in cosmetics or pharmaceuticals, or to enhance their effectiveness.
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spelling pubmed-58165882018-02-27 Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup Siebenhaller, Sascha Gentes, Julian Infantes, Alba Muhle-Goll, Claudia Kirschhöfer, Frank Brenner-Weiß, Gerald Ochsenreither, Katrin Syldatk, Christoph Front Chem Chemistry Honey and agave syrup are high quality natural products and consist of more than 80% sugars. They are used as sweeteners, and are ingredients of cosmetics or medical ointments. Furthermore, both have low water content, are often liquid at room temperature and resemble some known sugar-based deep eutectic solvents (DES). Since it has been shown that it is possible to synthesize sugar esters in these DESs, in the current work honey or, as vegan alternative, agave syrup are used simultaneously as solvent and substrate for the enzymatic sugar ester production. For this purpose, important characteristics of the herein used honey and agave syrup were determined and compared with other available types. Subsequently, an enzymatic transesterification of four fatty acid vinyl esters was accomplished in ordinary honey and agave syrup. Notwithstanding of the high water content for transesterification reactions of the solvent, the successful sugar ester formation was proved by thin-layer chromatography (TLC) and compared to a sugar ester which was synthesized in a conventional DES. For a clear verification of the sugar esters, mass determinations by ESI-Q-ToF experiments and a NMR analysis were done. These environmentally friendly produced sugar esters have the potential to be used in cosmetics or pharmaceuticals, or to enhance their effectiveness. Frontiers Media S.A. 2018-02-12 /pmc/articles/PMC5816588/ /pubmed/29487847 http://dx.doi.org/10.3389/fchem.2018.00024 Text en Copyright © 2018 Siebenhaller, Gentes, Infantes, Muhle-Goll, Kirschhöfer, Brenner-Weiß, Ochsenreither and Syldatk. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Siebenhaller, Sascha
Gentes, Julian
Infantes, Alba
Muhle-Goll, Claudia
Kirschhöfer, Frank
Brenner-Weiß, Gerald
Ochsenreither, Katrin
Syldatk, Christoph
Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title_full Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title_fullStr Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title_full_unstemmed Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title_short Lipase-Catalyzed Synthesis of Sugar Esters in Honey and Agave Syrup
title_sort lipase-catalyzed synthesis of sugar esters in honey and agave syrup
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5816588/
https://www.ncbi.nlm.nih.gov/pubmed/29487847
http://dx.doi.org/10.3389/fchem.2018.00024
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