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Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy

[Image: see text] Polyglycerol fatty acid esters (PGFAEs) are gaining interest in several industrial sectors due to their excellent surfactant properties and their wide range of hydrophilic–lipophilic balance (HLB) values. Moreover, they can be prepared from renewable resources, i.e., fatty acids an...

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Autores principales: Amari, Jacopo F. A. A., Sangiorgio, Sara, Pargoletti, Eleonora, Rabuffetti, Marco, Zaccheria, Federica, Usuelli, Fabio, Quaranta, Valeria, Speranza, Giovanna, Cappelletti, Giuseppe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10373213/
https://www.ncbi.nlm.nih.gov/pubmed/37521610
http://dx.doi.org/10.1021/acsomega.3c02922
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author Amari, Jacopo F. A. A.
Sangiorgio, Sara
Pargoletti, Eleonora
Rabuffetti, Marco
Zaccheria, Federica
Usuelli, Fabio
Quaranta, Valeria
Speranza, Giovanna
Cappelletti, Giuseppe
author_facet Amari, Jacopo F. A. A.
Sangiorgio, Sara
Pargoletti, Eleonora
Rabuffetti, Marco
Zaccheria, Federica
Usuelli, Fabio
Quaranta, Valeria
Speranza, Giovanna
Cappelletti, Giuseppe
author_sort Amari, Jacopo F. A. A.
collection PubMed
description [Image: see text] Polyglycerol fatty acid esters (PGFAEs) are gaining interest in several industrial sectors due to their excellent surfactant properties and their wide range of hydrophilic–lipophilic balance (HLB) values. Moreover, they can be prepared from renewable resources, i.e., fatty acids and glycerol. In this study, polyglycerol-2 stearic acid esters (PG2SAEs) were synthesized by the enzymatic esterification of polyglycerol-2 (PG2) and stearic acid (SA) using the immobilized lipase Novozym 435 as a biocatalyst in a solvent-free system. Reaction conditions, i.e., temperature (80 °C), reactant ratio (1:1.8), and enzyme loading (2.7% w/w), were finely optimized; furthermore, biocatalyst recycling was studied by assessing the residual activity of the lipase after each reaction cycle, up to 20 times. The composition of the enzymatically synthesized products (E) was roughly evaluated by chromatographic methods and mass spectrometry and compared with that of the esters obtained by acid-catalyzed esterification (C). Then, the surfactant properties of the prepared polyglycerol-based surfactants were investigated by interfacial tension studies. Specifically, the emulsifying capacity and stability and the rheological behavior of O/W emulsions prepared in the presence of E were deeply investigated in comparison with those of the chemically synthesized and commercially available product C.
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spelling pubmed-103732132023-07-28 Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy Amari, Jacopo F. A. A. Sangiorgio, Sara Pargoletti, Eleonora Rabuffetti, Marco Zaccheria, Federica Usuelli, Fabio Quaranta, Valeria Speranza, Giovanna Cappelletti, Giuseppe ACS Omega [Image: see text] Polyglycerol fatty acid esters (PGFAEs) are gaining interest in several industrial sectors due to their excellent surfactant properties and their wide range of hydrophilic–lipophilic balance (HLB) values. Moreover, they can be prepared from renewable resources, i.e., fatty acids and glycerol. In this study, polyglycerol-2 stearic acid esters (PG2SAEs) were synthesized by the enzymatic esterification of polyglycerol-2 (PG2) and stearic acid (SA) using the immobilized lipase Novozym 435 as a biocatalyst in a solvent-free system. Reaction conditions, i.e., temperature (80 °C), reactant ratio (1:1.8), and enzyme loading (2.7% w/w), were finely optimized; furthermore, biocatalyst recycling was studied by assessing the residual activity of the lipase after each reaction cycle, up to 20 times. The composition of the enzymatically synthesized products (E) was roughly evaluated by chromatographic methods and mass spectrometry and compared with that of the esters obtained by acid-catalyzed esterification (C). Then, the surfactant properties of the prepared polyglycerol-based surfactants were investigated by interfacial tension studies. Specifically, the emulsifying capacity and stability and the rheological behavior of O/W emulsions prepared in the presence of E were deeply investigated in comparison with those of the chemically synthesized and commercially available product C. American Chemical Society 2023-07-10 /pmc/articles/PMC10373213/ /pubmed/37521610 http://dx.doi.org/10.1021/acsomega.3c02922 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Amari, Jacopo F. A. A.
Sangiorgio, Sara
Pargoletti, Eleonora
Rabuffetti, Marco
Zaccheria, Federica
Usuelli, Fabio
Quaranta, Valeria
Speranza, Giovanna
Cappelletti, Giuseppe
Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title_full Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title_fullStr Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title_full_unstemmed Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title_short Chemically vs Enzymatically Synthesized Polyglycerol-Based Esters: A Comparison between Their Surfactancy
title_sort chemically vs enzymatically synthesized polyglycerol-based esters: a comparison between their surfactancy
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10373213/
https://www.ncbi.nlm.nih.gov/pubmed/37521610
http://dx.doi.org/10.1021/acsomega.3c02922
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