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Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions

[Image: see text] A sustainable scaling-up process for the biocatalytic production of new bioactive provitamin-B(5) monoacyl esters has been demonstrated. A solvent-free reaction protocol, based on the formation of eutectic mixtures between neat substrates, renders highly efficient direct esterifica...

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Autores principales: Nieto, Susana, Bernal, Juana M., Villa, Rocio, Garcia-Verdugo, Eduardo, Donaire, Antonio, Lozano, Pedro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10091472/
https://www.ncbi.nlm.nih.gov/pubmed/37064495
http://dx.doi.org/10.1021/acssuschemeng.3c00266
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author Nieto, Susana
Bernal, Juana M.
Villa, Rocio
Garcia-Verdugo, Eduardo
Donaire, Antonio
Lozano, Pedro
author_facet Nieto, Susana
Bernal, Juana M.
Villa, Rocio
Garcia-Verdugo, Eduardo
Donaire, Antonio
Lozano, Pedro
author_sort Nieto, Susana
collection PubMed
description [Image: see text] A sustainable scaling-up process for the biocatalytic production of new bioactive provitamin-B(5) monoacyl esters has been demonstrated. A solvent-free reaction protocol, based on the formation of eutectic mixtures between neat substrates, renders highly efficient direct esterification of free fatty acids (i.e., from C(6) to C(18) alkyl-chain length) with panthenol catalyzed by lipase. The scale-up from 0.5 to 500 g was evaluated by means of using several reaction systems (i.e., ultrasound assistance, orbital shaking, rotary evaporator, and mechanical stirring coupled to vacuum). For all reactor systems, the yield in panthenyl monoacyl esters was improved by increasing the length of the alkyl chain of the fatty acid (i.e., from 63% yield for panthenyl butyrate to 83% yield for panthenyl myristate). The best results (87–95% product yield, for all cases) were obtained upon a scale-up (50–500 g size) and when a vacuum system was coupled to the biocatalytic reaction unit. Under the optimized conditions, a 5-fold reduction of the amount of biocatalysts with respect to reactors without vacuum was achieved. The recovery and reuse of the immobilized enzyme for five operation cycles were also demonstrated. Finally, different metrics have been applied to assess the greenness of the solvent-free biocatalytic synthesis of panthenyl monoesters here reported.
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spelling pubmed-100914722023-04-13 Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions Nieto, Susana Bernal, Juana M. Villa, Rocio Garcia-Verdugo, Eduardo Donaire, Antonio Lozano, Pedro ACS Sustain Chem Eng [Image: see text] A sustainable scaling-up process for the biocatalytic production of new bioactive provitamin-B(5) monoacyl esters has been demonstrated. A solvent-free reaction protocol, based on the formation of eutectic mixtures between neat substrates, renders highly efficient direct esterification of free fatty acids (i.e., from C(6) to C(18) alkyl-chain length) with panthenol catalyzed by lipase. The scale-up from 0.5 to 500 g was evaluated by means of using several reaction systems (i.e., ultrasound assistance, orbital shaking, rotary evaporator, and mechanical stirring coupled to vacuum). For all reactor systems, the yield in panthenyl monoacyl esters was improved by increasing the length of the alkyl chain of the fatty acid (i.e., from 63% yield for panthenyl butyrate to 83% yield for panthenyl myristate). The best results (87–95% product yield, for all cases) were obtained upon a scale-up (50–500 g size) and when a vacuum system was coupled to the biocatalytic reaction unit. Under the optimized conditions, a 5-fold reduction of the amount of biocatalysts with respect to reactors without vacuum was achieved. The recovery and reuse of the immobilized enzyme for five operation cycles were also demonstrated. Finally, different metrics have been applied to assess the greenness of the solvent-free biocatalytic synthesis of panthenyl monoesters here reported. American Chemical Society 2023-03-22 /pmc/articles/PMC10091472/ /pubmed/37064495 http://dx.doi.org/10.1021/acssuschemeng.3c00266 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Nieto, Susana
Bernal, Juana M.
Villa, Rocio
Garcia-Verdugo, Eduardo
Donaire, Antonio
Lozano, Pedro
Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title_full Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title_fullStr Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title_full_unstemmed Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title_short Sustainable Setups for the Biocatalytic Production and Scale-Up of Panthenyl Monoacyl Esters under Solvent-Free Conditions
title_sort sustainable setups for the biocatalytic production and scale-up of panthenyl monoacyl esters under solvent-free conditions
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10091472/
https://www.ncbi.nlm.nih.gov/pubmed/37064495
http://dx.doi.org/10.1021/acssuschemeng.3c00266
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