Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides
International audience Ceramides are sphingolipid compounds that are very attractive as active components in both the pharmaceutical and the cosmetic industries. In this study, the synthesis of 1-O,3-N-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides was developed at the semi-pilot scale, starti...
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Online Access: | https://hal.science/hal-01630116 https://hal.science/hal-01630116/document https://hal.science/hal-01630116/file/OCL%20final.pdf https://doi.org/10.1051/ocl/2017019 |
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ftunivnantes:oai:HAL:hal-01630116v1 2023-05-15T13:49:12+02:00 Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides Le Joubioux, Florian Bridiau, Nicolas Graber, Marianne Maugard, Thierry LIttoral ENvironnement et Sociétés (LIENSs) La Rochelle Université (ULR)-Centre National de la Recherche Scientifique (CNRS) Laboratoire de Génie Protéique et Cellulaire (LGPC) La Rochelle Université (ULR) 2017-07 https://hal.science/hal-01630116 https://hal.science/hal-01630116/document https://hal.science/hal-01630116/file/OCL%20final.pdf https://doi.org/10.1051/ocl/2017019 en eng HAL CCSD EDP info:eu-repo/semantics/altIdentifier/doi/10.1051/ocl/2017019 hal-01630116 https://hal.science/hal-01630116 https://hal.science/hal-01630116/document https://hal.science/hal-01630116/file/OCL%20final.pdf doi:10.1051/ocl/2017019 info:eu-repo/semantics/OpenAccess ISSN: 2272-6977 EISSN: 2257-6614 OCL Oilseeds and fats crops and lipids https://hal.science/hal-01630116 OCL Oilseeds and fats crops and lipids, 2017, 24 (4), ⟨10.1051/ocl/2017019⟩ [SDV.BIO]Life Sciences [q-bio]/Biotechnology info:eu-repo/semantics/article Journal articles 2017 ftunivnantes https://doi.org/10.1051/ocl/2017019 2023-03-08T06:28:49Z International audience Ceramides are sphingolipid compounds that are very attractive as active components in both the pharmaceutical and the cosmetic industries. In this study, the synthesis of 1-O,3-N-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides was developed at the semi-pilot scale, starting from a two-step continuous enzymatic process with immobilized Candida antarctica lipase B (Novozym ® 435) in a packed-bed bioreactor, previously optimized at the laboratory scale. This process involved the selective N-acylation of 3-amino-1,2-propanediol (step 1), followed by the selective O-acylation of the N-acyl 3-amino-1,2-propanediol synthesized in the first step, with various fatty acids as acyl donors, to produce N,O-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides (step 2). Under partially optimized operating conditions, high synthesis yields and production rates were obtained, within the ranges 76–92% and 3.7–4.6 g h À1 (step 1), or 23–36% and 1–1.4 g h À1 (step 2), respectively, depending on the fatty acids used as acyl donors. The overall synthesis yields varied from 20 to 33%: the best yield was obtained using palmitic acid and lauric acid as first and second acyl donors, respectively. Together with the high production rates also obtained with these acyl donors, this confirms that this two-step process has great potential for the production of differently functionalized 1-O,3-N-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides on an industrial scale. Keywords: pseudo-ceramide / continuous bioprocess / packed-bed bioreactor / lipase / semi-pilot scale Passage à l'échelle semi-pilote d'un bioréacteur continu à lit fixe, développé pour la production de pseudo-céramides catalysée par une lipase. Les céramides sont des sphingolipides, composés actifs d'intérêt majeur pour les industries pharmaceutique et cosmétique. Lors de la présente étude, la synthèse de pseudo-céramides de type 1-O,3-N-diacyl 3-amino-1,2-propanediol a été développée à l'échelle semi-pilote, à partir d'un procédé enzymatique ... Article in Journal/Newspaper Antarc* Antarctica Université de Nantes: HAL-UNIV-NANTES OCL 24 4 D406 |
institution |
Open Polar |
collection |
Université de Nantes: HAL-UNIV-NANTES |
op_collection_id |
ftunivnantes |
language |
English |
topic |
[SDV.BIO]Life Sciences [q-bio]/Biotechnology |
spellingShingle |
[SDV.BIO]Life Sciences [q-bio]/Biotechnology Le Joubioux, Florian Bridiau, Nicolas Graber, Marianne Maugard, Thierry Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
topic_facet |
[SDV.BIO]Life Sciences [q-bio]/Biotechnology |
description |
International audience Ceramides are sphingolipid compounds that are very attractive as active components in both the pharmaceutical and the cosmetic industries. In this study, the synthesis of 1-O,3-N-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides was developed at the semi-pilot scale, starting from a two-step continuous enzymatic process with immobilized Candida antarctica lipase B (Novozym ® 435) in a packed-bed bioreactor, previously optimized at the laboratory scale. This process involved the selective N-acylation of 3-amino-1,2-propanediol (step 1), followed by the selective O-acylation of the N-acyl 3-amino-1,2-propanediol synthesized in the first step, with various fatty acids as acyl donors, to produce N,O-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides (step 2). Under partially optimized operating conditions, high synthesis yields and production rates were obtained, within the ranges 76–92% and 3.7–4.6 g h À1 (step 1), or 23–36% and 1–1.4 g h À1 (step 2), respectively, depending on the fatty acids used as acyl donors. The overall synthesis yields varied from 20 to 33%: the best yield was obtained using palmitic acid and lauric acid as first and second acyl donors, respectively. Together with the high production rates also obtained with these acyl donors, this confirms that this two-step process has great potential for the production of differently functionalized 1-O,3-N-diacyl 3-amino-1,2-propanediol-type pseudo-ceramides on an industrial scale. Keywords: pseudo-ceramide / continuous bioprocess / packed-bed bioreactor / lipase / semi-pilot scale Passage à l'échelle semi-pilote d'un bioréacteur continu à lit fixe, développé pour la production de pseudo-céramides catalysée par une lipase. Les céramides sont des sphingolipides, composés actifs d'intérêt majeur pour les industries pharmaceutique et cosmétique. Lors de la présente étude, la synthèse de pseudo-céramides de type 1-O,3-N-diacyl 3-amino-1,2-propanediol a été développée à l'échelle semi-pilote, à partir d'un procédé enzymatique ... |
author2 |
LIttoral ENvironnement et Sociétés (LIENSs) La Rochelle Université (ULR)-Centre National de la Recherche Scientifique (CNRS) Laboratoire de Génie Protéique et Cellulaire (LGPC) La Rochelle Université (ULR) |
format |
Article in Journal/Newspaper |
author |
Le Joubioux, Florian Bridiau, Nicolas Graber, Marianne Maugard, Thierry |
author_facet |
Le Joubioux, Florian Bridiau, Nicolas Graber, Marianne Maugard, Thierry |
author_sort |
Le Joubioux, Florian |
title |
Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
title_short |
Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
title_full |
Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
title_fullStr |
Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
title_full_unstemmed |
Semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
title_sort |
semi-pilot scale-up of a continuous packed-bed bioreactor system developed for the lipase-catalyzed production of pseudo-ceramides |
publisher |
HAL CCSD |
publishDate |
2017 |
url |
https://hal.science/hal-01630116 https://hal.science/hal-01630116/document https://hal.science/hal-01630116/file/OCL%20final.pdf https://doi.org/10.1051/ocl/2017019 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ISSN: 2272-6977 EISSN: 2257-6614 OCL Oilseeds and fats crops and lipids https://hal.science/hal-01630116 OCL Oilseeds and fats crops and lipids, 2017, 24 (4), ⟨10.1051/ocl/2017019⟩ |
op_relation |
info:eu-repo/semantics/altIdentifier/doi/10.1051/ocl/2017019 hal-01630116 https://hal.science/hal-01630116 https://hal.science/hal-01630116/document https://hal.science/hal-01630116/file/OCL%20final.pdf doi:10.1051/ocl/2017019 |
op_rights |
info:eu-repo/semantics/OpenAccess |
op_doi |
https://doi.org/10.1051/ocl/2017019 |
container_title |
OCL |
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24 |
container_issue |
4 |
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D406 |
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1766251001309822976 |