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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Published in:OCL
Main Authors: Le Joubioux, Florian, Bridiau, Nicolas, Graber, Marianne, Maugard, Thierry
Other Authors: LIttoral ENvironnement et Sociétés - UMRi 7266 (LIENSs), Université de La Rochelle (ULR)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Génie Protéique et Cellulaire (LGPC), Université de La Rochelle (ULR)
Format: Article in Journal/Newspaper
Language:English
Published: HAL CCSD 2017
Subjects:
Online Access:https://hal.archives-ouvertes.fr/hal-01630116
https://hal.archives-ouvertes.fr/hal-01630116/document
https://hal.archives-ouvertes.fr/hal-01630116/file/OCL%20final.pdf
https://doi.org/10.1051/ocl/2017019
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spelling ftccsdartic:oai:HAL:hal-01630116v1 2023-05-15T13:41:03+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 - UMRi 7266 (LIENSs) Université de La Rochelle (ULR)-Centre National de la Recherche Scientifique (CNRS) Laboratoire de Génie Protéique et Cellulaire (LGPC) Université de La Rochelle (ULR) 2017-07 https://hal.archives-ouvertes.fr/hal-01630116 https://hal.archives-ouvertes.fr/hal-01630116/document https://hal.archives-ouvertes.fr/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.archives-ouvertes.fr/hal-01630116 https://hal.archives-ouvertes.fr/hal-01630116/document https://hal.archives-ouvertes.fr/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.archives-ouvertes.fr/hal-01630116 OCL Oilseeds and fats crops and lipids, EDP, 2017, 24 (4), ⟨10.1051/ocl/2017019⟩ [SDV.BIO]Life Sciences [q-bio]/Biotechnology info:eu-repo/semantics/article Journal articles 2017 ftccsdartic https://doi.org/10.1051/ocl/2017019 2021-11-07T03:21:26Z 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 Archive ouverte HAL (Hyper Article en Ligne, CCSD - Centre pour la Communication Scientifique Directe) OCL 24 4 D406
institution Open Polar
collection Archive ouverte HAL (Hyper Article en Ligne, CCSD - Centre pour la Communication Scientifique Directe)
op_collection_id ftccsdartic
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 - UMRi 7266 (LIENSs)
Université de La Rochelle (ULR)-Centre National de la Recherche Scientifique (CNRS)
Laboratoire de Génie Protéique et Cellulaire (LGPC)
Université de La Rochelle (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.archives-ouvertes.fr/hal-01630116
https://hal.archives-ouvertes.fr/hal-01630116/document
https://hal.archives-ouvertes.fr/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.archives-ouvertes.fr/hal-01630116
OCL Oilseeds and fats crops and lipids, EDP, 2017, 24 (4), ⟨10.1051/ocl/2017019⟩
op_relation info:eu-repo/semantics/altIdentifier/doi/10.1051/ocl/2017019
hal-01630116
https://hal.archives-ouvertes.fr/hal-01630116
https://hal.archives-ouvertes.fr/hal-01630116/document
https://hal.archives-ouvertes.fr/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
container_volume 24
container_issue 4
container_start_page D406
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