Study of the selective enzymatic acylation of multifunctional compounds : Application to pseudo-ceramide synthesis
type: Dataset
description: Ceramides are lipids from the sphingolipide class derived from the N-acylation of a sphingoid base from a fatty acid. These lipids and their analogs are compounds of interest used as active components in pharmaceutical and cosmetic industries. Among biocatalysts able to synthesize this type of lipids, Candida antarctica lipase B appears to be the most appropriate enzyme for the production of "pseudo-ceramides" derived from amino-polyols. In this context, we have studied the acylation of amino-alcohol-like compounds catalyzed by Candida antarctica lipase B, keeping inmind a fundamental approach to expand the current knowledge on this subject. The first part of our work aimed to determine the reaction mechanisms and the enantio selectivity exhibited by Candida antarctica lipase B during O-acylation and N-acylation reactions, by conducting a kinetic study of mono functional compound acylation. In the following parts of our work, we performed a structurere activity study of the acyl acceptor substrate and evaluated the effect of the solvent used (organic solvent or ionic liquid) to determine the key factors influencing the chemo selectivity and the regio selectivity of the Candida antarctica lipase B-catalyzed acylation of polyfunctional amino alcohol compounds. Finally, starting from the knowledge acquired in the previous parts, we have developed and optimized an enzymatic process of “pseudo-ceramide” (O,N-diacylaminopropanediol) synthesis performed in a continuous packed-bed reactor.
identifier: NNT: 2012LAROS363
issued: 2026-05-11T02:28:12.525855
language: fr
modified: 2026-05-11T02:28:12.525860
contact point: Organization
  fn: CCSD
keyword: amino-alcohol
keyword: amino-alcool
keyword: biocatalyse
keyword: biocatalysis
keyword: candida-antarctica
keyword: ceramide
keyword: infoeu-reposemanticsdoctoralthesis
keyword: ionic-liquid
keyword: lipase-b
keyword: liquide-ionique
keyword: n-acylation
keyword: o-acylation
keyword: organic-solvent
keyword: sdvsalife-sciences-q-bioagricultural-sciences
keyword: selectivite
keyword: selectivity
keyword: solvant-organique
keyword: theses
landing page: https://theses.hal.science/tel-00823900

Study of the selective enzymatic acylation of multifunctional compounds : Application to pseudo-ceramide synthesis
type: Distribution
format: HTML
issued: 2026-05-11T02:28:12.551831
modified: 2026-05-11T02:28:12.499396
access URL: https://theses.hal.science/tel-00823900

test_moissonnage_selune
type: Agent