References of "Nott, Katherine"
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See detailUse of ionic liquids for biocatalytic synthesis of sugar derivatives
Galonde, Nadine ULg; Nott, Katherine ULg; Debuigne, Antoine ULg et al

in Journal of Chemical Technology & Biotechnology (2012), 87(4), 451-471

Sugar-based compounds are widely used in pharmaceuticals, cosmetics, detergents and food. They are mainly produced by chemical methods, but the use of enzymes as ‘a greener alternative’ to organic ... [more ▼]

Sugar-based compounds are widely used in pharmaceuticals, cosmetics, detergents and food. They are mainly produced by chemical methods, but the use of enzymes as ‘a greener alternative’ to organic synthesis has been investigated for more than 20 years. Due to the low polar substrate solubility in organic solvents compatible with enzymes, research has focused on the application of substitutes for biocatalysis, especially ionic liquids (ILs). After introducing the main properties of ILs and especially their ability to solubilize sugars, this review focuses on one of their applications, the biocatalytic synthesis of carbohydrate derivatives. In this context, they can be used in pure IL systems, in IL/IL systems or in IL/organic solvent systems. Finally, this review provides an update on the environmental fate of ILs. Their exploitation in ‘green’ processes is still limited due to their low degradability but research is currently under way to design new more ‘eco-friendly’ ILs. [less ▲]

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See detailStructure, properties and obtention routes of flaxseed lignan secoisolariciresinol
Sainvitu, Pauline ULg; Nott, Katherine ULg; Richard, Gaetan ULg et al

in Biotechnologie, Agronomie, Société et Environnement = Biotechnology, Agronomy, Society and Environment [=BASE] (2012), 16(1), 115-124

Following a brief description of the structure and nomenclature of the lignan family, this review focuses on the flaxseed lignan secoisolariciresinol (SECO). The main properties, the analysis methods and ... [more ▼]

Following a brief description of the structure and nomenclature of the lignan family, this review focuses on the flaxseed lignan secoisolariciresinol (SECO). The main properties, the analysis methods and two routes for the preparation of SECO, i.e. extraction from renewable raw material and (hemi)-synthesis, are reviewed. Green methods recently developed for the first route and chemical syntheses inspired from biosyntheses for the second one are the main subjects of this paper. [less ▲]

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See detailInteraction of Hexadecylbetainate Chloride with Biological Relevant Lipids
Nsimba Zakanda, Francis; Lins, Laurence ULg; Nott, Katherine ULg et al

in Langmuir (2012), 28(7), 3524-3533

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See detaild-Xylose-based bolaamphiphiles: Synthesis and influence of the spacer nature on their interfacial and membrane properties
Deleu, Magali ULg; Gatard, Sylvain; Payen, Emeline et al

in Comptes Rendus Chimie (2012), 15

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See detailLipase catalysis and thiol-Michael addition: a relevant association for the synthesis of new surface active carbohydrate esters
Boyère, Cédric ULg; Favrelle, Audrey ULg; Broze, Guy ULg et al

in Carbohydrate Research (2011), 346(14), 2121-2125

A novel class of surface-active carbohydrate esters is prepared by a two-step strategy that takes advantage of the selectivity of enzymatic catalysis and the versatility of the thiol-Michael addition ... [more ▼]

A novel class of surface-active carbohydrate esters is prepared by a two-step strategy that takes advantage of the selectivity of enzymatic catalysis and the versatility of the thiol-Michael addition reaction. The surfactant performance of the produced aliphatic, fluorinated and silicon based sugar esters are evaluated by surface tension measurements. The novel thiolated mannose, made available in this work, appears as a powerful building block for the incorporation of unprotected sugar moieties into complex molecules. [less ▲]

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See detailPenetration behaviour of alkylbetainate chlorides into lipid monolayers
Nsimba Zakanda, Francis ULg; Nott, Katherine ULg; Paquot, Michel ULg et al

in Colloids and Surfaces B : Biointerfaces (2011), 86

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See detailSynthesis and physico-chemical characterization of bolaamphiphiles derived from alkenyl D-xylosides
Deleu, Magali ULg; Damez, Céline; Gatard, Sylvain et al

in New Journal of Chemistry (2011), 35

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See detailTowards the synthesis of mannose derivatives of natural phenolic compounds
Sainvitu, Pauline ULg; Nott, Katherine ULg; Richard, Gaetan ULg et al

Poster (2010, October 14)

The aim of this project is to graft a sugar moiety onto polyfunctional natural phenolic compounds. This should enhance their water solubility. The choice of an adequate sugar such as mannose could provide ... [more ▼]

The aim of this project is to graft a sugar moiety onto polyfunctional natural phenolic compounds. This should enhance their water solubility. The choice of an adequate sugar such as mannose could provide cellular recognition. The synthesis route was first tested on cinnamyl alcohol which is structurally close to the base pattern of natural phenolic compounds. Two compounds are tested to catalyse the glycosilation between cinnamyl alcohol and D-mannose. The first one is an enzyme, the -glucosidase from almond, and the second one is a mineral acid catalyst immobilized on silica. Results show that -glucosidase is able to synthetize cinnamyl mannoside from mannose and cinnamyl alcohol. Furthermore, enzyme-catalyzed route lead to only one product and is so more specific than the chemical route where several products are observed. The obtaining of one product with a unique structure is interesting for the fundamental study of structure-function relationships (Interaction of the product with model membranes by Isothermal Titration Calorymetry and with the Langmuir Trough technique). In a future work, the reaction will be tested with more complex molecules (for example coniferyl alcohol). [less ▲]

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See detailInfluence de l'ajout de co-solvant pour l'estérification du D-mannose et de l'acide D-glucuronique assistée par les lipases
Richard, Gaetan ULg; Brognaux, Alison ULg; Nott, Katherine ULg et al

Poster (2010, May)

En parallèle à la production de biocarburant, le second objectif du bioraffinage est la transformation des sucres issus de l’hydrolyse de la lignocellulose en produits d’intérêt, qui se substitueront aux ... [more ▼]

En parallèle à la production de biocarburant, le second objectif du bioraffinage est la transformation des sucres issus de l’hydrolyse de la lignocellulose en produits d’intérêt, qui se substitueront aux produits de la vie courante issus du pétrole. L’une des voies de valorisation envisageable est la synthèse de molécules amphiphiles par greffage de chaînes grasses sur le sucre. Ces composés trouveraient alors des applications dans de très nombreux domaines utilisant les tensioactifs (alimentaire, détergence, peinture,…) . Dans le cadre du programme d’excellence TECHNOSE et du projet d’Action de Recherche Concertées SUPERZYM, deux sucres ont été testés : un polyol, le D-mannose, et un sucre acide, l’acide D-glucuronique. Afin de conférer un caractère amphiphile à la molécule, les lipases ont été utilisées en tant qu’outils d’estérification. Ces triglycérides hydrolases sont en effet capables de catalyser ce type de réaction, et de nombreux exemples dans la littérature démontrent le fort potentiel industriel de ces enzymes , . L’estérification du D-mannose et de l’acide D-glucuronique a donc été mise en œuvre en présence de la lipase de Candida antarctica B (Novozyme 435). La réaction est effective, mais l’ajout de co-solvants tels que la pyridine ou le DMSO améliore les vitesses initiales et les rendements de la réaction. Ces améliorations seront discutées et comparées sur ce poster. [less ▲]

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See detailLipase-assisted synthesis of potential bio-based surfactants starting from lignocellulosic carbohydrates
Richard, Gaetan ULg; Nott, Katherine ULg; Paquot, Michel ULg et al

Poster (2010, April)

Surfactants constitute an important class of compounds with a lot of applications, especially in the food and beverage industries (emulsion forming and stabilization, antiadhesive and antimicrobial ... [more ▼]

Surfactants constitute an important class of compounds with a lot of applications, especially in the food and beverage industries (emulsion forming and stabilization, antiadhesive and antimicrobial activities)1. With the prospect of synthesising new active compounds, white biotechnology offers efficient tools. Indeed, the use of enzymes as biocatalysts provides an interesting synthetic route in comparison to the chemical way that often requires high reaction temperatures and suffers from a lack of specificity, resulting in complex mixtures. Among all the biocatalysts available, lipases represent a class of industrial interest 2,3. In parallel, the starting material is also an important parameter : due to the depletion of petroleum reserves, its ever increasing price and various environmental aspects, the use of renewable or biomass resources is inevitable. Within the frame of a biorefinery project, we focused on the lipase-assisted modification of uronic acids. These carbohydrates can be obtained from lignocellulosic material, and, in the presence of fatty alcohols, the Candida antarctica lipase B catalyses the synthesis of amphiphilic compounds. Owing to the initial conditions used and the addition of co-solvents, we optimized the synthesis of these bio-based potential surfactants, and obtained a panel of various structures depending to the acyl acceptor used. The poster will present the details of these syntheses. [less ▲]

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See detailSynthèse enzymatique de surfactants sucrés dans le CO2 supercritique
Favrelle, Audrey ULg; Brognaux, Alison ULg; Debuigne, Antoine ULg et al

Poster (2009, October 15)

Les esters de carbohydrates sont des surfactants non ioniques ayant un vaste éventail d’applications commerciales en particulier dans l’industrie cosmétique, alimentaire et pharmaceutique. Ils sont ... [more ▼]

Les esters de carbohydrates sont des surfactants non ioniques ayant un vaste éventail d’applications commerciales en particulier dans l’industrie cosmétique, alimentaire et pharmaceutique. Ils sont produits à partir de matières premières renouvelables et peu coûteuses, et sont biodégradables et non toxiques. De manière générale, la synthèse d’esters de sucre nécessite de nombreuses étapes de protection/déprotection des groupements hydroxyles, le nombre et la position exacte des substituants greffés sur un squelette osidique étant des paramètres difficiles à contrôler lors des réactions chimiques. En revanche, la spécificité de certaines enzymes, et en particulier des lipases, peut être mise à profit pour modifier les sucres en milieux organiques. L’utilisation des lipases permet ainsi un meilleure sélectivité et énantiosélectivité des réactions d’estérification et de transestérification. D’autre part, la voie enzymatique permet d’effectuer ces réactions dans des conditions expérimentales beaucoup plus douces de température, de pH et de pression, par rapport aux synthèses réalisées à l’aide de catalyseurs chimiques. Le dioxyde de carbone supercritique (Sc-CO2), quant à lui, constitue une alternative intéressante aux solvants organiques couramment utilisés dans ce domaine car il est non toxique, chimiquement inerte, non inflammable…. Par exemple, son utilisation réduit la contamination des produits finaux avec des solvants résiduels. Ces avantages lui confèrent un large potentiel d’applications notamment dans l’industrie alimentaire, cosmétique, pharmaceutique mais également des matériaux. Notre travail consiste donc à développer la synthèse enzymatique de surfactants sucrés en milieu Sc-CO2 et d’étudier l’influence de divers paramètres sur la réaction biocatalysée. L’activité enzymatique et les rendements observés lors de nos expériences préliminaires dans le Sc-CO2 seront présentés ici et comparés avec ceux obtenus dans des solvants organiques traditionnels. [less ▲]

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See detailOptimisation de l'acylation enzymatique du mannose par l'utilisation de co-solvants
Brognaux, Alison ULg; Favrelle, Audrey ULg; Deleu, Magali ULg et al

Poster (2009, October 15)

Les esters de sucres sont des surfactants non-ioniques avec de nombreuses applications dans l’industrie alimentaire et pharmaceutique. La synthèse enzymatique est généralement préférée à la synthèse ... [more ▼]

Les esters de sucres sont des surfactants non-ioniques avec de nombreuses applications dans l’industrie alimentaire et pharmaceutique. La synthèse enzymatique est généralement préférée à la synthèse chimique. En effet, cette dernière consomme beaucoup d’énergie, est moins sélective envers les différents groupes hydroxyle du sucre et conduit à des produits de caramélisation. Le type de solvant, le ratio sucre / lipide, la température et le type de lipase immobilisée peuvent être modifiés afin d’optimiser la vitesse initiale et le rendement de réaction. Les travaux décrits rapportent l’optimisation de la synthèse enzymatique de myristate de mannosyle à partir de mannose et d’acide myristique en présence de la lipase de Candida antarctica B (Novozyme 435). Les concentrations optimales en mannose et en acide myristique sont respectivement de 0,1 et 0,6 M dans du tert-butanol pur à 60°C. Ces conditions conduisent à une vitesse initiale de 1,3 g/l.h pour 2 g/l d’enzyme et à un rendement molaire de 55%. Afin d’améliorer cette vitesse initiale de réaction, différents mélanges de tert-butanol et de co-solvants polaires ont été testés. Les solvants polaires (log P faibles) augmentent la solubilité des sucres mais provoquent l’inactivation partielle des lipases. Lorsque le log P est supérieur à 3, l’enzyme reste active mais ce type de milieu n’est pas approprié si les deux substrats diffèrent grandement en terme de polarité. Le but de cette étude est donc de trouver un compromis entre la solubilité du sucre et le maintient de l’activité enzymatique. Les quatre co-solvants testés sont le DMSO, le DMF, le formamide et la pyridine. Au terme de ce travail, le DMSO, à raison de 10 % dans le milieu réactionnel, s’est avéré être le meilleur co-solvant parmi ceux testés. Dans ces conditions, la vitesse initiale de réaction est accrue de 130 %. [less ▲]

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See detailEnzymatic modifications of sugar in supercritical carbon dioxide
Favrelle, Audrey ULg; Brognaux, Alison ULg; Debuigne, Antoine ULg et al

Poster (2009, July 07)

Carbohydrates esters are non-ionic surfactants that have a wide range of commercial applications in cosmetic, food and pharmaceutical industry. They are produced from renewable and inexpensive raw ... [more ▼]

Carbohydrates esters are non-ionic surfactants that have a wide range of commercial applications in cosmetic, food and pharmaceutical industry. They are produced from renewable and inexpensive raw materials, are bio-degradable and non-toxic. Chemical synthesis of sugar esters is generally performed at a high temperature in the presence of an alkaline catalyst lead-ing to a mixture of products. In this respect, the corresponding enzyme-catalyzed processes in non-conventional media are more selective. For this purpose, lipases are the most useful enzymes. Moreover, supercritical carbon dioxide (SC-CO2) constitutes an interesting alternative to the organic solvents used in the domain as it is considered to be environmentally frien-dlier and safer. For example, its use reduces the contamination of the final products with residual solvents. This property is particularly valued in food, cosmetic and pharmaceutical industry. Our work consists to carry out lipase catalyzed sugar modifications in SC-CO2 and to compare the results with those obtained in organic solvents. The effect of these two different media on the enzyme stability and the yield will be described here. Moreover, the impact of various factors such as pressure, temperature, enzyme form (free or immobilized), use of co-solvent, on the course of the sugar esterification will be discussed. [less ▲]

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See detailChemical and enzymatical modifications of sugar derived from lignocellulose
Richard, Gaetan ULg; Laurent, Pascal ULg; Nott, Katherine ULg et al

Poster (2009, January)

Actually, biorefinery is increasingly considered as a promising alternative to petroleum chemistry, since it aims at not only the replacement of fossil energy but also the development of chemicals from ... [more ▼]

Actually, biorefinery is increasingly considered as a promising alternative to petroleum chemistry, since it aims at not only the replacement of fossil energy but also the development of chemicals from biomass, with applications such as detergents, phytopharmaceutics, solvents, plastics, etc. The valorisation of carbohydrates from renewable raw materials is currently the subject of numerous researches. In this context, the synthesis of new surfactants derived from the sugars issued from the lignocellulose hydrolysis was undertaken by chemical or enzymatic routes. In this poster, the examples of glucose, cellobiose and uronic acids will be discussed. Whatever the way used, the reaction conditions (use of a catalyst, protection/deprotection steps, type of solvent, presence of co-solvent, reactant concentrations, etc) were optimized to yield a panel of carbohydrate derivatives (some examples of the structures obtained are given above). These differ by the nature of the alkyl chain (in length and in degree of saturation), the type of chemical bond (amide, ester, thioester, acetal), and the position of substitution. The impact of these differences on the techno-functional properties of these modified sugars will be evaluated. [less ▲]

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See detailSurface Properties Of New Virginiamycin M-1 Derivatives
Nott, Katherine ULg; Paquot, Michel ULg; Dufour, Samuel et al

in Colloids and Surfaces B : Biointerfaces (2009), 69(2),

Detailed reference viewed: 20 (9 ULg)