CARBOHYDRATE-BASED SURFACTANTS FOR FORMING AND STABILIZING COLLOIDAL SYSTEMS AS EMULSIONS AND FOAMSRazafindralambo, Hary ; Blecker, Christophe ; Richel, Aurore et alin Abstracts book of 5th edition of world congress on emulsions (2010, October 12) Carbohydrate-based surfactants (CBS) constitute a class of amphiphilic molecules with particular and common interests. These surface-active compounds can be produced from the most abundant renewable ... [more ▼] Carbohydrate-based surfactants (CBS) constitute a class of amphiphilic molecules with particular and common interests. These surface-active compounds can be produced from the most abundant renewable materials allowing large product concept possibilities, and may occur in a large structural range with one or more hydrophilic head groups and hydrophobic chains with various linkers/spacers, thanks to numerous reactive functional groups in their basic structure. It is then possible to design a quasi-unlimited number of new compounds by (bio)-synthesis from various raw materials. This structural diversity can generate a wide range of properties, which could be developed in food and non-food applications. Our challenge is now to find out the most suitable molecular structures for the post-development of CBS, mainly for colloidal systems like emulsion, foam, and suspension. A pre-screening of the dynamic and equilibrium interfacial tensions and interfacial rheology properties of various CBS prepared by chemical, enzymatic, or chemo-enzymatic synthesis routes from the derivatives of bio-renewable substrates is carried out. Then, the characterization of emulsifying and foaming properties of pre-selected molecules is performed. These investigations are completed by the characterization of thermal properties of liquid suspensions and powders. Homologous series of two derivative compounds of glucuronic and galacturonic acids with mono- or bicatenar hydrophobic chains and different linkages (linear or cyclic ester, amide) have been chosen as CBS starting compounds. These were full characterized by spectroscopic techniques (RMN, SM, IR). The effect of the hydrophobic chain length and number, polar head group, and the linker on whole properties investigated is easily deduced. [less ▲] Detailed reference viewed: 37 (21 ULg) Biological control formulations incorporating essential oils' componentsHeuskin, Stéphanie ; ; Wathelet, Jean-Paul et alin Lochynski, Stanislaw; Wawrzenczyk, Czeslaw (Eds.) 41th International Symposium on Essential Oils - Programme and Book of Abstracts (2010, September) Detailed reference viewed: 47 (14 ULg) Synthèse enzymatique de surfactants sucrés en milieux organiques et dans le CO2 supercritiqueFavrelle, Audrey ; Brognaux, Alison ; Nott, Katherine et alPoster (2010, May 18) Detailed reference viewed: 45 (22 ULg) Volatile organic compounds of wheat roots as potential contributors to their communication with soil organismsDelaplace, Pierre ; Ormeno Lafuente, Eléna ; Fauconnier, Marie-Laure et alPoster (2010, May 05) Detailed reference viewed: 23 (6 ULg) Optimisation of slow-release formulations as biological control devicesHeuskin, Stéphanie ; ; et alPoster (2010, May 05) E-β-Farnesene, the alarm pheromone of many aphid species and β-caryophyllene, recently identified as one of the possible component of the aggregation pheromones of the Asian ladybeetles Harmonia axyridis ... [more ▼] E-β-Farnesene, the alarm pheromone of many aphid species and β-caryophyllene, recently identified as one of the possible component of the aggregation pheromones of the Asian ladybeetles Harmonia axyridis Pallas, are considered as two sesquiterpenes attractive for aphids’ predators and parasitoids, Epysirphus balteatus De Geer and Aphidius ervi Haliday, respectively. In the present research, alginate gel beads formulations were optimised as semiochemical slow-release devices. The formulations were evaluated in terms of volatiles release capacity, protection efficiency of sesquiterpenes against oxidation, and biological activity towards Epysirphus balteatus and Aphidius ervi. Moreover, the sesquiterpenes used in the formulations were obtained from natural matrices. Indeed, they were purified by flash chromatography fractionation of essential oils of Matricaria chamomilla L. and Nepeta cataria L., for obtaining E-β-farnesene and β-caryophyllene, respectively. The purities of the fractions were determined by means of a fast GC analytical method optimised for a good resolution of terpenes in less than five minutes. The experiments can conclude that the alginate gel beads formulations are efficient as biological control devices considering the results obtained with the various biological tests led on predators and parasitoids. Moreover, the sesquiterpenes are more protected when formulated in alginate beads than without formulation. The devices allow also a slow-release of semiochemicals during a long time (at least 40 days) depending on physico-chemical parameters (temperature, relative humidity). A mathematical modelisation of semiochemicals release is presently in study. [less ▲] Detailed reference viewed: 47 (8 ULg) Influence de l'ajout de co-solvant pour l'estérification du D-mannose et de l'acide D-glucuronique assistée par les lipasesRichard, Gaetan ; Brognaux, Alison ; Nott, Katherine et alPoster (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 ▲] Detailed reference viewed: 23 (3 ULg) Microwave-assisted conversion of carbohydrates. State of the art and outlook.Richel, Aurore ; Laurent, Pascal ; Wathelet, Bernard et alConference (2010, May) The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast ... [more ▼] The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks (i.e. lignocellulosic biomass) is nowadays an area of outmost interest. In this context, the implementation of fast, expeditous and cost-effective methodologies for the modification of these naturally occurring compounds is becoming a prerequisite. In this sense, the application of microwaves has gained progressive attention in laboratories for making a range of high-added value sugars derivatives scaffolds. Its advantages are numerous and include enhacement of reaction rates and yields combined to improved regio-, chemo- and anomeric selectivities. Since the first publications of Gedye et Giguere in 1986, the use of microwave has progressively emerged as a popular non conventional heating source in the field of organic synthesis.1 Nevertheless, its application in the area of carbohydrate chemistry is less documented.2, 3 Although research in this field is still in its infancy, recourse to microwaves often provides, with remarkable yields and atom efficiency, new carbohydrate-based structures that are not easily available by any another means (or only via painstaking multi-step protocols). This communication proposes therefore selected, recent and non exhaustive illustrations of the application of microwaves to promote famous carbohydrates “model” reactions. The scale-up of such microwave-assisted reactions is also presented. [less ▲] Detailed reference viewed: 66 (10 ULg) Microwave – assisted synthesis of carbohydrate compounds, focus on uronic acid derivatives.Laurent, Pascal ; Richel, Aurore ; Wathelet, Bernard et alPoster (2010, May) At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of ... [more ▼] At the moment, biorefining is increasingly seen as a promising alternative to petrochemical sector since it targets both the replacement of part of petroleum as a source of energy and the development of chemicals from the biomass, such as detergents, phytopharmaceutics, solvents, plastics, etc. The valorisation of carbohydrates arising from the hydrolysis of renewable feedstocks is therefore an area of outmost interest. In this context, uronic acids such as glucuronic acid (GlcA) or galacturonic acid (GalA) derived from widely available raw material such as hemicellulose or pectins represent important biocompatible and bioresorbable starting material. The quest of highly effective, environmentally friendly and straightforward chemical strategies to transform totally O-unprotected uronic acids into high valuable materials remains actually a particularly challenging task. A new strategy enabling the quantitative “one-pot” production of water-soluble monosubstituted D-glucofuranosidurono-6,3-lactones from unprotected D-glucuronic acid (D-GlcA) involving microwaves and an inexpensive siliceous-based promoter will be described. The use of a heterogeneous acid catalytic systems consisting of sulfuric acid impregnated onto silica (H2SO4/SiG60) or onto carbon (H2SO4/C), offers a green alternative to unrecyclable liquid sulfuric acid and permit the developpment of a truly eco-friendly green process, as these supported acids were readily separated from liquid products, without neutralization, by decantation or filtration, thus minimizing energy consumption and wastes. Faced with environmental concerns, this solventless methodology offers attractive features, including short reaction times, high yields and easy set-up and workup. [less ▲] Detailed reference viewed: 63 (6 ULg) Lipase-assisted synthesis of potential bio-based surfactants starting from lignocellulosic carbohydratesRichard, Gaetan ; Nott, Katherine ; Paquot, Michel et alPoster (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 ▲] Detailed reference viewed: 16 (1 ULg) Effective cobalt-mediated radical coupling (CMRC) of poly(vinylacetate) and poly(N-vinylpyrrolidone) (co)polymer precursorsDebuigne, Antoine ; ; et alin Macromolecules (2010), 43(6), 2801-2813 Cobalt-mediated radical coupling (CMRC) is successfully applied to poly(vinyl acetate) (PVAc) and poly(N-vinylpyrrolidone) (PNVP) precursors for the first time. The coupling process is based on addition ... [more ▼] Cobalt-mediated radical coupling (CMRC) is successfully applied to poly(vinyl acetate) (PVAc) and poly(N-vinylpyrrolidone) (PNVP) precursors for the first time. The coupling process is based on addition of isoprene onto polymer chains preformed by controlled radical polymerization with cobalt complexes (CMRP). The extents of coupling were high (>90%) to moderate (75-80%) for PVAc and PNVP precursors, respectively. Effects of the length of the polymer precursors and conditions used in the polymerization step on the coupling efficiency are discussed. Mass spectrometry (MS) and nuclear magnetic resonance (NMR) analyses conducted on the coupling products demonstrate the preferential insertion of two isoprene units in the final polymers. The CMRC mechanistic proposal, supported by DFT calculations, is based on this microstructure feature. Finally, illustration of the macromolecular engineering potential of this technique is given by the preparation of symmetrical PVAc-b-PNVP-b-PVAc triblock copolymers starting from the corresponding PVAc-b-PNVP-[Co] diblock copolymer. [less ▲] Detailed reference viewed: 47 (16 ULg) The lipoxygenase metabolic pathway in plants: potential for industrial production of natural green leaf volatilesGigot, Cédric ; Ongena, Marc ; Fauconnier, Marie-Laure et alin Biotechnologie, Agronomie, Société et Environnement = Biotechnology, Agronomy, Society and Environment [=BASE] (2010), 14(3), 451-460 Lipoxygenase enzymatic pathway is a widely studied mechanism in the plant kingdom. Combined actions of three enzymes: lipase, lipoxygenase (LOX) and hydroperoxide lyase (HPL) convert lipidic substrates ... [more ▼] Lipoxygenase enzymatic pathway is a widely studied mechanism in the plant kingdom. Combined actions of three enzymes: lipase, lipoxygenase (LOX) and hydroperoxide lyase (HPL) convert lipidic substrates such as C18:2 and C18:3 fatty acids into short chain volatiles. These reactions, triggered by cell membrane disruptions, produce compounds known as Green Leaf Volatiles (GLVs) which are C6 or C9-aldehydes and alcohols. These GLVs are commonly used as flavors to confer a fresh green odor of vegetable to food products. Therefore, competitive biocatalytic productions have been developed to meet the high demand in these natural flavors. Vegetable oils, chosen for their lipidic acid profile, are converted by soybean LOX and plant HPL into natural GLVs. However this second step of the bioconversion presents low yield due to the HPL instability and the inhibition by its substrate. This paper will shortly describe the different enzymes involved in this bioconversion with regards to their chemical and enzymatic properties. Biotechnological techniques to enhance their production potentialities will be discussed along with their implication in a complete bioprocess, from the lipid substrate to the corresponding aldehydic or alcoholic flavors. [less ▲] Detailed reference viewed: 48 (12 ULg) Cobalt mediated radical coupling (CMRC) : an unusual route to midchain-functionalized symmetrical macromoleculesDebuigne, Antoine ; ; et alin Chemistry : A European Journal (2010), 16(5), 1799-1811 Cobalt-mediated radical coupling (CMRC) is a straightforward approach to the synthesis of symmetrical macromolecules that relies on the addition of 1,3-diene compounds onto polymer precursors preformed by ... [more ▼] Cobalt-mediated radical coupling (CMRC) is a straightforward approach to the synthesis of symmetrical macromolecules that relies on the addition of 1,3-diene compounds onto polymer precursors preformed by cobalt-mediated radical polymerization (CMRP). Mechanistic features that make this process so efficient for radical polymer coupling are reported here. The mechanism was established on the basis of NMR spectroscopy and MALDI-MS analyses of the coupling product and corroborated by DFT calculations. A key feature of CMRC is the preferential insertion of two diene units in the middle of the chain of the coupling product mainly according to a trans-1,4-addition pathway. The large tolerance of CMRC towards the diene structure is demonstrated and the impact of this new coupling method on macromolecular engineering is discussed, especially for midchain functionalization of polymers. It is worth noting that the interest in CMRC goes beyond the field of polymer chemistry, since it constitutes a novel carbon-carbon bond formation method that could be applied to small organic molecules. [less ▲] Detailed reference viewed: 65 (13 ULg) Volatile organic compounds of wheat roots as potential contributors to their communication with soil microorganismsDelaplace, Pierre ; Wathelet, Jean-Paul ; Fauconnier, Marie-Laure et alPoster (2010, January 26) Detailed reference viewed: 17 (3 ULg) A fast gas chromatographic method for the study of semiochemical slow release formulationsHeuskin, Stéphanie ; ; Leroy, Pascal et alPoster (2010, January) Detailed reference viewed: 27 (7 ULg) L'Ylang-Ylang (Cananga odorata (Lam.) Hook & Thoms.) : une plante à huile essentielle méconnue dans une filière en danger.Benini, Céline ; ; Wathelet, Jean-Paul et alin Biotechnologie, Agronomie, Société et Environnement = Biotechnology, Agronomy, Society and Environment [=BASE] (2010), 14 Detailed reference viewed: 108 (26 ULg) Effet de la puissance micro-ondes sur la composition chimique de l'huile essentielle de l'Eucalyptus globulus; ; et al Poster (2010) Dans le but de mettre au point les conditions optimales d’extraction des huiles essentielles sous micro-ondes, nous avons effectué une série de travaux en contrôlant l’effet de plusieurs facteurs sur la ... [more ▼] Dans le but de mettre au point les conditions optimales d’extraction des huiles essentielles sous micro-ondes, nous avons effectué une série de travaux en contrôlant l’effet de plusieurs facteurs sur la composition chimique des extraits : présence du solvant, quantité de solvant et puissance des micro-ondes. Dans le cas de l’Eucalyptus globulus récolté à Oujda, nous avons comparé la composition chimique de l’huile essentielle extraite par micro-ondes sous deux puissances différentes : 280W et 700W. 38 composés volatils ont été identifiés par GC/MS et GC/FID. La comparaison de la composition chimique, dans les deux cas de puissance d’extraction (280W et 700W), nous a permis de noter respectivement les résultats suivants : a-pinène (2,41%, 4,06%) ; transpinocarveol (2,94%, 3,28%) ; 1,8-cinéole (0,91%, 1,84%) ; (+)-aromadendrene (2,22%, 2,82) ; globulol (4,63%, 4%) ; g-eudesmol (4,66%, 4,2%) ; b-eudesmol (17,02%, 14,5%) ; 1,2,3,4-tetrahydro-2,3-methano-2,8-dimethoxynaphtalene (4,27%, 4,28%) ; anisole, p(m-chlorophenyl) (0 %, 0,24%). La puissance micro-ondes choisie a un effet direct sur la variation de la composition chimique de l’huile essentielle extraite par micro-ondes de point de vue quantitatif et qualitatif. [less ▲] Detailed reference viewed: 38 (0 ULg) Activité antibactérienne et Technique d'extraction; ; et al Poster (2010) L’évaluation de l’activité antibactérienne fait l’objet de nombreuses études dans le domaine des plantes aromatiques et médicinales. Les résultats obtenus correspondent généralement à une technique ... [more ▼] L’évaluation de l’activité antibactérienne fait l’objet de nombreuses études dans le domaine des plantes aromatiques et médicinales. Les résultats obtenus correspondent généralement à une technique d’extraction employée. Notre travail a pour objectif d’étudier l’effet de la technique d’extraction sur l’activité antibactérienne des huiles essentielles extraites à partir de certaines plantes aromatiques et médicinales. Nous avons préparé deux échantillons d’huiles essentielles par hydro-distillation conventionnelle et par hydro-distillation assistée par micro-ondes. Une série d’expériences a été effectuée sur un groupe de bactéries : E. coli, Staphylococcus, Klépsilla, Protéus, Bacillus. Les résultats obtenus ont montré que l’activité antibactérienne est nettement supérieur dans le cas du chauffage classique pour E. coli et Bacillus. Ceci montre que la composition chimique est différente pour les deux échantillons d’huiles essentielles. Les travaux effectués confirment que l’activité antibactérienne dépend directement de la technique d’extraction utilisée. [less ▲] Detailed reference viewed: 28 (0 ULg) L'exraction par micro-ondes: un choix de qualité; ; et al Poster (2010) Le but de ce travail est de comparer l’extraction faite par chauffage classique (CC) avec celle réalisée sous micro-ondes (MO). Deux modes d’extraction ont été réalisés : - L’hydro-distillation par ... [more ▼] Le but de ce travail est de comparer l’extraction faite par chauffage classique (CC) avec celle réalisée sous micro-ondes (MO). Deux modes d’extraction ont été réalisés : - L’hydro-distillation par chauffage classique (extraction par entraînement à la vapeur d’un solvant) et, - L’hydro-distillation activée par micro-ondes. Les MO permettent un gain de temps considérable. Par exemple, dans le cas du lavandula dentata : on note une cinétique 3 fois plus rapide, de plus le rendement est nettement supérieur (1% contre 0,6% par chauffage classique). Dans le cas de la plante fraiche, l’extraction est faite en absence de solvant sous MO. Ceci présente un grand intérêt sur le plan économique et environnemental. De plus, la qualité de l’huile extraite présente généralement une meilleure pureté. L’extraction par MO constitue une technique en accord avec la chimie verte. Grâce à ce procédé, on pourra alors réduire d'environ 60 % les besoins en énergie, ce qui diminuera d'autant les émissions de gaz à effet de serre. [less ▲] Detailed reference viewed: 14 (0 ULg) L'organométallique au service des extraits naturels; ; et al Poster (2010) Le Maroc est considéré parmi les pays méditerranéens les plus riches en ressources naturelles, notamment, les plantes aromatiques et médicinales. La valorisation des extraits naturels passe soit par des ... [more ▼] Le Maroc est considéré parmi les pays méditerranéens les plus riches en ressources naturelles, notamment, les plantes aromatiques et médicinales. La valorisation des extraits naturels passe soit par des échantillons à l’état brut, soit en les transformant en d’autres structures chimiques nouvelles. [less ▲] Detailed reference viewed: 9 (0 ULg) Chemical Composition and Antimicrobial Activity of the Essential Oil of Myrtus communis L. from Algeria; ; et al Poster (2010) This study deals with the valorisation of medicinal and aromatic plants of the Algerian flora, in order to find new bioactive natural products. Myrtus communis essential oil obtained by hydrodistillation ... [more ▼] This study deals with the valorisation of medicinal and aromatic plants of the Algerian flora, in order to find new bioactive natural products. Myrtus communis essential oil obtained by hydrodistillation was investigated by capillary gas chromatography and gas chromatography/mass spectrometry. Twenty-seven volatile compounds were identified in the leaves essential oil; the major components were: -pinene (23.5 %), limonene (22.9 %), 1,8-cineole (16.1 %), linalool (13.0%), linalyl acetate (10.9%) and geranyl acetate (4.6%). The antibacterial activity of essential oils extracts was evaluated by the diffusion method and by the dilution method in liquid medium on pathogenic bacteria (Staphylococcus aureus, Escherichia coli, Salmonella sp, Proteus sp and Klebsiella sp). [less ▲] Detailed reference viewed: 29 (0 ULg) |
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