References of "Nott, Katherine"
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See detailUse of response surface methodology for the optimization of the lipase-catalyzed synthesis of mannosyl myristate in pure ionic liquid
Galonde, Nadine ULg; Brostaux, Yves ULg; Richard, Gaetan ULg et al

in Process Biochemistry (2013), 48(11), 1914-1920

The purpose of the present study is to find the conditions allowing to reach the highest 24 h-yield(24 h- ) for the synthesis of mannosyl myristate catalyzed by the immobilized lipase B from Candida ... [more ▼]

The purpose of the present study is to find the conditions allowing to reach the highest 24 h-yield(24 h- ) for the synthesis of mannosyl myristate catalyzed by the immobilized lipase B from Candida antarctica (Novozym®435) in the ionic liquid (IL) [Bmpyrr][TFO] (1-butyl-1-methylpyrrolidinium tri-fluoromethanesulfonate). A full factorial design (FFD) was used in order to study the influence of three variables (temperature, mannose/vinyl myristate ratio and total substrate quantity) on the 24 h- . This design led to a model based on a second order polynomial response function. The resulting predicted con-tour plots have shown that the highest 24 h- should be obtained with high temperatures, low sugar/vinylester molar ratio and intermediate total substrate quantities (mmol). The model has been successfully verified and experimentally confirmed at the optimal conditions of 80◦C, substrate molar ratio of 1/10and total substrate quantity of 0.26 mmol leading to the highest predicted 24 h- of 72.2%. [less ▲]

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See detailUse of lipases for the kinetic resolution of lactic acid esters in heptane or in a solvent free system
Richard, Gaetan ULg; Nott, Katherine ULg; Nicks, François et al

in Journal of Molecular Catalysis B : Enzymatic (2013), 97

tKinetic resolution of d,l-ethyl lactate (d,l-LA-Et) and d,l-butyl lactate (d,l-LA-Bu) was accomplished inthe presence of lipases. Transesterification of the lactate esters with alcohols was shown to be ... [more ▼]

tKinetic resolution of d,l-ethyl lactate (d,l-LA-Et) and d,l-butyl lactate (d,l-LA-Bu) was accomplished inthe presence of lipases. Transesterification of the lactate esters with alcohols was shown to be poorlyenantioselective, with a very low preference toward the l enantiomer. However, esterification of the freehydroxyl function of the lactate esters was much more enantioselective, with an opposite preferencetoward the d form. Among the 200 combinations screened (substrates and lipases), only two reactionsfulfilled the required criteria for an efficient resolution (fast reaction, enantioselectivity ratio higherthan 100). The best resolution was obtained by esterification of d,l-LA-Bu with butyric anhydride inthe presence of lipase B from Candida antarctica (CAL-B) in heptane (at 30◦C): LA-Bu was resolved in6 h with an initial esterification rate of d-LA-BU of 1.5 g L−1h−1g−1EZ, an enantioselectivity ratio higherthan 100, a l substrate consumption lower than 1%, and a final substrate enantiomeric excess superiorto 99%. After having demonstrated that neither LA-Bu nor BuAn were inhibitors of CAL-B, the reactionwas further improved by carrying it out in a solvent free system, at an elevated temperature (60◦C), andat a higher lipase concentration. LA-Bu was resolved in 6 h with an initial rate of 7.6 g L−1h−1g−1EZ, anenantioselectivity ratio higher than 100, and a final substrate enantiomeric excess of 95%. [less ▲]

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See detailOptimization of the formation of vinyldithiins, therapeutic compounds from garlic
DETHIER, Bérénice ULg; Hanon, Emilien; Maayoufi, Said et al

in European Food Research & Technology (2013), 237(1), 83-88

Allyl sulfides, ajoenes and vinyldithiins are the three main groups of volatile organosulfur compounds that are formed when garlic is crushed. The manner garlic is processed (nature of the extraction ... [more ▼]

Allyl sulfides, ajoenes and vinyldithiins are the three main groups of volatile organosulfur compounds that are formed when garlic is crushed. The manner garlic is processed (nature of the extraction medium, temperature…) has a major influence on their relative proportion and the amounts produced. It has been proven recently that the vinyldithiins are at the origin of garlic’s capacity to prevent adipocytes development. Their incorporation in garlic-based nutraceuticals is thus particularly interesting. In this context, this work aims to optimize the production of vinyldithiins from garlic. After having determined the best garlic origin (Spanish) and the best oil for the extraction (olive or sunflower oil), the extraction conditions were optimized (1/2 (w/w garlic oil), 37 °C, 6 h) and 133 mg of vinyldithiins was obtained from 100 g of fresh garlic. Carrying out the extraction under microwave irradiation allowed increasing the yield 3.6-fold (yield 486 mg of vinyldithiins from 100 g of fresh garlic). This study may also contribute to the development of new garlic derived high value products by enhancing the comprehension of their formation. [less ▲]

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See detailAnalysis of the interactions of xylose-based bolaforms with model membranes
Nasir, Mehmet Nail ULg; Monhonval, Pierre; Legrand, Vincent et al

Poster (2013, June)

Sugar-based surfactants are natural and biocompatible compounds. Among sugar-based surfactants, there is an increase of interest for the xylose-based bolaforms because of their potential applications in ... [more ▼]

Sugar-based surfactants are natural and biocompatible compounds. Among sugar-based surfactants, there is an increase of interest for the xylose-based bolaforms because of their potential applications in pharmaceutical and cosmetic fields and of their original physicochemical properties. Xylose-based bolaforms have interfacial and membrane-interacting properties making them potential molecules for drug delivery systems. For this work, we chemically synthetized by metathesis in the presence of Grubbs I catalyzer, a novel symmetric bolaform composed of two xylose polar heads connected by an ether link to a hydrocarbon chain having 18 carbon atoms with an unsaturation (BolaX). We were able to obtain two bolaforms differing only at the level of the anomeric configuration of the xylose moieties, or orBolaX). The surface activities of both compounds were analyzed. The anomeric configuration  gives interfacial properties at the air-water interface contrary to the  one. The interactions of the BolaX with model membranes were then analyzed in order to determine if it can be used for drug delivery systems. Our results show that BolaX were able to interact and insert within lipid monolayers containing phospholipids and sterols. In order to have informations at the molecular level of these interactions, another model membrane, called multilamellar vesicles (MLVs), containing phospholipids and sterols with or without  BolaX were prepared. Both MLVs were analyzed by the means of the FTIR spectroscopy. In parallel, we have calculated the interaction energy of the  BolaX with different lipid molecules by the means of the Hypermatrix method developed at our laboratory. Moreover, the insertion of the  BolaX within the lipid bilayers was simulated using our IMPALA method. Taking together, our findings indicate that BolaX would be a potential candidate for drug delivery systems because of its surface active properties and its ability to insert within membranes. [less ▲]

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See detailNovel phenolic glycolipids: antioxidant activity and effect on membrane models
Sainvitu, Pauline ULg; Nasir, Mehmet Nail ULg; Draguet, Florian et al

Poster (2013, May 30)

Aromatic glycolipids are of both medical as well as pharmaceutical interest. Antimicrobial, antiviraland antiinflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B ... [more ▼]

Aromatic glycolipids are of both medical as well as pharmaceutical interest. Antimicrobial, antiviraland antiinflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic). Moreover, they are expected to have interesting antioxidant properties when they contain phenolic groups. The alkyl chain should enhance their ability to penetrate into the cellular membrane (Nicolosi, 2002, Journal of Molecular Catalysis B: Enzymatic). The presence of a sugar unit could also be useful to target specific cells. In this study, novel aromatic glycolipids were synthesized as useful models for studying the structure–activity relationship, in particular as regards to their aromatic group.Theireffect on cell viability when an oxidative stress is induced was tested. In parallel, their interaction with cell models (liposomes) was studied through membrane fusion and permeability experiments. [less ▲]

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See detailBiophysical characterization of the interaction of novel aromatic glycolipid surfactants with membrane models.
Sainvitu, Pauline ULg; Nasir, Mehmet Nail ULg; Draguet, Florian et al

Poster (2013, May 15)

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic ... [more ▼]

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic). Moreover, they are expected to have interesting antioxidant properties when they contain phenolic groups. The alkyl chain should enhance their ability to penetrate into the cellular membrane (Nicolosi, 2002, Journal of Molecular Catalysis B: Enzymatic). The presence of a sugar unit could also be useful to target specific cells. In this study, novel aromatic glycolipids were synthesized as useful models for studying the structure–activity relationship, in particular as a function of their aromatic group. Their interaction with membranes was studied with monolayer models and was predicted by a computational approach. The relationships between these data and their cytotoxicity and antioxidant properties evaluated on cell cultures are discussed. [less ▲]

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See detailBiophysical characterization of the interaction of novel aromatic glycolipid surfactants with membrane models.
Sainvitu, Pauline ULg; Nasir, Mehmet Nail ULg; Nott, Katherine ULg et al

in World Academy of Science, Engineering and Technology (2013, May), 77

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic ... [more ▼]

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic). Moreover, they are expected to have interesting antioxidant properties when they contain phenolic groups. The alkyl chain should enhance their ability to penetrate into the cellular membrane (Nicolosi, 2002, Journal of Molecular Catalysis B: Enzymatic). The presence of a sugar unit could also be useful to target specific cells. In this study, novel aromatic glycolipids were synthesized as useful models for studying the structure–activity relationship, in particular as a function of their aromatic group. Their interaction with membranes was studied with monolayer models and was predicted by a computational approach. The relationships between these data and their cytotoxicity and antioxidant properties evaluated on cell cultures are discussed. [less ▲]

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See detailBiophysical characterization of the interaction of novel aromatic glycolipid surfactants with membrane models.
Sainvitu, Pauline ULg; Nasir, Mehmet Nail ULg; Nott, Katherine ULg et al

in World Academy of Science, Engineering and Technology (2013, May), 77

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic ... [more ▼]

Aromatic glycolipids are of both medical and pharmaceutical interest. Antimicrobial, antiviral and anti-inflammatory activities have been reported (Otto, 2000, Journal of Molecular Catalysis B: Enzymatic). Moreover, they are expected to have interesting antioxidant properties when they contain phenolic groups. The alkyl chain should enhance their ability to penetrate into the cellular membrane (Nicolosi, 2002, Journal of Molecular Catalysis B: Enzymatic). The presence of a sugar unit could also be useful to target specific cells. In this study, novel aromatic glycolipids were synthesized as useful models for studying the structure–activity relationship, in particular as a function of their aromatic group. Their interaction with membranes was studied with monolayer models and was predicted by a computational approach. The relationships between these data and their cytotoxicity and antioxidant properties evaluated on cell cultures are discussed. [less ▲]

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See detailStudy of the Influence of Pure Ionic Liquids on the Lipase-catalyzed (Trans)esterification of Mannose Based on their Anion and Cation Nature
Galonde, Nadine ULg; Nott, Katherine ULg; Richard, Gaetan ULg et al

in Current Organic Chemistry (2013), 17(7), 763-770

A screening of nine ionic liquids (ILs) has been carried out in order to study the influence of the anion's and cation's nature and structure on the synthesis of mannosyl myristate by (trans ... [more ▼]

A screening of nine ionic liquids (ILs) has been carried out in order to study the influence of the anion's and cation's nature and structure on the synthesis of mannosyl myristate by (trans)esterification catalyzed by Novozym® 435. The best ILs in terms of yield (η) and initial rate (v0) are those based on the TFO- anion. The 24h yield (24h-η) reached 64.9% in [Bmim][TFO] and 70.9% in [Bmpyrr][TFO] by transesterification while it reached 29.7% and 44.5% respectively in each IL by esterification. [Bmpyrr][TFO] based on the pyrrolidinium cation gave the best results although this cation has been rarely used for biocatalysis. This work has thus highlighted a cation that could be further studied in biocatalysis of glycosylated compounds. The study of the relationship between the structure of the ILs and the v0 and η for the biocatalysis of mannosyl myristate showed that the lipase effectiveness is influenced by the anions while the cations have an indirect influence on the interaction strength between Novozym® 435 and the anions. [less ▲]

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See detailReusability study of Novozym® 435 for the enzymatic synthesis of mannosyl myristate in pure ionic liquids
Galonde, Nadine ULg; Richard, Gaetan ULg; Deleu, Magali ULg et al

in Biotechnologie, Agronomie, Société et Environnement = Biotechnology, Agronomy, Society and Environment [=BASE] (2013)

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See detailPhysico-chemical and membrane-interacting properties of D-xylose-based bolaforms. Influence of the anomeric configuration
Nasir, Mehmet Nail ULg; Legrand, Vincent; Gatard, Sylvain et al

in MATEC Web of Conferences (2013), 4

Sugar-based biosurfactants such as xylose-derived bolaforms have interesting properties, for example high biocompatibility and biodegradability which make them potential useful molecules in the ... [more ▼]

Sugar-based biosurfactants such as xylose-derived bolaforms have interesting properties, for example high biocompatibility and biodegradability which make them potential useful molecules in the pharmaceutical and cosmetic fields. Until now, no detailed analyses of the physico-chemical properties of these compounds have been undertaken. Two symmetrical D-xylose-based bolaforms were chemically synthesized where the two xylose heads are linked via an acetal link to a hydrocarbon chain containing 18 carbon atoms and an unsaturation. The two bolaforms differ only by their anomeric configuration: or The bolaform exhibits interfacial properties at the air-water interface which is not the case for the . FTIR spectroscopy showed that the interactions between the bolaform and POPC, a model phospholipid, involve the carbonyl groups of the phospholipid [less ▲]

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See detailSurface and lipid interaction properties of novel rhamnolipids to explain their eliciting activity
Nasir, Mehmet Nail ULg; Monhonval, Pierre; Nott, Katherine ULg et al

in European Biophysics Journal [=EBJ] (2013), 42(S1), 168

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See detailEnzymatic synthesis, surface and lipid interaction properties of novel rhamnolipids
Nott, Katherine ULg; Richard, Gaetan ULg; Deleu, Magali ULg

Conference (2013)

Amongst glycolipidid biosurfactants, rhamnolipids have drawn particular attention as they have several interesting biological properties such as antimicrobial, antiphytoviral, zoosporicidal and plant ... [more ▼]

Amongst glycolipidid biosurfactants, rhamnolipids have drawn particular attention as they have several interesting biological properties such as antimicrobial, antiphytoviral, zoosporicidal and plant defense elicitor activities [1-3]. It is generally recognised that these activities must be linked to the interaction of these molecules with constituents of biological membranes [4] but the detailed mechanism is far from being fully understood. The objective of this work is double. First, it aims to investigate a new strategy of synthesis for the production of novel rhamnolipids [5] that could exhibit properties as promising for industrial and environmental applications as their natural counterparts while avoiding the use of the pathogenic Pseudomonas aeruginosa for their production. Secondly, their basic surface properties (critical aggregation concentration, surface tension at CAC and interfacial behaviour of their monolayer) and their interaction with model membranes are investigated in relation with their structure in order to give insight about the mechanism of their biological actions. [1] Vatsa P. et al. Int. J. Mol. Sci. 2010;11:5095. [2] Varnier A-L. et al. Plant, Cell Environ. 2009;32:178. [3] Lang S. et al. Appl. Microbiol. Biotechn. 1999;51:22. [4] Aranda F.J. et al. Langmuir. 2007;23:2700. [5] Nott K. et al. Process Biochemistry, http://dx.doi.org/10.1016/j.procbio.2012.11.019 [less ▲]

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See detailEnzymatic synthesis and surface properties of novel rhamnolipids
Nott, Katherine ULg; Richard, Gaetan ULg; Laurent, Pascal ULg et al

in Process Biochemistry (2013), 48

New rhamnolipids were obtained via the development of a synthesis procedure consisting of two biocatalyzed steps. In the first step, naringinase was used to introduce a primary alcohol function onto ... [more ▼]

New rhamnolipids were obtained via the development of a synthesis procedure consisting of two biocatalyzed steps. In the first step, naringinase was used to introduce a primary alcohol function onto rhamnose by glycosylation of 1,3-propanediol. In the second step, immobilized lipase B from Candida antarctica catalyzed the esterification of the primary hydroxyl group with mono- and di-carboxylic fatty acids of increasing chain length (from C8 to C14). For the monoic acids, the initial rate and 24 h yield decreased with increasing chain length. For the dioic acid, the number of carbon atoms of the acid did not influence these parameters. The new rhamnolipid obtained with tetradecanoic acid showed very good surface properties. At pH 5, it had a very low critical aggregation concentration of 1.70 M and it diminished water’s surface tension to 27.6 mN/m. It was also able to form stable insoluble monolayers. On the other hand, the rhamnolipid formed with tetradecanedioic acid showed far less interesting surface properties. [less ▲]

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See detail(Bio)synthesis, extraction and purification of garlic derivatives showing therapeutic properties
DETHIER, Bérénice ULg; Nott, Katherine ULg; Fauconnier, Marie-Laure ULg

in Smagghe, Guy; Boeckx, Pascal; Bossier, Peter (Eds.) et al Communications in Agricultural and Applied Biosciences 2013 (2013)

Garlic has been used worldwide for centuries for its taste but also for its health benefits. Garlic's therapeutic compounds are mostly organosulfur compounds, recognized for their antioxidant, anticancer ... [more ▼]

Garlic has been used worldwide for centuries for its taste but also for its health benefits. Garlic's therapeutic compounds are mostly organosulfur compounds, recognized for their antioxidant, anticancer, anti-inflammatory and antimicrobial activity and their effect on cardiovascular diseases (reviewed by Block, 2010). When the cloves are crushed, allicin is synthesized as the vacuolar enzyme alliinase meets its substrate, the cytoplasmic alliin. Allicin is unstable and undergoes rearrangements to form three main groups of derivatives: allyl sulfides, ajoenes and vinyldithiins. The garlic processing method has a major influence on the products released both in terms of chemical composition and yields. For example, the type of medium (aqueous or oily) and the temperature can favour the formation of specific compounds. Our work aims at studying the influence of - the garlic origin, - the reaction conditions and - the extraction procedures (solvent, microwaves) on the organosulfur compounds formed. Particular attention is given to the stereochemistry and the stability of the compounds. Better understanding of the formation of high value natural molecules is important in order to lead further studies on the biological activity of the compounds or to use them as nutraceuticals. [less ▲]

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See detailSynthesis and physico-chemical characterization of fatty esters
Sainvitu, Pauline ULg; Nott, Katherine ULg; Nicks, Francois ULg et al

Poster (2012, November 16)

Specific antioxidant molecules (e.g. phenolics) help to prevent oxidation reaction of the cell membrane. A fatty chain grafted on these compounds should enhance their capacity to interact with the ... [more ▼]

Specific antioxidant molecules (e.g. phenolics) help to prevent oxidation reaction of the cell membrane. A fatty chain grafted on these compounds should enhance their capacity to interact with the membrane lipids. In our study, three fatty esters comprising an aromatic part were synthesized. They differentiate the aromatic substituent and the number of carbons between the aromatic ring and the ester function. A structure-function relationships study was performed to identify the structural pattern affecting the interfacial properties and the membrane interaction properties. The behavior of their monolayer film at an air-water interface was studied. The interactions with membrane were assessed on living cells and were predicted by a computational approach. In the future, we will investigate the effect of the presence of a sugar unit on these molecules. [less ▲]

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See detailAnalysis of the diastereoisomers of alliin by HPLC
DETHIER, Bérénice ULg; Laloux, Morgan ULg; Hanon, Emilien et al

in Talanta (2012), 101

Garlic has been known for its therapeutic effects for centuries and is used worldwide as a functional food. The concentration of the active molecules could be enhanced by a better knowledge of their ... [more ▼]

Garlic has been known for its therapeutic effects for centuries and is used worldwide as a functional food. The concentration of the active molecules could be enhanced by a better knowledge of their biosynthesis. The precursor of these compounds, alliin (a sulfur amino-acid) has been obtained by chemical synthesis. However, this synthesis route also leads to a diastereoisomer as co-product. This work describes the development of an analytical method which allows the separation and quantification of the two diastereoisomers in order to determine in which proportion the natural form can be produced. The HPLC method which was optimized and validated by accuracy profile exploits an original stationary phase consisting of porous graphitic carbon (PGC). Furthermore, the developped method was used to separate the diastereoisomers of methiin, another garlic cysteine sulfoxide, and to analyse and aqueous extract of garlic. The ability to quantify the amount of natural alliin is valuable for further work on garlic molecules and their application for health protection. [less ▲]

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See detailMolecular analysis of the interfacial and membrane-interacting properties of D-xylose-based bolaforms
Nasir, Mehmet Nail ULg; Legrand, Vincent; Gatard, Sylvain et al

Poster (2012, October)

Detailed reference viewed: 29 (13 ULg)