Search

An optimized proteolysis process was applied to rapeseed meal proteins (RP) and the hydrolysate was separated by membrane filtration allowing the production of highly metal-chelating peptides in the permeate. In order to identify the chemical structure of the most active obtained metal-chelating peptides, immobilized metal affinity chromatography (IMAC) was applied. The RP-IMAC peptide fraction was mainly composed of small peptides from 2 to 20 amino acids. Using the Ferrozine assay, RP-IMAC peptides showed a significant chelating efficiency higher than sodium citrate and close to that of EDTA. The peptide sequences were identified by UHPLC-MS and several possible iron binding sites were found. β-carotene oxidation assay and lipid oxidation in bulk oils or emulsion were carried out to evaluate the potential of such peptides as efficient antioxidants to protect lipids from oxidation. While chelating peptides showed a limited efficiency in bulk oil, they performed more efficiently in emulsion.

Preventing lipid oxidation, especially with the polyunsaturated fat-based products, is a major concern in sectors as agri-food and cosmetic. Even though the efficiency of synthetic antioxidants has been recognized, both consumers and manufacturers are looking for more innovative, healthy and quality products while rejecting synthetic additives due to their concern about safety, along with their environmental impact issues. In this context, plant biomass, which have shown to be rich in compounds, have raised interest for the isolation of novel naturally occurring antioxidants. Among their myriad of molecules, bioactive peptides, which are biologically active sequence of amino acid residues of proteins, seem to be of a great interest. Therefore, the number of identified amino acids sequences of bioactive peptides from plant biomass with potential antioxidant action is progressively increasing. Thus, this review provides a description of 129 works that have been made to produce bioactive peptides (hydrolysate, fraction and/or isolate peptide) from 55 plant biomass, along with the procedure to examine their antioxidant capacity (until 2019 included). The protein name, the process, and the method to concentrate or isolate antioxidant bioactive peptides, along with their identification and/or specificity were described. Considering the complex, dynamic and multifactorial physico-chemical mechanisms of the lipid oxidation, an appropriate in-vitro methodology should be better performed to efficiently probe the antioxidant potential of bioactive peptides. Therefore, the results were discussed, and perspective for antioxidant applications of bioactive peptides from plant biomass was argued., Graphical abstract Image 1, Highlights • Exhaustive description of 129 works made to produce bioactive peptides from 55 plant biomass. • Controlled proteolysis can be used as a sustainable strategy to produce peptides. • Presentation of the important points to consider when estimating the antioxidant capacity of peptides. • Methodology should be improved to better probe the antioxidant potential of peptides.

International audience; Rapeseed meal proteins (RP) are enzymatically hydrolyzed using three individual proteases (Alcalase, Flavourzyme, and Prolyve) and the enzymatic mechanism is studied. Rapeseed hydrolysates are produced under controlled conditions and the Prolyve hydrolysate is separated by membrane filtration. Their capacity to reduce free radicals (by transfer of hydrogen or electron) or transition metals (by electron transfer) in the absence of an oxidizable substrate, their metal chelating capacity as well as the antioxidant performances in model (conjugated autoxidizable triene assay) are investigated. All hydrolysates show a reduction capacity (by transfer of hydrogen or electron) and antioxidant activities, in a dose-dependent manner, which are however not significantly increased in comparison to the native proteins. A noteworthy metal chelating activity of the peptides produced with Prolyve is highlighted. These results indicate the potential of valorization of RP as a source of high metal chelating peptides to counteract lipid oxidation in foods. Practical applications: Over the last decade, the antioxidative potential of peptides from plant biomass has been evidenced by much research. Considering the myriad of possible sources and the diversity of technology and means to obtain peptides from protein materials, it is reasonable to expect more applications. Concomitantly, preventing lipid oxidation, especially with the polyunsaturated fat-based products, is a major concern in sectors such as agri-food and cosmetic. Although the efficacy of synthetic antioxidants is recognized, both consumers and manufacturers are looking for more innovative, healthy, environmental-friendly processes and quality products. In this context, a controlled proteolysis of proteins from plant by-products can be used as a sustainable strategy to produce antioxidant peptides. Among them, new peptides released from rapeseed proteins with Prolyve can provide interesting metal chelators to counteract lipid oxidation in foods.

International audience

Beside oil, oilseed rape (

Novel hydroxyalkyl esters and bis-aryl esters were synthesized from sinapic and caffeic acids and aliphatic α,ω-diols of increasing chain lengths from 2 to 12 carbon atoms. Then, their antiradical reactivity (DPPH assay) and their antioxidant activity in a model oil-in-water emulsion (CAT assay) were evaluated. All the esters showed lower antiradical activities compared to their corresponding phenolic acid. This decrease was associated with the steric hindrance in hydroxyalkyl esters, and intramolecular interactions in bis-aryl esters. Regarding the two bis-aryl esters series in emulsion, the antioxidant capacity was improved with alkyl chain lengthening up to four carbons, after which it decreased for longer chains. This "cutoff" effect was not observed for both hydroxyalkyl esters series for which the alkyl chain lengthening results in a decrease of the antioxidant activity.

Considering the global population growth driven by emerging countries and the increase in nutritional needs of populations, the valorization of protein fractions of plant resources, particularly oilseed crops, appears to be a major issue to answer the demand. Oilseeds are indeed rich in both oil and protein. Historically, oil being the main compound valued, the current crushing process is optimized to maximize its extraction and the proteins remain in the cake (valued in animal feed). The conditions applied during the process and, in particular, during the step of desolventization of the cake after the extraction of the oil with hexane, cause degradation of the proteins. The valorization of these proteins uses traditional extraction methods as well as innovative techniques in order to preserve the nutritional and functional quality of proteins. This chapter gives a picture of current knowledge on extraction techniques, procedures, and solvents for proteins from pulses and oleaginous meals. The modern innovative and intensified extraction techniques, alternative solvents, and original procedures (ultrasound, microwaves, bio-based solvents, mechanical extraction, enzyme-assisted extraction, natural deep eutectic solvents, pulsed electric fields) are summarized in terms of their principles, processes, applications, benefits, and disadvantages.

Sunflower and rapeseed meals are agro-industrial coproducts that contain high amount of phenolics (1–4 % dry matter), mostly as esters of caffeic acid (CA) and sinapic acid (SA), respectively. The enzymatic hydrolysis of the ester bonds enables to recover the corresponding free phenolic acids that are bioactive compounds and platform molecules for various applications in green chemistry. Here we aimed to find the best route for producing free CA and SA by applying various fungal carboxylic ester hydrolases from recombinant Aspergillus niger strains either directly on crude meal or on their phenolic extracts obtained by methanolic extraction. Two types of meals were studied: (i) industrial (commercial) meals (I-meals), produced by a process that includes cooking at 95–100 °C and steam desolventizing at 105–107 °C, and (ii) non-industrial meals (NI-meals) obtained at pilot-scale with much milder heat treatment, that offer a higher total phenolic content. CA release through hydrolysis of sunflower meal (SFM) was successfully achieved with A. niger type-B feruloyl esterase (AnFaeB) and chlorogenic acid esterase (ChlE). Maximal amount of free CA released was of 54.0 ± 1.1 to 59.8 ± 2.1 μmol/g defatted dry matter (DDM) from I-SFM (94–100% hydrolysis yield) against 42.0 ± 1.1 to 52.3 ± 0.2 μmol/g DDM (59–73% hydrolysis yield) from NI- SFM in which CA release was hampered by a phenolic oxidation side-reaction, seemingly due to meal endogenous polyphenol oxidase activities. AnFaeB and ChlE hydrolysis of phenolic extracts from NI-SFM increased the CA amount obtained to 55.0–68.1 μmol/g DDM (77–95% hydrolysis yield). In all cases, AnFaeB showed broader specificity towards SFM caffeoyl quinic acid isomers than ChlE. In particular, ChlE did not hydrolyze 3-O-caffeoylquinic acid. The maximal amount of free SA released by AnFaeA hydrolysis was 41.3 ± 0.3 μmol/g DDM from NI-SFM (50% hydrolysis yield) and 32.3 ± 0.4 μmol/g DDM from the phenolic extract (64% hydrolysis yield), with AnFaeA also having sinapine transesterification activity that led to the synthesis of 1,2-di-O-sinapoyl-β-D-glucose. Finally, of all the substrates tested for enzymatic hydrolysis in our conditions, I-RSM and NI-SFM extract showed the best compromise between initial total phenolic content, hydrolysis yields and amounts of CA/SA released.

This study was designed to elucidate the biological variation in expression of many metabolites due to environment, genotype, or both, and to investigate the potential utility of metabolomics to supplement compositional analysis for the design of a new resilient cultivar of Brassica napus that can be steady in phytochemicals in different regions in France. Eight rapeseed varieties, grown in eight regions of France, were compared using a non-targeted metabolomics approach. The statistical analysis highlighted the distance and closeness between the samples in terms of both genotypes and geographical regions. A major environmental impact was observed on the polar metabolome, with different trends, depending on the varieties. Some varieties were very sensitive to the environment, while others were quite resilient. The identified secondary metabolites were mapped into the KEGG pathway database to reveal the most sensitive target proteins susceptible to environmental influences. A glucosyl-transferase encoded by the UGT84A1 gene involved in the biosynthesis of phenylpropanoid was identified. This protein could be rate limiting/promoting in this pathway depending on environmental conditions. The metabolomics approach used in this study demonstrated its efficiency to characterize the environmental influence on various cultivars of Brassica napus seeds and may help identify targets for crop improvement.

International audience; Ultrasound-assisted extraction of rapeseed oil was investigated and compared with conventional extraction for energy efficiency, throughput time, extraction yield, cleanness, processing cost and product quality. A multivariate study enabled us to define optimal parameters (7.7 W/cm2 for ultrasonic power intensity, 40 °C for processing temperature, and a solid/liquid ratio of 1/15) for ultrasound-assisted extraction of oil from oilseeds to maximize lipid yield while reducing solvent consumption and extraction time using response surface methodology (RSM) with a three-variable central composite design (CCD). A significant difference in oil quality was noted under the conditions of the initial ultrasound extraction, which was later avoided using ultrasound in the absence of oxygen. Three concepts of multistage cross-current extraction were investigated and compared: conventional multistage maceration, ultrasound-assisted maceration and a combination, to assess the positive impact of using ultrasound on the seed oil extraction process. The study concludes that ultrasound-assisted extraction of oil is likely to reduce both economic and ecological impacts of the process in the fat and oil industry.

International audience; Diepoxydized diphenyls from eugenol, 4-vinyl guaiacol and 4-vinyl syringol (canolol) were synthesized as sustainable alternatives to the diglycidyl ether of bisphenol A (DGEBA). In the first step, glycidylated derivatives were produced by reaction with epichlorohydrin. Then, the dimerization of these derivatives was performed by cross metathesis (CM) reaction in the presence of the Grubbs II catalyst. From the CM reaction, a set of epoxy phenolic dimers was obtained in good yields with a high diastereoselectivity. Estimation by molecular docking calculations of the affinity of the synthesized products and their hydrolysed structures to the intranuclear estrogen receptor ER alpha showed that the epoxy forms presented a moderate affinity to the antagonistic conformation of the receptor (six to forty times lower than bisphenol A and in the same order of magnitude as DGEBA) and mostly no binding in the agonist conformation. The hydrolysed forms of the epoxy products, which are expected to be predominant in the human body cells, exhibited a relatively weak affinity to the ER alpha LBD in its both agonistic and antagonistic conformations.

International audience; Rapeseed and sunflower meal are mainly used as animal feed but they can also be considered as a potential source of bioactive phenolic compounds. However, the desolventization/toasting processes that are needed to produce these meals might influence concentration and chemical structure of phenolic compounds, and change their bioactive properties. Moreover, the recovery processes of these molecules from meals are based on the use of solvent that generates effluents and might affect the integrity of the other constituents of the meals. Knowing this, the PHENOLEO project, funded by the SAS PIVERT, was a research program based on the biorefinery of rapeseed and sunflower meals that aimed to develop new routes of valorization of these materials mostly by the separation and valorization of their simple phenolic compounds. Thus, we decided to focus this study on the impact of the desolventization process on the biochemical composition of meals, the separation process of their simple phenolic compounds, the production of phenolic acids from meals and the potential valorization routes of the phenolic fraction.; Les tourteaux de colza et de tournesol sont principalement utilisés pour l’alimentation animale, mais ils peuvent également être considérés comme une source potentielle de composés phénoliques aux propriétés bioactives. Cependant, les procédés de désolvantation / toastage qui sont nécessaires pour produire ces tourteaux pourraient influencer la concentration et la structure chimique des composés phénoliques induisant une possible modification de leurs propriétés bioactives. De plus, les procédés de récupération de ces molécules à partir de ces tourteaux reposent sur l’utilisation de solvants qui génèrent des effluents et pourraient affecter l’intégrité des autres constituants contenus dans ces matières premières. Dans ce contexte, le projet PHENOLEO, financé par la SAS PIVERT, était un programme de recherche basé sur la bioraffinerie des tourteaux de colza et tournesol visant à développer de nouvelles voies de valorisation de ces matières premières en réalisant la séparation et la valorisation de leurs composés phénoliques simples. Ainsi, cette étude a focalisé sur l’impact des procédés de désolvantation sur la composition biochimique des tourteaux, les procédés de séparation des composés phénoliques simples présents dans les tourteaux, la production d’acides phénoliques par voie enzymatique et leurs valorisations potentielles

Due to an unfortunate turn of events, the names of the authors appeared incorrectly in the original publication as given names and family names have been reversed. The correct representation of the authors’ names is listed above and below and should be treated as definitive.

Rapeseed (RSM) and sunflower (SFM) meals are highly abundant and protein-rich by-products from the oilseed industry. Besides their basic use as animal feed, they are seen nowadays as interesting raw materials for the production of high value added products such as protein isolates, peptides, emulsifiers and biomaterials. In other respects, they contain significant amounts of phenolic compounds exhibiting antioxidant or antimicrobial properties but widely untapped so far. Therefore, any process allowing the single-step separation of both the protein and phenolic parts of meals would be beneficial to the whole oilseed sector. To achieve this double objective this study attempted to separate the RSM and the SFM into their major constituents by using dry fractionation technologies. In a first step, ultrafine milling was applied to the meals. As a function of raw material type, the grid size turned out to be decisive on the particle size distribution and its modality. Then two separation technologies based either on particle charge (electrostatic sorting – ES) or density (turbo-separation – TS) were applied to the previously obtained fractions. Regardless the separation technique, the best results were obtained from fractions of an average particle diameter by mass (D50) of 23.7 ± 1.0 μm and 105.5 ± 8.3 μm, for RSM and SFM respectively. Electrostatic sorting allowed increasing simultaneously the protein and phenolic contents by 50–55% and 80–100% for RSM and SFM respectively, while a lower increase was observed for turbo-separation (23–29% and 58–64% for RSM and SFM respectively). Finally, depending on the process and meal types, the overall recovery yield of the most enriched fractions was in the range of 30–40%.

Tocopherols, phytosterols, polyphenols, and coenzymes Q are naturally present in oilseeds such as sunflower, rape, and soybean. Besides contributing to taste and color, micronutrients help protect against health disorders such as cardiovascular diseases and cancer. However, during the conventional oil manufacturing process, many minor components are lost. Given that diet is a major cause of cardiovascular diseases and cancer, it makes sense to optimize the content of micronutrients in food, and specifically in vegetable oils. These micronutrients have antioxidant properties that inhibit the oxidation of low-density lipoprotein cholesterol. This review summarizes important recent research emphasizing the impact of crushing and refining processes on the micronutrient content of different vegetable oils. After the crushing step, the total sterol content was high in crude rape, sunflower, and soybean oils, at 4358–10 569, 2212–4146, and 1735–4328 mg/kg, respectively. The tocopherol content was lower, at 464–1458, 725–1892, and 1094–2484 mg/kg, respectively, and the level of phenolics was 113–629, 10–120, and 23–148 mg/kg, respectively. The refining process destroyed micronutrients: 10–36% loss of total tocopherols, 6–52% loss of total sterols, and 93–98% loss of polyphenols. Studies have focused on improving the extraction of tocopherols by alternative heating (microwave treatment, roasting, or steaming processes). These treatments improved tocopherol content, and extraction was faster and consumed less energy. Practical applications: Some researchers later tested the ability of different alternative solvents (supercritical CO2 and pressurized solvents) to raise the concentration of micronutrients. Enzymatic extraction also offered an innovative technique to conserve micronutrients in oils. Researchers and the oil extraction industry have also tested some alternative refining processes, such as alternative neutralization, based on the use of different alkaline agents, and soft refining, which offered the possibility of micronutrient preservation and recovery. Upstream, genetic factors, cultivation conditions, and seed storage strongly influence micronutrient concentration in vegetable oils. Upstream steps in the industrial oil process were important for the nutritional quality of edible oils. This review of micronutrient evolution during oil processing highlights the impact of industrial processes, and points to methods for improved extraction of oil constituents. The micronutrient content in vegetable oils is strongly influenced by crushing and refining processes. A focus on sunflower, rapeseed and soybean oils is performed in this review.

In this study, extraction of soluble proteins from rapeseed cake using different conventional and innovative extraction processes in order to maximize the extraction yield has been investigated. Firstly, various extraction techniques including ultrasound, microwave, and percolation were tested to increase the protein recovery efficiency. Secondly, response surface methodology (RSM) using a central composite design (CCD) approach was applied to investigate the influence of process variables on ultrasound-assisted extraction (UAE). Statistical analysis revealed that the optimized conditions providing a protein yield of 4.24 g/100 g DM were an ultrasound power of 5.6 W·cm−2 and temperature of 45 °C. Quantitatively UAE followed by two stages of conventional extraction gave the best total protein yield of 9.81 g/100 g DM. Qualitatively, the protein efficiency ratio (PER) used as measure of the nutritive value (12S/2S ratio) which indicates protein quality in terms of S-containing essential amino acids, was similar to that of the conventional extraction method. Small amounts of protein aggregate were observed in the HPLC profile of the extract.

International audience; Rapeseed meal is a cheap and abundant raw material, particularly rich in phenolic compounds of biotechnological interest. In this study, we developed a two-step bioconversion process of naturally occurring sinapic acid (4-hydroxy-3,5-dimethoxycinnamic acid) from rapeseed meal into canolol by combining the complementary potentialities of two filamentous fungi, the micromycete Aspergillus niger and the basidiomycete Neolentinus lepideus. Canolol could display numerous industrial applications because of its high antioxidant, antimutagenic and anticarcinogenic properties. In the first step of the process, the use of the enzyme feruloyl esterase type-A (named AnFaeA) produced with the recombinant strain A. niger BRFM451 made it possible to release free sinapic acid from the raw meal by hydrolysing the conjugated forms of sinapic acid in the meal (mainly sinapine and glucopyranosyl sinapate). An amount of 39 nkat AnFaeA per gram of raw meal, at 55 °C and pH 5, led to the recovery of 6.6 to 7.4 mg of free sinapic acid per gram raw meal, which corresponded to a global hydrolysis yield of 68 to 76% and a 100% hydrolysis of sinapine. Then, the XAD2 adsorbent (a styrene and divinylbenzene copolymer resin), used at pH 4, enabled the efficient recovery of the released sinapic acid, and its concentration after elution with ethanol. In the second step, 3-day-old submerged cultures of the strain N.lepideus BRFM15 were supplied with the recovered sinapic acid as the substrate of bioconversion into canolol by a non-oxidative decarboxylation pathway. Canolol production reached 1.3 g/L with a molar yield of bioconversion of 80% and a productivity of 100 mg/L day. The same XAD2 resin, when used at pH 7, allowed the recovery and purification of canolol from the culture broth of N. lepideus. The two-step process used mild conditions compatible with green chemistry.

The 107th AOCS Annual Meeting and Expo held in Salt Lake City (Utah, USA) from 1st to 4th May 2016. As usual, this congress overviewed research in areas about lipids with up to 11 technical sessions in parallel. Note the holding for the first time a full session "Protein and Co-products" highlighting the rise of research on proteins. The aim of this article is not to provide a comprehensive account but to present the remarkable advancements within the sessions., La 107ème réunion annuelle de l’AOCS s’est tenue à Salt Lake City (USA) du 1 au 4 mai 2016. Comme à son habitude, ce congrès a balayé l’ensemble des domaines de la recherche concernant de près ou de loin les lipides avec pas moins de 11 sessions techniques en parallèle. À noter la mise en place pour la première fois d’une véritable session « Protein and Co-products » soulignant la montée en puissance des recherches sur les protéines. L’objectif de cet article n’est pas de faire un compte-rendu exhaustif mais plutôt de présenter les avancées remarquables dans les différentes sessions.

How to develop the use for animal feeding, of soybean produced in France? Comparison of two processes: flaking-cooking-pressing and extrusion- pressing Cooking-pressing or extrusion-pressing processes applied to soybeans produce partially deoiled cake used for animal feeding. These two processes were studied and compared with a view to implementation in an industrial unit. The various factors of hydrothermal treatment for conditioning the beans were studied at different scales (batch from 2 kg to 100 kg, and continuous flow at 100 kg/h) and the results showed the need for moist cooking to effectively deactivate the antitrypsin factors (FAT) while maintaining protein solubility. The extrusion-pressing was more effective for deoiling cakes than cooking- pressing (5.4 vs. 6.7 %) but less robust for deactivation of FAT (6.5 vs. 3.8 TIU/mg). The techno-economical study was carried out to simulate the crushing costs and net margins of both processes in a plant capacity of 20 000 t / year. It showed that the costs of both methods were similar (about 33 s/t). Gross margins were evaluated between 18 and 84 s / t in three valuation assumptions based on market price of oil, the mode value of the meal and the residual oil, the level of premiums GMO traceability and transport. The cooking-pressing process can also be applied to sunflower and rapeseed and versatility is an advantage to ensure continuous operation of the crushing unit in case of supply difficulties in soybean.

Majoritairement constituees de triglycerides et de leurs acides gras, les huiles vegetales contiennent egalement entre 1 et 5 % de micronutriments tels que les tocopherols, les phytosterols, les polyphenols et les coenzymes Q. Naturellement presents dans les graines de colza, soja et tournesol, ces composes sont connus pour leurs effets benefiques sur la sante. Leur transfert et leur preservation de la graine jusqu’a l’huile apparaissent des lors comme primordiaux. Pourtant, une grande part de ces micronutriments est partiellement a totalement detruite au cours des procedes de trituration et de raffinage conventionnels. La preparation des graines (aplatissage, broyage, cuisson), l’extraction par solvant et le raffinage des huiles (neutralisation, decoloration et desodorisation) sont, en effet, autant d’etapes qui ont une influence significative sur les teneurs en constituants mineurs des huiles brutes et raffinees. Des travaux visant a demontrer l’efficacite de differentes methodes alternatives ont des lors ete conduits.

Le 13e congrès EuroFedLipid organisé par la SISSG (Società Italiana per lo Studio delle Sostanze Grasse – Société italienne pour l’étude des lipides et des corps gras) s’est tenu à Florence (Italie) du 27 au 30 septembre 2015. Comme à son habitude, ce congrès a balayé l’ensemble des domaines de la recherche concernant de près ou de loin les lipides avec pas moins de 11 sessions techniques en parallèle. L’objectif de cet article n’est pas de faire un compte-rendu exhaustif mais plutôt de présenter les avancées remarquables dans les sessions suivantes « Processing and sustainability », « Lipid oxidation and antioxidants », « Olive oil », « Health & Nutrition » et « Bioscience, Biocatalysis, Biochemistry ». À noter que Pierre Villeneuve, chercheur au CIRAD et directeur du laboratoire de biotechnologie microbienne et enzymatique des lipides et des agropolymères de l’UMR IATE de Montpellier, a été élu président de l’association Euro Fed Lipid pour la période 2016–2017.

Rapeseed and sunflower are two of the world's major oilseeds. Rapeseed and sunflower meal (RSM and SFM), the by-products of oil extraction, are produced in large quantities. They are mainly composed of proteins, lignocellulosic fibres and minerals. They were initially used as a protein complement in animal feed rations and sometimes as fertilizer or as combustible source. More recently, new alternatives to these traditional uses have been developed that draw on the structure and physicochemical properties of RSM and SFM, which are plentiful sources of nitrogen and carbon nutrients. This feature, together with their cheapness and ready availability, supports the cultivation of various microorganisms in both submerged cultures and solid-state fermentation. Recent studies have thus emphasized the potential utilisation of RSM and SFM in fermentative processes, including saccharification and production of enzymes, antibiotics, antioxidants and other bio-products, opening new challenging perspectives in white biotechnology applications.

This study investigated alternative solvents: ethanol and isopropanol, to replace hexane and enhance the quality and value of oil and meal. Rapeseed oil extraction was carried out using ethanol (92 wt.% or 96 wt.%), isopropanol (84 wt.% or 88 wt.%) or hexane (as reference). Results show that hydroalcoholic extraction increased meal protein content by 13% compared to hexane extraction, but without significant influence of alcohol and water content. However, increasing water content improved glucosinolate extractability. Isopropanol 84 wt.% eliminated most glucosinolates from the seeds, decreasing glucosinolate concentration by 49–73% compared to meals extracted by the other alcohols.

INRA has initiated a comprehensive approach to food loss and waste for all the plant and animal sectors, from field to distribution. In this study, all comestibles that leave the human food chain and are not recycled into animal feed are considered as losses and waste. The main French oilseed sectors are studied (rapeseed, sunflower and soya, as well as tofu). In order to identify the key sources of loss, all of the various steps in the process of the oleaginous production chain are described, from harvesting through to distribution, including storage, transport, crushing, refining and packaging. For tofu, the study also examines the chain from harvest through to distribution, including as soy milk and tofu paste. Published data are lacking; they were therefore primarily collected directly from professionals in the sectors concerned. Although oilseeds and vegetable oils are apt to have a relatively long shelf-life compared to other products, losses of vegetable oil from field to distribution are substantial (approximately 71.4 kT, equivalent to 10% of the amount consumed in France). We establish that the principal steps giving rise to losses are harvesting and refining. Total losses in French rapeseed oil, sunflower and soybean were estimated at 9.8%, 7.0% and 6.0% of their respective total potential production, worth approximately 50.6, 14.3 and 6.5 € million and equivalent to the annual consumption of approximately 3 030 000, 855 000 and 390 000 people. In the case of tofu, harvest is the most important area of loss. Total losses of tofu are equivalent to 8.2% of potential production. We discuss potential measures to improve the efficiency of the individual steps of French oilseed production.

Dehulling sunflower seeds can increase meal protein content by up to 35–36%. However, high variability in seed quality constitutes an obstacle to optimizing the dehulling process. This study has sought to identify the parameters that influence the protein content of sunflower seeds and the ease with which they can be dehulled. Genetic, climatic and crop management effects were studied using seed samples taken from farmers’ fields in south-west France. Soil and climatic effects were revealed to be important for protein content and ease of dehulling (hullability). Some cultivars were found to be significantly more difficult to dehull than others. No relationship was observed between oil content and protein content expressed as a proportion of DDM (defatted dry matter), but there was a significant negative linear relationship between hullability and oil content. Due to the wide range of locations and agricultural practices encountered in the farmers’ fields, it was not possible to verify with confidence the influence of other interactions such as nitrogen fertilization and the potential fertility of the fields. This work nevertheless showed that locality and growing conditions affect the quality of sunflower seeds. This variability in quality could be measured by crushers in order to optimize the dehulling process and thereby produce a meal of consistent quality, with a guaranteed protein content.

Rapeseed meal is the co-product of the pressing and de-oiling process of rapeseed seeds and is used as animal feed. Most of phenolic compounds remain in the meal after processing the seeds. While sinapine (sinapoyl choline), sinapoyl glucose and sinapic acid are naturally present in the seed, canolol (4-vinylsyringol) is formed during processes of pressing, oil extraction and roasting treatments via decarboxylation of sinapic acid. Canolol was recently described as a free-radical scavenger with various biological activities. One of the objectives of this work was the valorization of rapeseed meal as a source of canolol, this latter being produced through the transformation of sinapine and sinapic acid under hydration and roasting processes applicable at industrial scale. The parameters studied for the rapeseed meal processing were: (i) time of incubation after hydration: 0, 2 and 18 h and, (ii) thermal treatment: high-temperature steam (105 degrees-160 degrees C) or microwave roasting (160 degrees-180 degrees C). It was concluded that temperature, and exposure time in case of microwaves, were the most important factors in increasing concentrations of canolol in rapeseed meal. Incubation time after hydration did not influence the total phenolic compounds content suggesting the absence of endogenous enzymatic hydrolysis. However, it showed a particular contribution in sinapine, sinapic acid and canolol transformation during the microwave treatment. Finally, whatever the treatment, only a part of the sinapic acid initially present or generated during the processes, was converted into canolol.

International audience; The present study was designed to evaluate the performance of alternative bio-based solvents, more especially 2-methyltetrahydrofuran, obtained from crop's byproducts for the substitution of petroleum solvents such as hexane in the extraction of fat and oils for food (edible oil) and non-food (bio fuel) applications. First a solvent selection as well as an evaluation of the performance was made with Hansen Solubility Parameters and the COnductor-like Screening MOdel for Realistic Solvation (COSMO-RS) simulations. Experiments were performed on rapeseed oil extraction at laboratory and pilot plant scale for the determination of lipid yields, extraction kinetics, diffusion modeling, and complete lipid composition in term of fatty acids and micronutrients (sterols, tocopherols and tocotrienols). Finally, economic and energetic evaluations of the process were conducted to estimate the cost of manufacturing using 2-methyltetrahydrofuran (MeTHF) as alternative solvent compared to hexane as petroleum solvent.

Vegetable oils take a large part in industry for food and non-food applications. However the extraction process of oil from oilseeds includes a solvent extraction step using hexane. Despite its various advantages it presents numerous drawbacks; it is sourced from petroleum, it has a high flammability and it appears to be dangerous for health and environment (CMR2). This study presents a theoretical screening using COSMO-RS simulations of the relative solubility of vegetable oil constituents regarding several bio-based solvents as well as an experimental screening of the efficiency of these solvents. The aim is to correlate simulations and experiments and give a preliminary evaluation for the substitution of hexane by bio-based solvents for the extraction of vegetable oils. Differences between theory and practice have been noticed for several solvents such as terpenes that appeared to be good candidates in theory and that were in fact the solvents that gave the lowest extraction yield.

The process for heat treatment of seeds and food powders patented and developed by our laboratory is based on very short heat stresses (from 0.1 up to 30 s) at very high temperatures (in the range of 200 to 600 °C) followed by an instantaneous cooling due to a cold gas (− 80 °C). The decontamination of dried powders is difficult, and the difficulty correlates with the presence of a specific microflora adapted to low water content. Using this new thermal process, experiments with Bacillus subtilis spores and Saccharomyces cerevisiae cells dried on glass beads were carried out. Destruction levels obtained are in the range of 5 to 8 log according to initial water activity level. Our results showed that heat resistance of spores and vegetative cells was strongly improved for initial a w values in the range of 0.3 to 0.5. Our work also evaluated the effects of microbial distribution and powder granulometry on decontamination efficiency. The impact of heat treatment on product organoleptic qualities, notably color, has been also measured.

The fundamental analysis and modeling of kinetics of solvent extraction of rapeseed oil enable the quantification of the “washing” and “diffusion” steps. Both are illustrated through “starting accessibility” and “effective diffusivity”, respectively. This is a relevant way to identify how to intensify and optimize the operating conditions in terms of highest yield and lowest extraction time. Using the instant controlled pressure drop (DIC) expansion as a pre-treatment for the intensification of the whole unit operation, the starting accessibility ratio reached a value of 28.69% against 19.03% for the raw material. Effective diffusivity of DIC treated samples reached a value of 2.05 × 10-12 m2/s instead of 0.72 × 10-12 m2/s for the raw material. Regarding oil composition, predominant fatty acids in all extracted rapeseed oils are oleic acid (C18:1 n9) ranged from 57.58 to 59.03%, linoleic acid (C18:2 n6) ranged from 21.23 to 21.89%, and linolenic acid (C18:3 n3) ranged from 9.11 to 9.45%. None of DIC treatment produced a significant variation in relative fatty acid profile.

International audience; This present study was designed to evaluate the performances of five alternative solvents (alcohols: ethanol, isopropanol and terpenes:ρ-limonene, α-pinene, p-cymene) compared to η-hexane in rapeseed oil extraction. The extracted oils were quantitatively and qualitatively analyzed to compare the solvents’ performances in terms of kinetics, fatty acid compositions, lipid yields, and classes. Moreover, micronutrients in extracted oils were also respectively quantified by high-performance liquid chromatography (HPLC) and gas chromatography (GC). In addition, the interactions between alternative solvents and rapeseed oil have been theoretically studied with the Hansen solubility methodology to get a better comprehension of dissolving mechanisms. The results indicated that pcymene could be the most promising solvent for n-hexane substitution with higher lipid yield and good selectivity, despite the micronutrient contents were relatively low.

This review is respectfully dedicated to the memory of Michel Ollivon, Research Director at CNRS (Châtenay-Malabry, France), outstanding physico-chemist specialist of lipid organization, recipient of the Hilditch Memorial Lecture award, who was the initiator of the network RMT LISTRAL. We are also sadly paying tribute to Jean-Luc Vendeuvre, Food Engineer at the French Pork and Pig Institute (IFIP, Maisons-Alfort, France), outstanding expert in meat products who participated actively in RMT LISTRAL and provided unpublished data for figures in the present review, who passed away during review submission. RMT LISTRAL: Mixed Technological Network combining academic and industrial partners, devoted to the enhancement and divulgation of knowledge regarding structured dietary lipids.; International audience; On a nutritional standpoint, lipids are now being studied beyond their energy content and fatty acid (FA) profiles. Dietary FA are building blocks of a huge diversity of more complex molecules such as triacylglycerols (TAG) and phospholipids (PL), themselves organised in supramolecular structures presenting different thermal behaviours. They are generally embedded in complex food matrixes. Recent reports have revealed that molecular and supramolecular structures of lipids and their liquid or solid state at the body temperature influence both the digestibility and metabolism of dietary FA. The aim of the present review is to highlight recent knowledge on the impact on FA digestion, absorption and metabolism of: (i) the intramolecular structure of TAG; (ii) the nature of the lipid molecules carrying FA; (iii) the supramolecular organization and physical state of lipids in native and formulated food products and (iv) the food matrix. Further work should be accomplished now to obtain a more reliable body of evidence and integrate these data in future dietary recommendations. Additionally, innovative lipid formulations in which the health beneficial effects of either native or recomposed structures of lipids will be taken into account can be foreseen.

Les huiles representent une part importante du regime alimentaire chez l’homme et contiennent de nombreux nutriments essentiels. Les consommateurs se montrent de plus en plus attentifs aux mentions relatives a l’origine et a la qualite des produits qu’ils achetent. Quant aux industries, elles ont compris qu’il n’est desormais plus possible de produire sans penser a l’environnement. Cet article traite de l’utilisation d’agro-solvants afin de substituer l’hexane, solvant le plus largement utilise pour l’extraction de graines oleagineuses. En effet, l’hexane presente de nombreux inconvenients, comme par exemple sa grande inflammabilite, sa dangerosite pour la sante et l’environnement et son origine non-renouvelable. Son utilisation dans le domaine de l’extraction est discutee depuis les annees 1980, avec une intensite renouvelee depuis les annees 2000. Une vue d’ensemble d’agro-solvants alternatifs est presentee.

Revue réalisée en hommage à Michel Ollivon (Directeur de Recherche au CNRS, UMR8612, Châtenay-Malabry), décédé en juin 2007, qui a été à l’origine de la création du RMT Listral. Ce Réseau Mixte Technologique avec pour thématique les Lipides Structurés Alimentaires est coordonné par l’ACTIA et animé par Actilait. Les autres partenaires du réseau sont : F Sobolewski & JP Bodin (Enilia-Ensmic), K Duhem & JP Guyonnet (Cniel), JP Bergé & JP Gouygou (Ifremer Nantes), G Nassy (Ifip), Lebois & D Majou (Actia), P Gaborit & R Richoux (Actilait).; National audience; From the nutrition point of view, lipids are primarily considered as energy suppliers, their dietary intake having to be limited. In fact, lipids are sources of various fatty acids, and dietary recommendations include the required daily intakes in different fatty acids (fatty acid profile). Beyond these quantitative aspects, fatty acids are part of larger molecules, mainly triacylglycerols (TAG), that are organized in supramolecular structures as for example fat crystals and lipid droplets. Recent advances in nutrition research have demonstrated that these structures, and lipid organization in food matrices, influence digestibility and metabolism of fatty acids. Therefore, the members of the technological network Listral propose a synthesis of the knowledge about the influence of molecular and supramolecular structures of lipids on digestion and metabolic fate of dietary fatty acids originating from for the main food industry sectors. Fatty acids are mainly provided in the diet in the form of TAG, or phospholipids (PL) where they are esterified in external (sn-1, sn-3) or internal (sn-2) position of the glycerol backbone. They can also be found as ethyl esters (EE) in specific formulations. These molecular characteristics of the lipid molecules affect their hydrolysis and their absorption rate but also their metabolism in indifferent organs, as assessed in studies often using inter esterified fat sources. The results depend on the types of fatty acids (saturated or polyunsaturated fatty acids) but also on the model used for the studies: in vitro or in vivo studies ; animal model, human newborn or adult, either healthy or exhibiting some diseases. Among others, it was found that the crystal form and fat melting point as affected by the fatty acid profiles and the lipid molecular structures directly impact fatty acid absorption kinetics through modifications of lipolytic enzyme activities. However, in these studies, the relative effect of the thermal properties of lipids and the proportion of saturated fatty acids chains in sn-2 position were hardly distinguished. Supramolecular structures, namely type and size of the fat droplets and their interfacial composition, of lipids, either in their native forms or obtained after food processes, also affect the digestibility and absorption of lipids. This aspect is reviewed with specific focus on dairy, marine, meat, oil plant and egg products. The impact of other nutritional components present in these food matrices on the absorption of lipids is also discussed.

Les graines, les poudres et les produits pulverulents sont tres representes dans les industries agroalimentaires. En effet, 80 % des ingredients mis en œuvre sont sous forme deshydratee ; c’est pourquoi leur stabilite microbiologique est depuis longtemps etudiee. Du fait des exigences de qualite toujours croissantes, l’innocuite des produits alimentaires est tres etudiee par les industriels. Des procedes innovants sont en cours de developpement, notamment la detente instantanee controlee, la lumiere pulsee ainsi que le systeme FHT.

Thermal treatment of Bacillus subtilis spores and Saccharomyces cerevisiae cells dried on glass beads was performed at various initial water activities (in the range 0.10-0.90). Experiments were carried out at 150 degrees C, 200 degrees C and 250 degrees C for 5-120 s. Significant destruction of up to 10(7) vegetative cells and up to 10(5) spores g(-1) was achieved, depending upon treatment conditions. This study demonstrated that the initial water activity (a(w)) value of a sample is very important in the destruction or survival of microorganisms treated with hot air stresses. As described previously, the heat resistance of spores and vegetative cells was strongly enhanced by low initial a(w) values until an optimal a(w) value between 0.30 and 0.50, with maximal viability at 0.35 for both S. cerevisiae and B. subtilis. However, our results highlighted for the first time that very low initial a(w) values (close to 0.10) greatly improved the destruction of spores and vegetative cells. Factors and possible mechanisms involved in the death of vegetative cells and spores are discussed.