Influence of soy protein’s structural modifications on their microencapsulation properties: a-tocopherol microparticles preparation

Enzymatic and chemical modifications of soy protein isolate (SPI) were studied in order to improve SPI properties for their use as wall material for a-tocopherol microencapsulation by spray-drying. The structural modifications of SPI by enzymatic hydrolysis and/or N-acylation were carried out in aqueous media without any use of organic solvent neither surfactant. Emulsions from aqueous solutions of native or modified SPI and hydrophobic a-tocopherol, were prepared and spray-dried to produce a-tocopherol microparticles. The effect of protein modifications and the influence of the core/shell ratio on both emulsions and microparticles properties were characterised. The obtained results demonstrated that oil-in-water emulsions prepared with modified proteins had lower droplet size (0.5-0.9 μm) and viscosity (3.6-14.8 mPa×s) compared to those prepared with native proteins (1.1 μm and 15.0 mPa×s respectively). Efficiency of oil retention decreased after protein hydrolysis from 79.7 to 38.9%, but the grafting of hydrophobic chain by acylation improved efficiency of a-tocopherol retention up to 94.8%. Moreover, higher emulsion viscosity, particle size and process efficiency were observed with the increase of a-tocopherol amount

Vegetable proteins in microencapsulation: a review of recent interventions and their effectiveness

Proteins from vegetable seeds are interesting for research at present because they are an abundant alternative to animal-based sources of proteins and petroleum-derived polymers. They are a renewable and biodegradable raw material with interesting functional and/or physico-chemical properties. In microencapsulation, these biopolymers are used as a wall forming material for a variety of active compounds. In most cases, two techniques of microencapsulation, spray-drying and coacervation, are used for the preparation of microparticles from vegetable proteins. Proteins extracted from soy bean, pea and wheat have already been studied as carrier materials for microparticles. These proteins could be suitable shell or matrix materials and show good process efficiency. Some other plant proteins, such as rice, oat or sunflower, with interesting functional properties could be investigated as potential matrices for microencapsulation

Synthesis and properties of lipoamino acid/fatty acid mixtures. Influence of the amphiphilic structure.

The acylation of amino acids by acid chlorides with from 8 to 12 carbon atoms, in alkaline aqueous medium following Shotten-Baumann reaction, results in sodium salts of Nα-acylamino acids and fatty acids mixture. These lastest are present in proportion from 40 to 60%. These compositions represent mixtures of amphiphilic anionic surfactants. They contribute together to the properties of the formulation. Measurements of the surface-active properties of these formulations, such as critical micelle concentration (CMC), surface tension at the CMC (TS), foaming capacity (FC) and foaming stability (FS), show that surfactant mixtures with the longest chain have the most desirable properties. They are comparable to commercial petroleum-based surfactants. Thus, the CMC, TS and CM values of the formulation obtained starting from leucine and dodecanoyl chloride (310 mg/L, 30.1 mN/m and 200%, respectively) are similar, even better than, sodium dodecylsulfate (290 mg/L, 39.1 mN/m and 230%, respectively

Comparative study of encapsulation of vitamins with native and modified soy protein

Microencapsulation of hydrophobic (α-tocopherol) and hydrophilic (ascorbic acid) vitamins by native (non-modified) and modified soy protein isolate (SPI) was carried out using a spray-drying technique. Proteins' functional properties were modified by acylation and cationization reactions in aqueous alkaline media. The results obtained demonstrated that SPI modification resulted in decreased emulsion droplet size and viscosity. All preparations with ascorbic acid (AA) had lower viscosity and microparticle size than those with α-tocopherol (T). Moreover, grafting of fatty acid chains to SPI by acylation improved its amphiphilic character and affinity with hydrophobic substances. Thus, the microencapsulation efficiency of T was increased from 79.7% to 94.8% and the microencapsulation efficiency of AA was reduced from 91.8% to 57.3% compared to native SPI. Conversely, attachment of quaternary ammonium cationic groups to proteinic chains by cationization, increased SPI solubility and favored the AA microencapsulation. This study illustrated that an appropriate modification of SPI can improve the microencapsulation efficiency of suitable active cores

Soy Protein Microparticles for Enhanced Oral Ibuprofen Delivery: Preparation, Characterization, and In Vitro Release Evaluation

International audienceThe objective of this work was to evaluate soy protein isolate (SPI) and acylated soy protein (SPA) as spray-drying encapsulation carriers for oral pharmaceutical applications. SPI acylation was performed by the Schotten–Baumann reaction. SPA, with an acylation rate of 41%, displayed a decrease in solubility in acidic conditions, whereas its solubility was unaffected by basic conditions. The drug encapsulation capacities of both SPI and SPA were tested with ibuprofen (IBU) as a model poorly soluble drug. IBU-SPI and IBU-SPA particles were obtained by spray-drying under eco-friendly conditions. Yields of 70 to 87% and microencapsulation efficiencies exceeding 80% were attained for an IBU content of 20 to 40% w/w, confirming the excellent microencapsulation properties of SPI and the suitability of the chemical modification. The in vitro release kinetics of IBU were studied in simulated gastrointestinal conditions (pH 1.2 and pH 6.8, 37°C). pH-sensitive release patterns were observed, with an optimized low rate of release in simulated gastric fluid for SPA formulations, and a rapid and complete release in simulated intestinal fluid for both formulations, due to the optimal pattern of pH-dependent solubility for SPA and the molecular dispersion of IBU in soy protein. These results demonstrate that SPI and SPA are relevant for the development of pH-sensitive drug delivery systems for the oral route

Impact of Spray-Drying on Biological Properties of Chitosan Matrices Supplemented with Antioxidant Fungal Extracts for Wine Applications

Black aspergilli produce many bioactive compounds: enzymes, organic acids, and secondary metabolites. One such fungus, Aspergillus tubingensis G131, isolated from French Mediterranean vineyards, produces secondary metabolites with antioxidant properties that can be extracted with ethanol. In this study, crude antioxidant extracts obtained from A. tubingensis G131 cultures were encapsulated with two types of chitosan matrix. Spray-drying was used to obtain dried particles from a dispersion of fungal crude extracts in a solution of the coating agent chitosan. This process appeared to be an efficient method for obtaining a dry extract with antioxidant activity. Three types of fungal extracts, with different antioxidant capacities, were produced: two different concentrations of crude extract and a semi-purified extract. In this study, the chitosan matrices for encapsulation were chosen on the basis of their antimicrobial activities for wine applications. Classical low molecular weight chitosan was compared with NoBrett Inside® which is already used to prevent the development of Brettanomyces spp. in wine. The objective of this study was to confirm that both antioxidant (fungal extract) and antimicrobial (chitosan) properties were preserved after spray-drying. The combination of these two properties and the powder formulation of this entirely natural product would make it a good alternative to chemicals, such as sulfites, in the food and wine industries

The effect of vegetable protein modifications on the microencapsulation process

The use of soy proteins (SoyP) and sunflower proteins (SunP) in the microencapsulation by spray-drying technique of α-tocopherol (T) with a core/wall ratio of 2/1 was studied. SoyP and SunP were used as wall material in an unmodified and modified state. The enzymatic (hydrolysis and cross-linking) and chemical (acylation and cationization) modifications were carried out on vegetable proteins in order to improve their encapsulating properties. The results obtained demonstrated that in the native state, SunP showed higher retention efficiency for T microencapsulation (92.6%) compared to SoyP (79.7%), which could be connected to the different composition of protein extracts. Hydrolysis, acylation and cationization of protein resulted in reduced emulsion viscosity. The retention efficiency of T was improved up to 94.8–99.5% after protein acylation, which was attributed to improved affinity between core and wall material

Spray-Dried Succinylated Soy Protein Microparticles for Oral Ibuprofen Delivery

The potential value of succinylated soy protein (SPS) as a wall material for the encapsulation of ibuprofen (IBU), a model hydrophobic drug, by spray-drying was investigated. A succinylation rate of 93% was obtained for soy protein isolate, with a molar ratio of 1/1.5 (NH2/succinic anhydride). The solubility profile at 37°C showed that this chemical modification decreased the solubility of the protein below its isoelectric point, whereas solubility increased in alkaline conditions. Various SPS/IBU ratios (90/10, 80/20, and 60/40) were studied and compared with the same ratio of soy protein isolate (SPI/IBU). High encapsulation efficiency was achieved (91–95%). Microparticles were spherical and between 4 and 8 μm in diameter. The spray-drying of protein/IBU solutions appeared to be beneficial, as it resulted in an amorphous solid dispersion of IBU within the microparticles, coupled with an increase in the thermal stability of IBU. In vitro release was evaluated in acidic (pH 1.2 in the presence of pepsin) and neutral (pH 6.8) conditions similar to those in the gastrointestinal (GI) tract. IBU was released significantly more slowly at pH 1.2, for both proteins. However, this slowing was particularly marked for SPS, for which rapid (within 2 h) and complete release was observed at pH 6.8. These results validate the hypothesis that SPS is suitable for use as a coating material for hydrophobic active pharmaceutical ingredients (APIs) due to its pH sensitivity, which should delay IBU release in the gastrointestinal tract

Green Production of Anionic Surfactant Obtained from Pea Protein

A pea protein isolate was hydrolyzed by a double enzyme treatment method in order to obtain short peptide sequences used as raw materials to produce lipopeptides-based surfactants. Pea protein hydrolysates were prepared using the combination of Alcalase and Flavourzyme. The influence of the process variables was studied to optimize the proteolytic degradation to high degrees of hydrolysis. The average peptide chain lengths were obtained at 3–5 amino acid units after a hydrolysis of 30 min with the mixture of enzymes. Then, N-acylation in water, in presence of acid chloride (C12 and C16), carried out with a conversion rate of amine functions of 90%, allowed to obtain anionic surfactant mixtures (lipopeptides and sodium fatty acids). These two steps were performed in water, in continuous and did not generate any waste. This process was therefore in line with green chemistry principles. The surface activities (CMC, foaming and emulsifying properties) of these mixtures were also studied. These formulations obtained from natural renewable resources and the reactions done under environmental respect, could replace petrochemical based surfactants for some applications