Hydrophilic Compounds Research Articles

Lipophilic and Hydrophilic Compounds from Arthrospira platensis and Its Effects on Tissue and Blood Cells-An Overview.

The cyanobacterium Arthrospira platensis (Spirulina platensis) is a natural source of considerable amounts of ingredients that are relevant for nutra- and pharmaceutical uses. Different hydrophilic and hydrophobic substances can be obtained by extraction from the biomass. The respective extraction techniques determine the composition of substances in the extract and thus its biological activity. In this short review, we provide an overview of the hydrophilic compounds (phenols, phycobiliproteins, polysaccharides, and vitamins) and lipophilic ingredients (chlorophylls, vitamins, fatty acids, and glycolipids) of Arthrospira platensis. The principal influences of these substances on blood and tissue cells are briefly summarized.

Formulation Development of Doxycycline-Loaded Lipid Nanocarriers using Microfluidics by QbD Approach

Liposomes have been used to improve therapeutic efficacy of drugs by increasing their bioavailability and altering biodistribution. The loading capacity of small molecules in liposomes remains a critical issue. Besides, the manufacturing process of liposomes requires multi-step procedures which hinders the clinical development. In this study, we developed a promising lipid-based nanocarriers (LN) delivery system for hydrophilic charged compounds using doxycycline (Doxy) as a model drug. This Doxy-loaded lipid nanocarrier (LN-Doxy) was fabricated by microfluidic technology. Design of experiments (DoE) was constructed to outline the interactions among the critical attributes of formulation, the parameters of microfluidic systems and excipient compositions. Response surface methodology (RSM) was furthered used for the optimization of LN-Doxy formulation. The LN-Doxy developed in this study showed high drug to lipid ratio and uniform distribution of particle size. Compared to Doxy solution, this LN-Doxy has reduced in vitro cellular toxicity and significant therapeutic efficacy which was verified in a peritonitis animal model. These results show the feasibility of using microfluidic technology combined with QbD approach to develop the LN formulation with high loading efficiency for ionizable hydrophilic drugs.

An innovative one step green supercritical CO2 process for the production of liposomes co-encapsulating both a hydrophobic and a hydrophilic compound for pulmonary administration

Budesonide and salbutamol-loaded liposomes were prepared using an innovative one step supercritical CO2 method without any use of organic solvents. Liposomes composed of soybean phosphatidylcholine, cholesterol and PEGylated lipid (65/30/5% (m/m)) were produced with a size less than 200 nm, a PdI within the range of 0.3 and 0.35 and encapsulation efficiency for budesonide and salbutamol reaching to 94% and 40% respectively. The physical stability of the formulation was improved by optimizing a dry form by freeze-drying with trehalose in a 20:1 (trehalose:lipid) ratio and an increase in the percentage of PEGylated lipid from 5% to 15%. This dry form stored at 4 °C maintains 90–110% of the initial concentration of active compounds. The concentration of budesonide and salbutamol after 15 weeks was 522.92 ± 73.01 µg/mL and 144.86 ± 31.22 µg/mL respectively. These concentrations are close to the concentrations of these molecules in the pharmaceutical products Pulmicort® (500 µg/mL of budesonide) and Ventolin® (100 µg/dose). The formulation tested on lung cells, allows a cell viability of 71 ± 6%, which is not significantly different from untreated cells.

Octadecylamine and serine-derived carbon dots-modified silica gel for reversed phase/hydrophilic interaction liquid chromatography

In order to meet the demand for the separation of complex samples, the development of mixed-mode chromatographic stationary phases has become one of the research priorities in chromatographic separation. In this work, carbon dots, Ser-OCDs, with amino, hydroxyl, carboxyl and alkyl chains were synthesized for the first time and modified on silica gel for RPLC/HILIC mixed-mode chromatography. The stationary phase, Sil-Ser-OCDs, enables the effective separation of hydrophobic and hydrophilic compounds such as alkylbenzenes, polycyclic aromatic hydrocarbons, nucleosides, bases and sulfonamides with better separation selectivity and higher column efficiency compared to classical C18 column. Polycyclic aromatic hydrocarbons, nucleosides, bases and sulfonamides can all be separated in less than 10 min, Moreover, the column efficiency (theoretical plates, N) of butylbenzene was even as high as 124,024 plates m−1. By investigating the effects of column temperature and concentration of buffer salt solution on retention and constructing the van't Hoff equation, hydrogen bonding, π-π conjugation, electrostatic repulsion, partitioning and hydrophobic interactions were found to be the main retention interactions. Sil-Ser-OCDs column was eluted for a long time at pH 3 and 8, and the relative retention remained basically unchanged, which proved that the stability of the column was excellent. This work broadens the variety of chromatographic stationary phase materials, at the same time, indicates that carbon dots have promising applications in mixed-mode chromatography.

Artificial Water Channels Form Precursors to Sponge-Like Aggregates in Water-Ethanol Mixtures.

Self-assembled artificial water channels (AWCs) are reshaping current water desalination technologies. Recently, the improvements achieved by incorporating hydrophilic compounds into polyamide membranes (PA) at the interface were confirmed experimentally. However, the determination of the nanoscale structures of AWCs remains unclear. An important step in the preparation of PA membranes is the solubilization of a colloidal suspension of the solid phase in a water-ethanol mixture. We perform molecular dynamics simulations to study the nanoscale structures of AWC aggregates. We characterize the size and shape of the aggregates at several key locations in the ternary phase diagram. The role of ethanol in the formation of the interface between the solvent and the solute phase is highlighted. We found that the structure of the aggregates formed in the ternary solution resembled the disordered sponge-like structures observed when AWCs were inserted into lipid membranes. Such permeable sponge architectures allow the passage of water despite their noncrystalline organization and were previously shown to be consistent with AWC permeation measurements in membrane environments.

Polystyrene Microplastics Modulate the Toxicity of the Hydrophilic Insecticide Thiacloprid for Chironomid Larvae and Also Influence Their Burrowing Behavior

As there is still little knowledge of interactions between microplastics (MP) and hydrophilic compounds, we propose ways the toxicity of hydrophilic pesticides can be modulated by MP, when sorption can be excluded. Larvae of Chironomus riparius were exposed to thiacloprid (TH, 1 µg/L) and polystyrene microplastic particles (PS; <50 µm; 150,000 and 1,000,000 particles/L) for 96 h, solely or in co-exposure. Burrowing behavior and mortality were observed. Larvae in treatments containing PS established themselves quicker in the sediment and kept the ability to rebury for a longer time compared to control and TH, respectively. While TH elevated the mortality, exposure to PS alone did not affect the survival of the larvae. In co-exposure of TH and PS, a concentration of 150,000 particles/L significantly reduced the toxicity of 1 µg/L TH after 96 h, an effect that was not observed at 1,000,000 particles/L. Therefore, we hypothesize that this modulation of the toxicity of TH eventually may have resulted from a combination of a ‘protective MP layer’ in the gut and a higher retention time of particles in larvae exposed to 150,000 particles/L than in those exposed to 1,000,000 particles/L due to the lower number of ingestible particles in the former.

A novel pre-magnetized ZVI/PS pretreatment for improving sludge dewaterability: The role of EPS fractions.

The dewaterability of waste-activated sludge (WAS) has been extensively examined using zero-valent iron (ZVI)-based advanced oxidation processes (AOPs). However, the high dosage and low utilization efficiencies of ZVI cast doubt on the dependability and viability of ZVI-based AOPs. In this study, we successfully demonstrated pre-magnetization as an efficient, chemical-free, and ecological method for improving the efficiency of sludge dewatering by ZVI/persulfate (PS) process, in which the reduction ratios of capillary suction time (CST) and specific resistance to filtration (SRF) increased by 8.67% and 11.06% under optimal conditions, respectively. The highly active Fe2+ released during ZVI corrosion may be more essential than ZVI itself during PS activation, which could be strengthened by pre-magnetization. Both homogeneous and heterogeneous Fe2+ could react with PS to produce aqueous hydroxyl radicals (∙OH) and sulfate radicals (SO4-∙) as well as surface-bound ∙OH and SO4-∙, further decomposing bound-extracellular polymeric substances fractions, broking hydrophilic functional groups and compounds, altering protein secondary structure to expose more hydrophobic sites, and releasing abundant EPS-bound water. Due to the protection of tightly-bound extracellular polymeric substances (TB-EPS) and the competitive oxidation of organics released during the early disintegration stage, radical oxidation primarily occurs at extracellular levels, releasing a bit of intracellular water. Besides, polysaccharides in TB-EPS may function a more significant role in flocculation than proteins, and a porous structure favorable to drainage will be formed after the pre-magnetized ZVI/PS treatment. The cost-benefit analysis further reveals that the Pre-ZVI/PS process presents high reusability and utilization, making it potential for particle application in sludge dewatering.

Silk Fibroin Conjugated with Heparin Promotes Epithelialization and Wound Healing.

Silk fibroin (SF) has attracted attention as a base biomaterial that could be suitable in many applications because of its shape and structure. Highly functional SF has been developed to promote tissue regeneration with heparin conjugation. However, the hydrophobic three-dimensional structure of SF makes it difficult to bind to high-molecular-weight and hydrophilic compounds such as heparin. In this study, sufficient heparin modification was achieved using tyrosine residues as reaction points to improve cellular response. As it was considered that there was a trade-off between the improvement of water wettability and cell responsiveness induced by heparin modification, influences on the structure, and mechanical properties, the structure and physical properties of the SF conjugated with heparin were extensively evaluated. Results showed that increased amounts of heparin modification raised heparin content and water wettability on film surfaces even though SF formation was not inhibited. In addition, the proliferation of endothelial cells and fibroblasts were enhanced when a surface with sufficient heparin assumed its potential in assisting wound healing. This research emphasizes the importance of material design focusing on the crystal structure inherent in SF in the development of functionalized SF materials.

Evybactin is a DNA gyrase inhibitor that selectively kills Mycobacterium tuberculosis.

The antimicrobial resistance crisis requires the introduction of novel antibiotics. The use of conventional broad-spectrum compounds selects for resistance in off-target pathogens and harms the microbiome. This is especially true for Mycobacterium tuberculosis, where treatment requires a 6-month course of antibiotics. Here we show that a novel antimicrobial from Photorhabdus noenieputensis, which we named evybactin, is a potent and selective antibiotic acting against M. tuberculosis. Evybactin targets DNA gyrase and binds to a site overlapping with synthetic thiophene poisons. Given the conserved nature of DNA gyrase, the observed selectivity against M. tuberculosis is puzzling. We found that evybactin is smuggled into the cell by a promiscuous transporter of hydrophilic compounds, BacA. Evybactin is the first, but likely not the only, antimicrobial compound found to employ this unusual mechanism of selectivity.

Synthesis and thermoresponsive behavior of double hydrophilic graft copolymer based on poly(2-methyl-2-oxazoline) and poly(2-ethyl-2-oxazoline)

A recent challenge in polymer self-assembly is the utilization of double hydrophilic graft copolymers (DHGC) in view of biomedical applications. Here we describe, for the first time, a platform of biocompatible DHGC fully based on poly(2-alkyl-2-oxazoline) leading to stimuli-responsive self-assemblies. This original DHGC platform was composed of backbone poly(2-methyl-2-oxazoline-co-2-pentyl-2-oxazoline) (P(MeOx-co-PentOx)) and poly(2-ethyl-2-oxazoline) (PEtOx) grafts. A “grafting onto” approach based on the combination of cationic ring-opening polymerization (CROP) technique and “click chemistry” CuAAc reaction, was successfully used to synthesize poly(2-methyl-2-oxazoline-co-2-pentyl-2-oxazoline)-g-poly(2-ethyl-2-oxazoline) (P(MeOx-co-PentOx)-g-PEtOx) copolymer conjugates of varying backbone and side chain lengths. These purely hydrophilic copolymers demonstrated self-assembling behavior in aqueous solution, showing a characteristic double hydrophilic behavior originating from building blocks immiscibilities. Self-associated structures with spherical morphologies have been evidenced by DLS and cryo-TEM. The sizes and the efficiency of self-association were mainly controlled by the concentration of the graft copolymer and by the molar ratio of the different hydrophilic compounds. In addition, thermoresponsive properties of these copolymers were studied by turbidimetry and DLS. From purely hydrophilic at low temperature, the copolymers showed amphiphilic characters at temperatures close to the cloud points (CP). Interestingly, cloud points were not controlled by the PEtOx graft length as it has been reported for PEtOx homopolymers but it depended mainly upon the PEtOx content of the copolymer, with a critical value around 75 PEtOx wt%. Addition of a kosmotropic salt (Na2SO4) allowed to trigger CPs from 80 °C till 26 °C. The self-assembling properties of this family of hydrophilic and biocompatible copolymers may offer promising prospect in the field of biomedical applications as bioreactors.

Implications of polar organic chemical integrative sampler for high membrane sorption and suitability of polyethersulfone as a single-phase sampler

Polar organic chemical integrative sampler (POCIS) contains sorbent, which is typically enclosed between two polyethersulfones (PES) membranes. A significant PES uptake is reported for many contaminants, yet, aqueous concentration is mainly correlated with the sorbent uptake using first-order kinetics. Under high PES sorption, the first-order kinetics often provide erroneous sampling rate for the sorbent phase due to increased membrane resistance. This work evaluated the uptake of four high PES sorbing chemicals, i.e., three Cl- and CH3-substituted nitrobenzenes and one chlorinated aniline using POCIS and the potential of a single-phase PES sampler using laboratory experiments. POCIS calibration results demonstrated that both sorbent and membrane had similar affinity for the target compounds. A rapid PES sorption occurred in the earlier days (<7 days) followed by a gradual increase in the PES phase concentration (equilibrium not achieved after 60 days). Especially, the membrane was the primary sink for 3,4-dichloroaniline and 3,4-dichloronitrobenzene for up to 14 and 31 days, respectively. On the other hand, the single-phase PES sampler showed similar mass uptake as POCIS and reached equilibrium within 19 days under static condition, indicating its potential suitability in the equilibrium regime. PES-water partition coefficient of the target compounds was between 1.2 and 6.5 L/g. Finally, we present a poly-parameter linear-free energy relationship (pp-LFER) using published data to predict the PES-water partition coefficients. The pp-LFER models showed moderate predictability as indicated by R2adj values between 0.7 and 0.9 for both internal and external data set consisting of a wide range of hydrophobic and hydrophilic compounds (−0.1 ≤ logKOW ≤ 7.4). The proposed pp-LFER model can be used to screen high PES-sorbing chemicals to increase the reliability and accuracy of aqueous concentration prediction from POCIS sampling and to select the most appropriate sampling approach for new compounds.

Separation of nicotinamide metabolites using a PBr column packed with pentabromobenzyl group modified silica gel

Nicotinamide adenine dinucleotide, a coenzyme involved in the activation of sirtuins, contributes to various regulations in vivo. However, highly hydrophilic nicotinamide metabolites are difficult to separate by high-performance liquid chromatography (HPLC) using octadecyl (C18) columns, which operate via hydrophobic interaction. PBr columns packed with silica gel modified with the pentabromobenzyl group having strong dispersion forces show good retention ability for various highly hydrophilic compounds. Additionally, the peak shape obtained with the PBr column did not collapse like that of the HILIC column, even when a large amount of water was injected. Separation of 11 highly hydrophilic nicotinamide metabolites using a PBr column under simple conditions resulted in baseline separation, but separation on a C18 column was not complete. The peak shape for each compound was better than that in previous studies. Furthermore, the separation of nicotinamide metabolites in tomato using a PBr column enable a more sensitive detection than that using a C18 column. Subject categoryChromatographic Technique

Non-iridescent and Wide-Color-Range Structural Coloration Enabled by Cellulose Nanocrystals with a Controlled Long-Range Photonic Structure and Helical Pitch

Bioinspired coloration of cellulose nanocrystals (CNCs) has advanced a new era of wide applications for decoration, sensing, and anti-counterfeiting. However, the solid structural color films suffer from strong angle-dependent iridescence and a limited color range due to the spatial arrangement caused by kinetic arrest during evaporation-induced self-assembly of CNCs. Here, a ternary co-assembly approach is demonstrated to prepare CNC films with weak/non-angular optical response and wide-range colors. Structural coloration is enabled by the long-range and short-range ordered photonic structure of CNCs. A cationic polymer, poly(dimethyl diallyl ammonium chloride), is introduced to influence the CNC self-assembly through electrostatic attraction, inducing the structural transition to the long-range disordered/short-range ordered structure as well as presenting the gradual change from iridescent structural colors to non-iridescent colors. Additionally, a hydrophilic small compound, glycerol, is used to adjust the helical pitch of nanostructured CNC arrays, offering the broad-range coloration. The CNC-based composite material is further used as an optical coating for anti-counterfeiting and realizing color patterning and angle-dependent selective color changes.

Biocontrol potential of Burkholderia sp. BV6 against the rice blast fungus Magnaporthe oryzae.

To investigate the broad-spectrum antifungal activity of Burkholderia sp. BV6, that is isolated from rice roots and its biocontrol potential against rice blast caused by Magnaporthe oryzae. We evaluated the ability to isolate BV6 in the biological control of rice blast disease and investigated its antifungal mechanisms. BV6 strongly inhibited the hyphal growth of M. oryzae Guy11 and other plant pathogenic fungi, and pot experiments showed that BV6 significantly decreases the disease index of rice blast from 47.5 to 24.6. The secreted small-molecule secondary metabolites were regarded as weapons during the antifungal process by inhibiting the germination of M. oryzae conidia and mycelial growth, and thereby prevent the following infection. Liquid chromatography-mass spectrometry analysis of the metabolites from the supernatant of isolate BV6 showed that the antifungal weapons of isolate BV6 are novel, small, molecular hydrophilic compounds that are different from reported antifungal compounds. The isolate BV6 inhibits the M. oryzae infection by the production of small-molecule antifungal compounds. The current study discovers the role of the Burkholderia sp. BV6 in the biocontrol of plant pathogenic fungi. Therefore, isolate BV6 is a potential candidate for developing a microbial formulation for the biocontrol of the most common disease of rice blast.

Identification of disinfection by-product precursors by natural organic matter fractionation: a review

During disinfection of drinking water, natural organic matter reacts with chlorine to produce harmful disinfection by-products. The identification of precursors of disinfection by-products in natural organic matter is challenging because natural organic matter is very complex and poorly known. Therefore, scientists have focused on the fractionation of natural organic matter with membranes or resins to better understand how and which organic matter fractions react during chlorination. Here, we compared the reactivity of various organic fractions with disinfection by-products. For that we did a meta-analysis of 400 water samples published in 80 publications, with focus on chlorination time and dose, SUVA254 and the column capacity factor used during resin fractionation. SUVA254 refers to the ultraviolet absorbance at 254 nm divided by the organic matter concentration. We found that hydrophobic compounds have 10–20% higher reactivity to both trihalomethane and haloacetic acid formation compared to hydrophilic compounds in waters with SUVA254 above 2L/(mg∙m), while hydrophobic and hydrophilic compounds have equal reactivity in waters with low SUVA254. On the other hand, hydrophilic compounds are 20–80% more reactive towards emerging disinfection by-products, regardless of SUVA254. Chlorination time and dose do not influence the reactivity ratio between the different fractions. An increase in column capacity factor can shift the reactivity ratio from hydrophobic to hydrophilic fractions. Dead-end, stirred cell ultrafiltration membrane fractionation might not always produce sharply separated fractions, which is mainly due to fouling. Therefore, no clear correlation could be found between membrane fractions and all investigated disinfection by-product groups.

Optical Imaging Visualizes a Homogeneous and Horizontal Band-Like Biodistribution of Large- and Small-Size Hydrophilic Compounds Delivered by Ablative Fractional Laser.

The skin barrier generally limits the topical delivery of hydrophilic molecules. Ablative fractional laser (AFL) facilitates cutaneous drug uptake of smaller hydrophilic compounds in several studies. In this imaging-based study, we aim to investigate the cutaneous biodistribution of two different-sized hydrophilic compounds delivered by an ablative fractional CO2 laser at minimally invasive settings. Intact or CO2 AFL-pretreated (2.5 mJ/mb and 5% density) ex vivo porcine skin was topically applied with a large or small hydrophilic compound (fluorescence labeled antibody nivolumab (150,000 g/mol, n = 4) or ATTO 647N (746 g/mol, n = 3)). Samples were incubated for 20 h in a Franz cell setup, whereafter optical coherence tomography (OCT) was used to assess laser channel depth, and ex vivo confocal microscopy (EVCM) was used to assess epidermal thickness and cutaneous biodistribution of nivolumab and ATTO 647N. With an EVCM-assessed median epidermal thickness of 70.3 µm and OCT-assessed ablation depth of 31.9 µm, minimally invasive settings enabled shallow penetration into the mid-epidermis. The AFL-assisted uptake of the antibody nivolumab and the smaller compound ATTO 647N showed a similar homogenous and horizontal band-like biodistribution pattern that reached mid-dermis. No uptake of nivolumab or ATTO 647N was observed in intact skin. In conclusion, AFL-induced mid-epidermal laser channels facilitates the cutaneous delivery of two hydrophilic compounds that are distributed in a similar homogeneous and horizontal band-like pattern, irrespective of their molecular size.

Simultaneous capture of hydrophilic and hydrophobic compounds from complex plants by biosurfactant-assisted mechanical amorphous dispersion extraction

A biosurfactant-assisted mechanical amorphous dispersion extraction (BA-MADE) procedure was established for the simultaneous capture of hydrophilic phenolic acids and hydrophobic tanshinones from Salvia miltiorrhiza. Single-factor experiments and the response surface methodology were used to optimize and analyze the crucial parameters for the method, such as the type and amount of amorphous-dispersion extractants, grinding time, extraction time and solid-to-liquid ratio. The optimized parameter values for the BA-MADE process were 407.02 mg of sodium chenodeoxycholate, a grinding time of 4.87 min, an extraction time of 4.92 min, and a solid-to-liquid ratio of 0.5:10 g/mL. The calibration curves of danshensu, rosmarinic acid, lithospermic acid, salvianolic acid B, salvianolic acid A, dihydrotanshinone I, cryptotanshinone, tanshinone I, and tanshinone II A exhibited good linearity in the range of 1–500 μg/mL (R2 ≥ 0.9990). The limits of detection of nine analytes ranged from 5.46 to 130 ng/mL, the relative standard deviations (RSDs) of intraday and interday precision were less than 1.95 and 3.56%, respectively, and the recoveries of the real sample were in the range of 85–113%, with RSD% below 3.21%. The BA-MADE method was compared with previously reported methods, such as heating reflux extraction, ultrasonic extraction and microwave-assisted micellar extraction, and the results demonstrated that the developed method has significant advantages in the simultaneous extraction of hydrophilic and hydrophobic active components from Salvia miltiorrhiza.

An optimized processing method for polar organic chemical integrative samplers deployed in seawater: Toward a maximization of the analysis accuracy for trace emerging contaminants

Passive sampling of emerging contaminants (ECs) in seawater represents a challenge in environmental monitoring. A specific protocol for Polar Organic Chemical Integrative Sampler (POCIS) processing may be necessary when dealing with marine applications, due to the peculiarity of the considered matrix. Herein, both the instrumental LC-MS/MS analysis and the sampler processing for the determination of 22 ECs in seawater were carefully optimized. The study entailed a test simulating POCIS sorbent exposure to seawater as well as the processing of replicated field POCIS with different elution solvents. The final method involved washing the sorbent with water, to eliminate most salts, and a two-step elution, by using methanol and a small volume of a dichloromethane-isopropanol mixture. With this protocol, recoveries between 58 and 137% (average 106%) were obtained for most analytes, including non-steroidal anti-inflammatory drugs, UV-filters, perfluorinated substances and caffeine. Still, the protocol was not suitable for very hydrophilic compounds (recovery under 20% for artificial sweeteners and the pharmaceutical salbutamol), which also showed remarkable ion suppression (matrix effects in the range 4–46%). For all other chemicals, the matrix effects were in the range 67–103% (average 86%), indicating satisfactory accuracy. Also, the overall method showed high sensitivity (detection limits in the range 0.04–9 ng g−1 of POCIS sorbent) and excellent specificity, thanks to the monitoring of two “precursor ion-product ion” MS transitions for identity confirmation. The method was applied to samplers deployed in the Ligurian coast (Italy), detecting caffeine, bisphenol A, ketoprofen and two UV-filters as the most concentrated in the POCIS sorbent.

Мультикомпонентные композиты нанокомплексов циклодекстрина с биологически активными веществами для функциональных продуктов питания

Enzymatic protein hydrolysates of milk are used as a protein component of functional foods intended for children, athletes, and senior citizens. They are easy to absorb and possess hypoallergenic, antioxidant, antimicrobial, and antimutagenic properties. However, the peptides in their composition have a bitter taste, which limits the use of milk protein hydrolysates in food industry. Functional foods are often fortified with fat-soluble vitamins and other hydrophobic ingredients. They require multicomponent compositions that contain both hydrophilic and hydrophobic compounds. Complexes of β-cyclodextrins with peptides of whey protein hydrolyzates and fat-soluble vitamins can solve this problem. &#x0D; The present research featured nanocomplexes of β-cyclodextrins with whey peptides and their multicomponent mixes with vitamins D3 and A. The methodology involved HPLC-MS, electrophoresis, thermogravimetry, and fluorimetry. &#x0D; The obtained clathrates were used to develop new multicomponent compositions for functional nutrition. The article introduces a new production method for hypoallergenic peptide fractions with a molecular weight of 300–1500 Da from enzymatic whey protein hydrolyzates. The obtained peptides contained 6–14 amino acid residues and demonstrated hypoallergenic properties because they contained no antigenic determinants capable of causing IgE synthesis. The complexes of inclusion contained hydrolyzate peptides of dairy proteins and fat-soluble vitamins A and D3. The research revealed some antioxidant and antimutagenic properties, as well as the toxicological and hygienic profile of the clathrates. The resulting peptide clathrates had a less bitter taste. The inclusion complexes of fat-soluble vitamins D3:β-cyclodextrins, and A:β-cyclodextrins could be converted from an olive oil solution into a soluble powder. 100 g of the multicomponent composite contained 47.0 g of whey protein hydrolyzate of low molecular weight fraction peptides, 1.06 mg of vitamin D3 (42 500 IU), 3.44 mg of vitamin A (10 000 IU), and 1.54 g of olive oil. The article also describes the structural and functional properties of the inclusion complexes. Nanocomplexes of whey protein hydrolyzate of low molecular weight fraction peptides:β-cyclodextrins, D3:β-cyclodextrins, and A:β-cyclodextrins and their multicomponent composite were tested for toxicological and hygienic properties using Tetrahymena pyriformis. They appeared to belong to the 5th hazard class in terms of the average lethal dose (non-hazardous substances). &#x0D; The obtained powder forms of fat-soluble vitamins and peptides are easily dosed and can be used to design new functional foods.

Ultrafast simultaneous chiral analysis of native amino acid enantiomers using supercritical fluid chromatography/tandem mass spectrometry

In the chiral separation of amino acids, liquid chromatography has been mainly used because of the physicochemical properties of the analytes. To date, only few reports of the use of supercritical fluid chromatography (SFC) for the analysis of chiral amino acids exist, and there is much room for improvement in terms of the number of measurable amino acids, peak shape, and analysis time. In this study, we developed a novel method for the chiral analysis of native amino acids using a system combining SFC and tandem mass spectrometry. Specifically, the separation of amino acid enantiomers was investigated using a CROWNPAK CR-I(+) column with a chiral stationary phase of optically active crown ether. Methanol/water mobile phase with trifluoroacetic acid as a modifier based on supercritical carbon dioxide (CO2) was used. At a low modifier concentration of 30% for the separation of hydrophilic compounds, 18 proteinogenic amino acid enantiomers except glycine and proline were successfully separated with resolution (Rs) = 1.96–33.62 within 6.5 min. In attempt to shorten the analysis time, the flow rate was increased; using a CO2/modifier ratio of 60/40 at a flow rate of 3 mL/min, ultrafast chromatography of 17 amino acid enantiomers, except histidine, was achieved with retention time ≤ 1 min and resolution ≥ 1.5. The developed ultrafast chiral separation method was verified by analyzing a commercially available black vinegar, which detected eight kinds of d-amino acids. The present method has thus confirmed to be successful and practical in terms of both analyte coverage and throughput.