Unsaturated Acids Research Articles

A Study of Metabolites from Basidiomycota and Their Activities against Pseudomonas aeruginosa.

The World Health Organization (WHO) promotes research aimed at developing new drugs from natural compounds. Fungi are important producers of bioactive molecules, and they are often effective against other fungi and/or bacteria and are thus a potential source of new antibiotics. Basidiomycota crude extracts, which have previously been proven to be active against Pseudomonas aeruginosa ATCC27853, were subjected to liquid chromatographic separation by RP-18, leading to six macro-fractions for each fungal extract. The various fractions were tested for their bioactivities against P. aeruginosa ATCC27853, and ten of them were characterized by HPLC-HRMS and NMR. Further chromatographic separations were performed for a few selected macro-fractions, yielding seven pure compounds. Bioactivity was mainly found in the lipophilic fractions containing fatty acids and their derivatives, such as hydroxy or keto C-18 unsaturated acids, and in various complex lipids, such as glycolipids and related compounds. More hydrophilic molecules, such as GABA, phenethylamine, two chromogenic anthraquinoids and pistillarin, were also isolated, and their antibacterial activities were recorded. The novelties of this research are as follows: (i) the genera Cortinarius and Mycena have never been investigated before for the synthesis of antibiotic compounds; (ii) the molecules produced by these genera are known, but their production has never been reported in the investigated fungi; (iii) the determination of bacterial siderophore synthesis inhibition by certain compounds from Cortinarius and Mycena.

Composition of fatty acids of higher aquatic plants in Lake Kotokel as valuable biological raw materials

Fatty acids, as part of cell membranes, determine their fluidity and dielectric constant. In addition, they play an important role in human and animal nutrition. This work examines the composition and fatty acid content of dried higher aquatic plants from Lake Kotokel (Republic of Buryatia, Russia) and their potential as a raw material for the production of feed and biologically active food supplements. A modified Bligh-Dyer method was used to extract lipid fraction. Fatty acids in the form of their methyl esters were analysed by gas chromatography–mass spectrometry. Palmitic C16:0 acid was the main saturated fatty acid found in Myriophyllum sibiricum, Elodea canadensis, Persicaria amphibia and Potamogeton perfoliatus in Lake Kotokel. The main unsaturated acid found in plants, regardless of their type, was the α-linolenic C18:3-ω3 acid. In addition, a relatively high content of stearic C18:0, myristic C14:0 and pentadecanoic C15:0 acids was noted. Branched acids (i-C14:0, i-C15:0, i-C16:0, i-C17:0, i-C20:0, a/i-C15:0, a/i-C17:0 and 10Me-C16:0) and odd carbon numbered acids (C13:0, C15:0, C17:0, C19:0, C21:0 and C23:0) were identified. An analysis of the authors’ and literature data revealed that the studied species of higher aquatic plants in reservoirs in the Asian part of Russia are characterised by a high content of α-linolenic C18:3-ω3 (up to 56%) and a low content of oleic C18:1-ω9 (up to 1.81%) acids. The content of α-linolenic C18:3-ω3 acid in plants from reservoirs in the European part of Russia was lower (up to 42%), while that of oleic acid C18:1-ω9 was higher (up to 14%).

Effect of different extraction methods on yield and quality of araticum (Annona crassiflora Mart.) seed oil

Microwave- and ultrasound-assisted extraction methods can increase the yield and quality of oil extraction. This study investigated their effects on araticum seed oil extraction compared with conventional methods. Oils were extracted using press and Soxhlet techniques, combined with microwave- and ultrasound-assisted methods at different times. Key parameters such as yield, acidity index, peroxide index, iodine index, moisture, saponification index, ether-insoluble impurities, antioxidant activity by DPPH and ABTS methods, and fatty acid profile were evaluated. The highest oil yield (24.22%) was achieved by combining the press with Soxhlet. Based on EC50 values, antioxidant activities ranged from 1.06 ± 0.10 to 5.19 ± 0.39 mg/mL and 2.26 ± 0.33 to 10.43 ± 0.28 µM trolox/g for DPPH and ABTS, respectively. The ultrasound-assisted method showcased superior antioxidant activity. Predominant fatty acids included oleic, linoleic, palmitic, and stearic acids. Extractions by ultrasound-assisted press at 15 and 30 min showed enhanced antioxidant potency and reduced peroxide and acidity indices. The extraction method affected the characteristics of the oil, and changes in the fatty acid profile were observed. Non-heating methods yielded more unsaturated acids but with low extraction yield.

Expression of FAD and SAD Genes in Developing Seeds of Flax Varieties under Different Growth Conditions.

Flax seed is one of the richest plant sources of linolenic acid (LIN) and also contains unsaturated linoleic acid (LIO) and oleic acid (OLE). Stearoyl-ACP desaturases (SADs) and fatty acid desaturases (FADs) play key roles in the synthesis of flax fatty acids (FAs). However, there is no holistic view of which genes from the SAD and FAD families and at which developmental stages have the highest expression levels in flax seeds, as well as the influence of genotype and growth conditions on the expression profiles of these genes. We sequenced flax seed transcriptomes at 3, 7, 14, 21, and 28 days after flowering (DAF) for ten flax varieties with different oil FA compositions grown under three temperature/watering conditions. The expression levels of 25 genes of the SAD, FAD2, and FAD3 families were evaluated. FAD3b, FAD3a, FAD2b-2, SAD3-1, SAD2-1, SAD2-2, SAD3-2, FAD2a-1, and FAD2a-2 had the highest expression levels, which changed significantly during seed development. These genes probably play a key role in FA synthesis in flax seeds. High temperature and insufficient watering shifted the maximum expression levels of FAD and SAD genes to earlier developmental stages, while the opposite trend was observed for low temperature and excessive watering. Differences in the FAD and SAD expression profiles under different growth conditions may affect the FA composition of linseed oil. Stop codons in the FAD3a gene, resulting in a reduced LIN content, decreased the level of FAD3a transcript. The obtained results provide new insights into the synthesis of linseed oil.

Esterification of black bean anthocyanins with unsaturated oleic acid, and application characteristics of the product

Esterification of anthocyanins with saturated fatty acids have been widely investigated, while that with unsaturated fatty acids is little understood. In this study, crude extract (purity ∼ 35 %) of cyanidin-3-O-glucoside (C3G) from black bean seed coat was utilized as reaction substrate, and enzymatically acylated with unsaturated fatty acid (oleic acid). Optimization of various reaction parameters finally resulted in the highest acylation rate of 54.3 %. HPLC-MS/MS and NMR analyses elucidated the structure of cyanidin-3-O-glucoside-oleic acid ester (C3G-OA) to be cyanidin-3-O-(6″-octadecene)-glucoside. Introduction of oleic acid into C3G improved the lipophilicity, antioxidant ability, and antibacterial activity. Further, the color and substance stability analyses showed that the susceptibility of C3G and C3G-OA to different thermal, peroxidative, and illuminant treatments were highly pH dependent, which suggested individual application guidelines. Moreover, C3G-OA showed lower toxicity to normal cell (QSG-7701) and better inhibitory effect on the proliferation of HepG2 cells than C3G, which indicated its potential anti-tumor bioactivity.

Cumin (Cuminum cyminum L.) an export-oriented Indian seed spice with inherent nutraceutical and therapeutic attributes: A review

Cumin seeds and value-added products are used in beverages, liquors,candy, nutraceuticals, therapeutics, toiletries, perfumery and lotions. In theIndian systems of medicine, cumin finds a vital role through its essential &total oil components and various aqueous and alcoholic extracts. Cuminseeds contain volatile oil (3–4%), the primary active principles of which arecumin aldehyde, terpenes (45–50%), phenols, unsaturated and saturatedfatty acids, etc., those occur in varying fractions compensating each other,which act as a scavenger for free radicals and antioxidants. As anutraceutical, cumin seeds contain plenty of iron, magnesium, calcium,manganese, and phosphorus. The vitamins present include thiamine,riboflavin, niacin, vitamin A, C, E, K, and vitamin B6. The seedspossessdiuretic, carminative, stimulant, digestive, tonic, appetizer, stomachic andastringent properties. It is traditionally an essential critical remedial agentfor digestion, diarrhoea, leucorrhoea, eczema, atonic, flatulence,dyspepsia and abdominal pains. Phytochemicals like alkaloid, coumarin,anthraquinone, flavonoid, protein, glycoside, resin, saponin, tannin andsteroids are abundant in its seed. Cumin seed extracts bear variousmedicinal properties such as insecticidal, antimicrobial, anti-inflammatory,antioxidant, antidiabetic, anticancer, hypotensive, bronchodilator,immunological, contraceptive, aldose reductase, analgesic,alpha-glucosidase and tyrosinase inhibitory effects, etc. Thus use of cumin offerscombined advantages, providing both nutraceutical and therapeuticproperties simultaneously.

Methacrylic acid in situ modified steel converter slag/natural rubber composites: Resourceful utilization of steelmaking solid wastes

As a by-product of the steelmaking industry, the large-volume production and accumulation of steel converter slag cause environmental issues such as land occupation and dust pollution. Since metal salts of unsaturated carboxylic acid can be used to reinforce rubber, this study explores the innovative application of in-situ modified steel slag, mainly comprising metal oxides, with methacrylic acid (MAA) as a rubber filler partially replacing carbon black. By etching the surface of steel slag particles with MAA, their surface roughness was increased, and the chemical bonding of metal methacrylate salt was introduced to enhance their interaction with the molecular chain of natural rubber (NR). The results showed that using the steel slag filler effectively shortened the vulcanization molding cycle of NR composites. The MAA in-situ modification effectively improved the interaction between steel slag and NR molecular chains. Meanwhile, the physical and mechanical properties, fatigue properties, and dynamic mechanical properties of the experimental group with MAA in-situ modified steel slag (MAA-in-situ-m-SS) were significantly enhanced compared with those of NR composites partially filled with unmodified slag. With the dosage of 7.5 phr or 10 phr, the above properties matched or even exceeded those of NR composites purely filled with carbon black. More importantly, partially replacing carbon black with modified steel slag reduced fossil fuel consumption and greenhouse gas emission from carbon black production. This study pioneered an effective path for the resourceful utilization of steel slag and the green development of the steelmaking and rubber industries.

Distinctive biotransformation and biodefluorination of 6:2 versus 5:3 fluorotelomer carboxylic acids by municipal activated sludge

Fluorotelomer carboxylic acids (FTCAs) represent an important group of per- and polyfluoroalkyl substances (PFAS) given their high toxicity, bioaccumulation potential, and frequent detection in landfill leachates and PFAS-impacted sites. In this study, we assessed the biodegradability of 6:2 FTCA and 5:3 FTCA by activated sludges from four municipal wastewater treatment plants (WWTPs) in the New York Metropolitan area. Coupling with 6:2 FTCA removal, significant fluoride release (0.56∼1.83 F-/molecule) was evident in sludge treatments during 7 days of incubation. Less-fluorinated transformation products (TPs) were formed, including 6:2 fluorotelomer unsaturated carboxylic acid (6:2 FTUCA), perfluorohexanoic acid (PFHxA), perfluoropentanoic acid (PFPeA), and perfluorobutanoic acid (PFBA). In contrast, little fluoride (0.01∼0.09 F-/molecule) was detected in 5:3 FTCA-dosed microcosms, though 25∼68% of initially dosed 5:3 FTCA was biologically removed. This implies the dominance of “non-fluoride-releasing pathways” that may contribute to the formation of CoA adducts or other conjugates over 5:3 FTCA biotransformation. The discovery of defluorinated 5:3 FTUCA revealed the possibility of microbial attacks of the C-F bond at the γ carbon to initiate the transformation. Microbial community analysis revealed the possible involvement of 9 genera, such as Hyphomicrobium and Dechloromonas, in aerobic FTCA biotransformation. This study unraveled that biotransformation pathways of 6:2 and 5:3 FTCAs can be divergent, resulting in biodefluorination at distinctive degrees. Further research is underscored to uncover the nontarget TPs and investigate the involved biotransformation and biodefluorination mechanisms and molecular basis.

Graft copolymers of collagen and acrylic monomers—Reagents for sizing of cotton yarn

AbstractA new highly effective sizing reagent based on grafted collagen copolymers has been proposed for cotton yarn. The copolymers were synthesized by reacting an aqueous solution of collagen with acrylic monomers—acrylic, matacrylic acids, and their amides in the presence of potassium persulfate. Based on Scanning electron microscopy ‐ Energy dispersive (SEM‐EDS) analysis data, the composition of the copolymers was determined. Unsaturated acids are more actively grafted onto collagen than their amides. When a polymer film is formed from a solution of a collagen copolymer with (meth)acrylic acid, microcracks appear on the surface of the sample; microcracks are absent in films of copolymers with (meth)acrylamide. Films of copolymers, especially methacrylamide, are quite flexible and contribute to a significant improvement in the properties of the yarn. The tensile strength of yarn sized with copolymers increases by 20%–65% compared to unsized yarn, and by 13%–38% compared to yarn sized with a starch solution. At the same time, the relative tensile elongation of the experimental yarn improves by 14%–58%, while this property of starch‐size yarn deteriorates by 14%–22% compared to unsized yarn. The complete removal of graft copolymers from the surface of the yarn in the process of biochemical desizing using the enzyme protease is shown.Highlights Graft copolymerization of (meth)acrylamide with collagen was carried out. Grafting is initiated by the interaction of collagen with potassium persulfate. The synthesized copolymers are effective sizing reagents for cotton yarn. The copolymer with poly(meth)acrylamide forms a flexible and stable film. The protease enzyme completely removes the size from the surface of the yarn.

Prediction of fruit characteristics of grafted plants of Camellia oleifera by deep neural networks.

Camellia oleifera, an essential woody oil tree in China, propagates through grafting. However, in production, it has been found that the interaction between rootstocks and scions may affect fruit characteristics. Therefore, it is necessary to predict fruit characteristics after grafting to identify suitable rootstock types. This study used Deep Neural Network (DNN) methods to analyze the impact of 106 6-year-old grafting combinations on the characteristics of C.oleifera, including fruit and seed characteristics, and fatty acids. The prediction of characteristics changes after grafting was explored to provide technical support for the cultivation and screening of specialized rootstocks. After determining the unsaturated fat acids, palmitoleic acid C16:1, cis-11 eicosenoic acid C20:1, oleic acid C18:1, linoleic acid C18:2, linolenic acid C18:3, kernel oil content, fruit height, fruit diameter, fresh fruit weight, pericarp thickness, fresh seed weight, and the number of fresh seeds, the DNN method was used to calculate and analyze the model. The model was screened using the comprehensive evaluation index of Mean Absolute Error (MAPE), determinate correlation R2 and and time consumption. When using 36 neurons in 3 hidden layers, the deep neural network model had a MAPE of less than or equal to 16.39% on the verification set and less than or equal to 13.40% on the test set. Compared with traditional machine learning methods such as support vector machines and random forests, the DNN method demonstrated more accurate predictions for fruit phenotypic characteristics, with MAPE improvement rates of 7.27 and 3.28 for the 12 characteristics on the test set and maximum R2 improvement values of 0.19 and 0.33. In conclusion, the DNN method developed in this study can effectively predict the oil content and fruit phenotypic characteristics of C. oleifera, providing a valuable tool for predicting the impact of grafting combinations on the fruit of C. oleifera.

Preparation and performance study of anti mud polycarboxylic acid slump retaining agent

Anti-mud polycarboxylic acid slump retaining agent was prepared by copolymerization of ethylene glycol monovinyl polyethylene glycol ether, diethyl 4-vinylphenyl phosphate, 2-methyl-2-(4-vinylphenyl) propionic acid, unsaturated carboxylic acid (or unsaturated carboxylic anhydride) and unsaturated carboxylic ester under the action of initiator and molecular weight regulator. The effect of the slump retaining agent on the workability of fine aggregate concrete with different mud contents was tested, and the sensitivity of the slump retaining agent to the mud content of machine-made sand was evaluated. At the same time, the viscosity reduction performance of the slump retaining agent was evaluated by using the emptying time of the inverted slump cone and the flow time of V-funnel and L-box. The experimental results show that the synthesized anti-mud polycarboxylic acid slump retaining agent has favourable effects of anti-mud and viscosity reduction.

A Holistic Review of C = C Crosslinkable Conjugated Molecules in Solution-Processed Organic Electronics: Insights into Stability, Processibility, and Mechanical Properties.

Solution-processable organic conjugated molecules (OCMs) consist of a series of aromatic units linked by σ-bonds, which present a relatively freedom intramolecular motion and intermolecular re-arrangement under external stimulation. The cross-linked strategy provides an effective platform to obtain OCMs network, which allows for outstanding optoelectronic, excellent physicochemical properties, and substantial improvement in device fabrication. An unsaturated double carbon-carbon bond (C = C) is universal segment to construct crosslinkable OCMs. In this review, the authors will set C = C cross-linkable units as an example to summarize the development of cross-linkable OCMs for solution-processable optoelectronic applications. First, this review provides a comprehensive overview of the distinctive chemical, physical, and optoelectronic properties arising from the cross-linking strategies employed in OCMs. Second, the methods for probing the C = C cross-linking reaction are also emphasized based on the perturbations of chemical structure and physicochemical property. Third, a series of model C = C cross-linkable units, including styrene, trifluoroethylene, and unsaturated acid ester, are further discussed to design and prepare novel OCMs. Furthermore, a concise overview of the optoelectronic applications associated with this approach is presented, including light-emitting diodes (LEDs), solar cells (SCs), and field-effect transistors (FETs). Lastly, the authors offer a concluding perspective and outlook for the improvement of OCMs and their optoelectronic application via the cross-linking strategy.

Differential interactions of essential and toxic metal ions with biologically relevant phosphatidic acid and phosphatidylserine membranes.

Metal pollutants are a growing concern due to increased use in mining and other industrial processes. Moreover, the use of metals in daily life is becoming increasingly prevalent. Metals such as manganese (Mn), cobalt (Co), and nickel (Ni) are toxic in high amounts whereas lead (Pb) and cadmium (Cd) are acutely toxic at low µM concentrations. These metals are associated with system dysfunction in humans including cancer, neurodegenerative diseases, Alzheimer's disease, Parkinson's disease, and other cellular process'. One known but lesser studied target of these metals are lipids that are key membrane building blocks or serve signalling functions. It was shown that Mn, Co, Ni, Pb, and Cd cause rigidification of liposomes and increase the phase transition in membranes composed of both saturated or partly unsaturated phosphatidic acid (PA) and phosphatidylserine (PS). The selected metals showed differential effects that were more pronounced on saturated lipids. In addition, more rigidity was induced in the biologically relevant liquid-crystalline phase. Moreover, metal affinity, induced rigidification and liposome size increases also varied with the headgroup architecture, whereby the carboxyl group of PS appeared to play an important role. Thus, it can be inferred that Mn, Co, Ni, Cd, and Pb may have preferred binding coordination with the lipid headgroup, degree of acyl chain unsaturation, and membrane phase.

Interfacial electron transfer of perylenes: Influence of the anchor binding mode.

Interfacial electron transfer (IET) through saturated single-linker and dual-linker groups from a perylene chromophore into nanostructured TiO2 films was studied by ultrafast spectroscopy. Perylene chromophores with one and two propanoic acid linker groups in the peri and ortho positions were investigated. In comparison to previously studied perylenes bound via unsaturated acrylic acid linkers, the chromophores with saturated linkers showed bi-exponential IET dynamics. Two distinct transfer times were observed that indicate the presence of two concurrent binding modes. A comparison between ortho- and peri-substituted sensitizers resulted in slower IET dynamics and weaker electronic coupling for ortho substitution. Finally, IET from sensitizers with saturated linker groups is neither promoted nor hindered by a second linker group. This indicates that only one of the two linkers binds covalently to the surface. This study reveals the importance of the anchor-binding mode and design considerations of the linker for regulating IET.

Thermophysical properties of the biofuel components: A mini-guide to the critical properties, heat capacities, and thermal conductivities

Experimental data on the critical temperature, critical pressure, heat capacity, and thermal conductivity of the compounds involved in the production of biofuels have been compiled and critically evaluated. The compilation contains the critical temperature and critical pressure of 56 compounds, the heat capacity of 63 compounds, and the thermal conductivity of 35 compounds and covers the period from 1886 to September 2023. The recommended values of the critical temperatures and pressures have been determined. The parameters of correlating polynomials for the temperature dependence of heat capacities and thermal conductivities have been obtained. The compounds under consideration are the components of biofuels or platform chemicals. Some methyl and ethyl esters of saturated and unsaturated acids, furanic compounds, levulinic acid and alkyl levulinates, gamma-valerolactone, alpha-angelica lactone, triglycerides, and several alkyl pentanoates are among the compounds studied.

Structural elucidation of derivatives of polyfunctional metabolites after methyl chloroformate derivatization by high-resolution mass spectrometry gas chromatography. Application to microbiota metabolites

Metabolomics has become an essential discipline in the study of microbiome, emerging gas chromatography coupled to mass spectrometry as the most mature, robust, and reproducible analytical technique. Silylation is the most widely used chemical derivatization strategy, although it has some limitations. In this regard, alkylation by alkyl chloroformate offers some advantages, such as a rapid reaction, milder conditions, better reproducibility, and the generation of more stable derivatives. However, commercial spectral libraries do not include many of the alkyl derivatives, mainly for polyfunctional metabolites, which can form multiple derivatives. That introduces a huge bias in untargeted metabolomics leading to common errors such as duplicates, unknowns, misidentifications, wrong assignations, and incomplete results from which non-reliable findings and conclusions will be retrieved. For this reason, the purpose of this study is to overcome these shortcomings and to expand the knowledge of metabolites in general and especially those closely related to the gut microbiota through the thorough study of the reactivity of the different functional groups in real matrix derivatized by methyl chloroformate, a common representative alkylation reagent. To this end, a systematic workflow has been developed based on exhaustive structural elucidation, along with computational simulation, and taking advantage of the high sensitivity and high-resolution gas chromatography-mass spectrometry. Several empirical rules have been established according to chemically different entities (free fatty acids, amino acids, polyols, sugars, amines, and polyfunctional groups, etc.) to predict the number of derivatives formed from a single metabolite, as well as their elution order and structure. In this work, some methyl chloroformate derivatives not previously reported as well as the mechanisms to explain them are given. Extremely important is the interconversion of E- and Z- geometric isomers of unsaturated dicarboxylic acids (case of fumaric-maleic and case of citraconic-mesaconic acids), or the formation of cycled derivatives for amino acids, as well as common metabolites, as in the case of serine and cysteine, and many others.

(De)carboxylation mechanisms of heteroaromatic substrates catalyzed by prenylated FMN-dependent UbiD decarboxylases: An in-silico study

The UbiD enzymes are proposed to catalyze reversible (de)carboxylation reaction of unsaturated carboxylic acids using prenylated flavin mononucleotide (prFMN) as a cofactor. This positions UbiD enzymes as promising candidates for converting CO2 into valuable chemicals. However, their industrial-scale biotransformation is currently constrained by low conversion rates attributed to thermodynamic limitations. To enhance the carboxylation activity of UbiD enzymes, a molecular-level understanding of the (de)carboxylation mechanisms is necessary. In this study, we investigated the reaction mechanisms of heteroaromatic substrates catalyzed by PtHmfF, PaHudA, and AnlnD enzymes using molecular dynamics (MD) simulations and free energy calculations. Our extensive mechanistic study elucidates the mechanisms involved in the formation of the initial prFMN-substrate intermediate. Specifically, we observed nucleophilic attack during decarboxylation, while carboxylation reactions involving furoic acid, pyrrole, and indole tend to favor a 1,3-dipolar cycloaddition mechanism. Furthermore, we identified proton transfer as the rate-limiting step in the carboxylation reaction. In addition, we considered the perspectives of reaction energies and electron transfer to understand the distinct mechanisms underlying decarboxylation and carboxylation. Our calculated free energies are consistent with available experimental kinetics data. Finally, we explored how different rotamers of catalytic residues influence the efficiency of the initial intermediate formation.

Essential fatty acid and analysis of their impact on the human body based on latest research

Introduction
 Fats contained in food are the most concentrated source of energy, fat-soluble vitamins and essential polyunsaturated fatty acids (EFA). Of the four types of unsaturated acids, three main families have specific biological effects: omega-3, omega-6 and omega-9.
 Objective of the work
 The aim of the study was to review the current knowledge about the action and consumption of products rich in EFAs and to present the topic of conscious supplementation with "fashionable" omega acids.
 Materials and methodology
 A literature selection was performed from the PubMed and Google Scholar databases. Articles were searched in English and Polish.
 Results
 Most research indicates the beneficial effect of omega acids on the human body. The recommended daily intake of omega fatty acids is a maximum of 3 grams. EFAs have a versatile effect - they have anti-inflammatory and lipid-lowering effects, and support our cardiovascular and autoimmune systems. They have a positive effect on the intestinal microflora and our skin.
 Conclusions
 Consumption of products rich in omega acids and their appropriate supplementation bring many health benefits. Nevertheless, the assessment of the effectiveness and safety of the use of polyunsaturated fatty acids in the treatment of various diseases requires further detailed research.

Superfast Formation of C(sp2 )-N, C(sp2 )-P, and C(sp2 )-S Vinylic Bonds in Water Microdroplets.

We report examples of C(sp2 )-N, C(sp2 )-S, and C(sp2 )-P bond-forming transformations in water microdroplets at room temperature and atmospheric pressure using N2 as a nebulizing gas. When an aqueous solution of vinylic acid and amine is electrosprayed (+3 kV), the corresponding C(sp2 )-N product is formed in a single step, which was characterized using mass spectrometry (MS) and tandem mass spectrometry (MS2 ). The scope of this reaction was extended to other amines and other unsaturated acids, including acrylic (CH2 =CHCOOH) and crotonic (CH3 CH=CHCOOH) acids. We also found that thiols and phosphines are viable nucleophiles, and the corresponding C(sp2 )-S and C(sp2 )-P products are observed in positive ion mode using MS and MS2 .

Superfast Formation of C(sp2)−N, C(sp2)−P, and C(sp2)−S Vinylic Bonds in Water Microdroplets

AbstractWe report examples of C(sp2)−N, C(sp2)−S, and C(sp2)−P bond‐forming transformations in water microdroplets at room temperature and atmospheric pressure using N2 as a nebulizing gas. When an aqueous solution of vinylic acid and amine is electrosprayed (+3 kV), the corresponding C(sp2)−N product is formed in a single step, which was characterized using mass spectrometry (MS) and tandem mass spectrometry (MS2). The scope of this reaction was extended to other amines and other unsaturated acids, including acrylic (CH2=CHCOOH) and crotonic (CH3CH=CHCOOH) acids. We also found that thiols and phosphines are viable nucleophiles, and the corresponding C(sp2)−S and C(sp2)−P products are observed in positive ion mode using MS and MS2.