C16 Fatty Acids Research Articles

Myoglobin in Brown Adipose Tissue: A Multifaceted Player in Thermogenesis.

Brown adipose tissue (BAT) plays an important role in energy homeostasis by generating heat from chemical energy via uncoupled oxidative phosphorylation. Besides its high mitochondrial content and its exclusive expression of the uncoupling protein 1, another key feature of BAT is the high expression of myoglobin (MB), a heme-containing protein that typically binds oxygen, thereby facilitating the diffusion of the gas from cell membranes to mitochondria of muscle cells. In addition, MB also modulates nitric oxide (NO•) pools and can bind C16 and C18 fatty acids, which indicates a role in lipid metabolism. Recent studies in humans and mice implicated MB present in BAT in the regulation of lipid droplet morphology and fatty acid shuttling and composition, as well as mitochondrial oxidative metabolism. These functions suggest that MB plays an essential role in BAT energy metabolism and thermogenesis. In this review, we will discuss in detail the possible physiological roles played by MB in BAT thermogenesis along with the potential underlying molecular mechanisms and focus on the question of how BAT-MB expression is regulated and, in turn, how this globin regulates mitochondrial, lipid, and NO• metabolism. Finally, we present potential MB-mediated approaches to augment energy metabolism, which ultimately could help tackle different metabolic disorders.

Fatty acid elongation by ELOVL6 hampers remyelination by promoting inflammatory foam cell formation during demyelination

A hallmark of multiple sclerosis (MS) is the formation of multiple focal demyelinating lesions within the central nervous system (CNS). These lesions mainly consist of phagocytes that play a key role in lesion progression and remyelination, and therefore represent a promising therapeutic target in MS. We recently showed that unsaturated fatty acids produced by stearoyl-CoA desaturase-1 induce inflammatory foam cell formation during demyelination. These fatty acids are elongated by the "elongation of very long chain fatty acids" proteins (ELOVLs), generating a series of functionally distinct lipids. Here, we show that the expression and activity of ELOVLs are altered in myelin-induced foam cells. Especially ELOVL6, an enzyme responsible for converting saturated and monounsaturated C16 fatty acids into C18 species, was found to be up-regulated in myelin phagocytosing phagocytes in vitro and in MS lesions. Depletion of Elovl6 induced a repair-promoting phagocyte phenotype through activation of the S1P/PPARγ pathway. Elovl6-deficient foamy macrophages showed enhanced ABCA1-mediated lipid efflux, increased production of neurotrophic factors, and reduced expression of inflammatory mediators. Moreover, our data show that ELOVL6 hampers CNS repair, as Elovl6 deficiency prevented demyelination and boosted remyelination in organotypic brain slice cultures and the mouse cuprizone model. These findings indicate that targeting ELOVL6 activity may be an effective strategy to stimulate CNS repair in MS and other neurodegenerative diseases.

Cuticular Waxes and Cutin in Terminalia catappa Leaves from the Equatorial São Tomé and Príncipe Islands.

This study presents for the first time an analysis of the content and chemical composition of the cuticular waxes and cutin in the leaves of the widespread and important tropical species Terminalia catappa. The leaves were collected in the equatorial Atlantic islands of São Tomé and Príncipe, in the Gulf of Guinea. The epicuticular and intracuticular waxes were determined via dichloromethane extraction and their chemical composition via GC-MS analysis, and the content and monomeric composition of cutin were determined after depolymerization via methanolysis. The leaves contained an epidermal cuticular coverage of 52.8 μg cm-2 of the cuticular waxes (1.4% of mass) and 63.3 μg cm-2 (1.5% of mass) of cutin. Cuticular waxes include mainly n-alkanols and fatty acids, with a substantial proportion of terpenes in the more easily solubilized fraction, and sterols in the more embedded waxes. Cutin is mostly constituted by C16 fatty acids and dihydroxyacids, also including aromatic monomers, suggesting a largely linear macromolecular arrangement. The high proportion of triacontanol, α-amyrin, β-amyrin, germanicol, and lupeol in the easily solubilized cuticular fraction may explain the bioactive properties attributed to the T. catappa leaves via the popular medicine, which allows us to consider them as a potential source for the extraction of these compounds.

Composition of galactolipids, betaine lipids and triglyceride‐associated fatty acids of the symbiotic dinoflagellate Zooxanthella (Brandtodinium) nutricula: A glimpse into polyunsaturated fatty acids available to its polycystine radiolarian host

SUMMARYZooxanthella nutricula is a photosynthetic dinoflagellate symbiont of polycystine radiolarians. As such, it is hypothesized to provide fixed organic carbon, including in the form of acylglycerolipids and sterols, to its non‐photosynthetic host. We have previously characterized the sterols of Z. nutricula that may be transferred to its host and, in the present study, have turned our attention to three classes of fatty acid‐containing lipids, chloroplast‐associated galactolipids, betaine lipids, which are non‐phosphorylated phospholipid analogs present in many eukaryotes, and triglycerides. Zooxanthella nutricula was observed using positive‐ion electrospray/mass spectrometry (ESI/MS) and ESI/MS/MS to produce the galactolipids mono‐ and digalactosyldiacylglycerol (MGDG and DGDG, respectively) enriched in octadecapentaenoic (18:5(n‐3)) and octadecatetraenoic (18:4(n‐3)) acid to place it within a group of peridinin‐containing dinoflagellates in a C18/C18 (sn‐1/sn‐2 fatty acid regiochemistry) cluster, as opposed to another cluster with C20/C18 MGDG and DGDG, where the C20 fatty acid is eicosapentaenoic acid (20:5(n‐3)) and the C18 fatty acid is either 18:5(n‐3) or 18:4(n‐3). Zooxanthella nutricula was also observed to produce 38:10 (total number of fatty acid carbons:total number of double bonds), 38:6, and 44:7 diacylglycerylcarboxyhydroxymethylcholine (DGCC) as the sole type of betaine lipid. Although it is more difficult to determine which fatty acids are present in the sn‐1 and sn‐2 positions on the glycerol backbone of DGCC using ESI/MS/MS, gas chromatography/mass spectrometry (GC/MS)‐based examination indicated the putatively DGCC‐associated polyunsaturated fatty acid (PUFA) docosahexaenoic acid (22:6(n‐3)). Coupled with the C18 PUFAs of MGDG and DGDG, and fatty acids associated with triglycerides (also examined via GC/MS), Z. nutricula could serve as a rich source of PUFAs for its radiolarian host. These data demonstrate that Z. nutricula produces a similar set of PUFA‐containing lipids as Symbiodinium microadriaticum, a photosynthetic dinoflagellate symbiont of cnidarians, indicating a metabolic commonality in these phylogenetically discrete dinoflagellate symbionts with unrelated host organisms.

A Comprehensive Study on DES Pretreatment Application to Microalgae for Enhanced Lipid Recovery Suitable for Biodiesel Production: Combined Experimental and Theoretical Investigations

Cell wall disturbance is an important step in the downstream process of improving the efficiency of lipid extraction from microalgae. Surfactants have been proven to be efficient alternatives to organic solvents in the extraction process. In this study, an effective approach involving deep eutectic solvent (DES) (choline chloride and carboxylic acids) treatment supplemented with surfactants has been developed to disrupt the cell walls of microalgae and increase the extraction of lipids suitable for biodiesel production. A combination of polar and non-polar solvents (ethyl acetate and n-butanol) was used for the lipid extraction process. Microalgae biomass pretreated with choline chloride malonic acid supplemented with the surfactant hexadecyl trimethylammonium chloride (HTAC) showed the best results, improving lipid extraction by 12.365%. Further elucidation of the detailed mechanism behind the cell disruption of the microalga wall by DES was achieved using density functional theory (DFT) methods. The DFT calculations revealed that hydrogen bonds between the chloride ion of the DES and hydrogen bond donor (HBD) molecules are key factors dominating the destruction of the cell wall structure of Chlorella pyrenoidosa. The optimization of lipid extraction was performed through a single-factor experiment, which included the effects of different variables (time, temperature, dosage of surfactant, and ratio of n-butanol to ethyl acetate). An extraction period of 60 min at 80 °C with a surfactant concentration of 0.5% at a 1:2 ratio of n-butanol to ethyl acetate was found to produce the maximum lipid yield (16.97%). Transesterification reactions were used to obtain fatty acid methyl esters from the optimized extracted lipids. Thus, it was determined that C16:0 (20.04%), C18:2 (29.95%), and C18:3 (21.21%) were the most prevalent fatty acids. The potential for producing biodiesel from C. pyrenoidosa was validated by the high yields of C18 fatty acid methyl esters, and the properties of biodiesel are within the European and US standards.

Component and Content of Lipid Classes and Phospholipid Molecular Species of Eggs and Body of the Vietnamese Sea Urchin Tripneustes gratilla.

Sea urchins (Tripneustes gratilla) are among the most highly prized seafood products in Vietnam because of their nutritional value and medicinal properties. In this research, lipid classes and the phospholipid (PL) molecular species compositions from the body and eggs of T. gratilla collected in Hon Tam, Nha Trang, Khanh Hoa, Vietnam, were investigated. Hydrocarbon and wax (HW), triacylglycerol (TG), mono- and diacylglycerol (MDAG), free fatty acid (FFA), sterol (ST), polar lipid (PoL), and monoalkyl-diacylglycerol are the major lipid classes. In PL, five main glycerophospholipid classes have been identified, in which 137 PL molecular species were detected in the body and eggs of T. gratilla, including 20 inositol glycerophospholipids (PI), 11 serine glycerophospholipids (PS), 22 ethanolamine glycerophospholipids (PE), 11 phosphatidic acids (PA), and 73 choline glycerophospholipids (PC). PI 18:0/20:4, PS 20:1/20:1, PE 18:1e/20:4, PA 20:1/20:1, and PC 18:0e/20:4 are the most abundant species with the highest content values of 38.65-48.19%, 42.48-44.41%, 41.21-40.03%, 52.42-52.60%, and 7.77-7.18% in each class of the body-eggs, respectively. Interestingly, PL molecules predominant in the body sample were also found in the egg sample. The molecular species with the highest content account for more than 40% of the total species in each molecular class. However, in the PC class containing 73 molecular species, the highest content species amounted to only 7.77%. For both the body and egg TL samples of the sea urchin T. gratilla, a substantial portion of C20:4n polyunsaturated fatty acid was found in PI, PE, and PC, but C16, C18, C20, and C22 saturated fatty acids were reported at low levels. The most dominant polyunsaturated fatty acid in PI, PE, and PC was tetracosapolyenoic C20, while unsaturated fatty acid C20:1 was the most dominant in PS and PA. To our knowledge, this is the first time that the chemical properties of TL and phospholipid molecular species of the PoL of Vietnamese sea urchin (T. gratilla) have been studied.

Two C18 hydroxy-cyclohexenone fatty acids from mammalian epidermis: Potential relation to 12R-lipoxygenase and covalent binding of ceramides

A key requirement in forming the water permeability barrier in the mammalian epidermis is the oxidation of linoleate esterified in a skin-specific acylceramide by the sequential actions of 12R-lipoxygenase, epidermal lipoxygenase-3, andthe epoxyalcohol dehydrogenase SDR9C7 (short-chain dehydrogenase-reductase family 7 member 9). By mechanisms that remain unclear, this oxidation pathway promotes the covalent binding of ceramides to protein, forming a critical structure of the epidermal barrier, the corneocyte lipid envelope. Here, we detected, in porcine, mouse, and human epidermis, two novel fatty acid derivatives formed by KOH treatment from precursors covalently bound to protein: a "polar" lipid chromatographing on normal-phase HPLC just before omega-hydroxy ceramide and a "less polar" lipid nearer the solvent front. Approximately 100μg of the novel lipids were isolated from porcine epidermis, and the structures were established by UV-spectroscopy, LC-MS, GC-MS, and NMR. Each is a C18 fatty acid and hydroxy-cyclohexenone with the ring on carbons C9-C14 in the polar lipid and C8-C13 in the less polar lipid. Overnight culture of [14C]linoleic acid with whole mouse skin exvivo led to recovery of the 14C-labeled hydroxy-cyclohexenones. We deduce they are formed from covalently bound precursors during the KOH treatment used to release esterified lipids. KOH-induced intramolecular aldol reactions from a common precursor can account for their formation. Discovery of these hydroxy-cyclohexenones presents an opportunity for a reverse pathway analysis, namely to work back from these structures to identify their covalently bound precursors and relationship to the linoleate oxidation pathway.

Separation of C18 Fatty Acid Esters and Fatty Acids Derived from Vegetable Oils Using Nanometer-Sized Covalent Organic Frameworks Incorporated in Polyepoxy Membranes.

Fatty acids (FAs) and FA methyl esters (FAMEs) are easily isolated from vegetable oil and are important starting materials for the chemical industry to produce commercial products that are green, biorenewable, and nontoxic. A challenge in these applications is that mixtures of five or more FAs and FAMEs are isolated from a vegetable oil source, and methods to separate these mixtures are decades old and have increasingly high costs associated with the production of high-purity single-component FAs or FAMEs. We developed a method to separate these mixtures using mixed matrix membranes containing nanometer-sized covalent organic frameworks. The 2D, crystalline COFs possessed narrow distributions of pore sizes of 1.3, 1.8, 2.3, and 3.4 nm that separated FAs and FAMEs based on their degrees of unsaturation. The COFs were synthesized, characterized, and then encapsulated at 10 or 20% by weight into a prepolymer of epoxy that was then fully cured. For all mixed matrix membranes, as the degree of unsaturation increased, the FAs or FAMEs had a slower flux. The largest difference in flux was obtained for a COF/epoxy membrane with a pore size of 1.8 nm, and methyl stearate had a 5.9× faster flux than methyl linolenate. These are the first membranes that can separate the important C18 FAs and FAMEs found in vegetable oil.

Hepatic ELOVL3 is dispensable for lipid metabolism in mice

Very long-chain fatty acid elongase 3 (ELOVL3) catalyzes the synthesis of C20–C24 fatty acids and is highly expressed in the liver and adipose tissues. The deficiency of Elovl3 exhibits an anti-obesity effect in mice, but the specific role of hepatic ELOVL3 in lipid metabolism remains unclear. Here we demonstrate that hepatic Elovl3 is not required for lipid homeostasis or the pathogenesis of diet-induced obesity and hepatic steatosis. We generated Elovl3 liver-specific knockout mice via Cre/LoxP approach, which maintained normal expression of ELOVL1 or ELOVL7 in the liver. Unexpectedly, the mutant mice did not show significant abnormalities in body weight, liver mass and morphology, liver triglyceride content, or glucose tolerance when fed normal chow or even a low-fat diet. Moreover, deletion of hepatic Elovl3 did not significantly affect body weight gain or hepatic steatosis induced by high-fat diet. Lipidomic analysis revealed that the lipid profiles were not significantly altered by the loss of hepatic Elovl3. Unlike its global knockouts, the mice lacking Elovl3 specifically in liver displayed normal expression of genes involved in hepatic de novo lipogenesis, lipid uptake, or beta-oxidation at the mRNA and protein levels. Collectively, our data indicate that hepatic ELOVL3 is dispensable for metabolic homeostasis or diet-induced metabolic disease.

Endotoxin Tolerance Acquisition and Altered Hepatic Fatty Acid Profile in Aged Mice.

(1) Background: Aging is linked to an altered immune response and metabolism. Inflammatory conditions, such as sepsis, COVID-19, and steatohepatitis are more prevalent in the elderly and steatosis is linked both to severe COVID-19 and sepsis. We hypothesized that aging is linked to a loss of endotoxin tolerance, which normally protects the host from excessive inflammation, and that this is accompanied by elevated levels of hepatic lipids. (2) Methods: An in vivo lipopolysaccharide (LPS) tolerance model in young and old mice was used and the cytokine serum levels were measured by ELISA. Cytokine and toll-like receptor gene expression was determined by qPCR in the lungs and the liver; hepatic fatty acid composition was assessed by GC-MS. (3) Results: The old mice showed a distinct potential for endotoxin tolerance as suggested by the serum cytokine levels and gene expression in the lung tissue. Endotoxin tolerance was less pronounced in the livers of the aged mice. However, the fatty acid composition strongly differed in the liver tissues of the young and old mice with a distinct change in the ratio of C18 to C16 fatty acids. (4) Conclusions: Endotoxin tolerance is maintained in advanced age, but changes in the metabolic tissue homeostasis may lead to an altered immune response in old individuals.

Acylated plastoquinone is a novel neutral lipid accumulated in cyanobacteria.

Although cyanobacteria do not possess bacterial triacylglycerol (TAG)-synthesizing enzymes, the accumulation of TAGs and/or lipid droplets has been repeatedly reported in a wide range of species. In most cases, the identification of TAG has been based on the detection of the spot showing the mobility similar to the TAG standard in thin-layer chromatography (TLC) of neutral lipids. In this study, we identified monoacyl plastoquinol (acyl PQH) as the predominant molecular species in the TAG-like spot from the unicellular Synechocystis sp. PCC 6803 (S.6803) as well as the filamentous Nostocales sp., Nostoc punctiforme PCC 73102, and Anabaena sp. PCC 7120. In S.6803, the accumulation level of acyl PQH but not TAG was affected by deletion or overexpression of slr2103, indicating that acyl PQH is the physiological product of Slr2103 having homology with the eukaryotic diacylglycerol acyltransferase-2 (DGAT2). Electron microscopy revealed that cyanobacterial strains used in this study do not accumulate lipid droplet structures such as those observed in oleaginous microorganisms. Instead, they accumulate polyhydroxybutyrate (PHB) granules and/or aggregates of alkane, free C16 and C18 saturated fatty acids, and low amounts of TAG in the cytoplasmic area, which can be detected by staining with a fluorescent dye specific to neutral lipids. Unlike these lipophilic materials, acyl PQH is exclusively localized in the membrane fraction. There must be DGAT2-like enzymatic activity esterifying de novo-synthesized C16 and C18 fatty acids to PQH2 in the thylakoid membranes.

Fatty acids as molecular carriers in cleavable antifungal conjugates

Conjugates composed of C2-18 fatty acid (FA) residues as a molecular carrier and 5-fluorocytosine (5-FC) as an active agent, released upon the action of intracellular esterases on the ester bond between FA and “trimethyl lock” intramolecular linker, demonstrate good in vitro activity against human pathogenic yeasts of Candida spp. The minimal inhibitory concentrations (MIC) values for the most active conjugates containing caprylic (C8), capric (C10), lauric (C12), or myristic (C14) acid residues were in the 2–64 μg mL−1 range, except for these against the least susceptible Candida krusei. The least active conjugates containing C2, C16, or C18 FA were slowly hydrolyzed by esterase and probably poorly taken up by Candida cells, as found for their analogs containing a fluorescent label, Nap-NH2 instead of 5-FC.

Stain removal performance of moisture-wicking fabric during home laundry

Abstract Moisture-wicking clothes are widely used in various sports or athletic activities due to their function of moisture absorption and perspiration. In this study, the washing and decontamination of moisture-wicking fabrics, especially the performance and decontamination effect of moisture-wicking fabrics after washing were investigated. The results showed that the physical morphology of moisture-wicking fabric is very different from that of an ordinary polyester fabric. The cross-section of the moisture-wicking fabric is hexagonal, and this fabric has good hydrophilicity. After the degreasing & thermosetting process, the air permeability of the moisture-wicking fabric is increased from 1013 mm/s to 2911 mm/s. However, the air permeability is decreased after one washing, but it has little effect during the subsequent washing cycles. Moreover, the degreasing & thermosetting process also improve the stains removal index. If the moisture-wicking fabric was washed before the preparation of stained fabric, the stain removal index of carbon black soil and sebum stains is increased. Although most of the aggregated particles on the surface of the fibers are removed after washing, a small amount of sebum still remains in the spaces between the fibers. These results indicate that most of the carbon black in the stained area is removed after washing, while oil components are hardly removed from the moisture-wicking fabric during home laundry. Compared to other surfactants, C18 fatty acid methyl ester ethoxylates and nonionic surfactants with long carbon chains can effectively reduce the surface tension of water and improve the wettability of moisture-wicking fabric, so that water molecules can diffuse well between fibers and stains, the binding force between stains and fabric is weakened, and the decontamination of the fabric is improved.

Enrichment of high‐purity nervonic acid ethyl ester from Acer truncatumBunge seed oil by combination method of urea inclusion and molecular distillation

AbstractAcer truncatum Bunge is a type of maple that is unique to China. Its fruit setting rate and seed oil content are both high. The oil is mainly composed of C16–C24 fatty acids and contains 5%–7% nervonic acid (NA). NA and its derivatives can delay ageing and prevent and treat disorders such as senile dementia and Alzheimer's disease. The content of NA ethyl ester prepared by the seed oil of A. truncatum Bunge is 5.84%. We report a new process for the enrichment of NA ethyl ester by urea inclusion (UI) and molecular distillation (MD), with the aim of obtaining highly pure NA ethyl ester. First, based on the difference in fatty acid ethyl ester saturation and carbon chain length, unwanted compounds such as oleic acid ethyl ester, linoleic acid ethyl ester, and sterol were removed by one‐stage UI, the content of NA ethyl ester was increased to 18.69%. The oil in the UI compound was used as a feed, and differences in the mean molecular free paths between the components were exploited to separate the C16–C20 fatty acid ethyl esters (FAEEs) by two‐stage MD. The total content of C16–C20 FAEEs decreased to 3.69% and the purity of NA ethyl ester increased to 47.47%. A new purification process of UI‐MD‐UI was established and NA ethyl ester could be purified to 91.8%. The combination of MD and UI has an important reference value for the industrialization of producing high‐purity NA ethyl ester.

Prospecting the biofuel potential of new microalgae isolates

The continued search and urgent need for renewable fuel sources have necessitated the exploration of microalgae to identify relevant species for making biofuels. The aim of the study was bioprospecting and screening native microalgae strains from freshwater habitats of the Almaty region, Kazakhstan, to assess the potential for producing biofuel. The studied strains demonstrated simultaneous biomass productivity, lipid productivity, suitable fatty acid composition, and biodiesel properties. The sequence analysis of the ribosomal DNA internal transcribed spacer partial region and ribulose-bisphosphate carboxylase gene (rbcL) led to the identification of five microalgae: Monoraphidium griffithii ZBD-01, Nephrochlamys subsolitaria ZBD-02, Ankistrodesmus falcatus ZBD-03, Parachlorella kessleri ZBD-04, and Desmodesmus pannonicus ZBD-05. P. kessleri had the highest biomass production (1.42 ± 0.08 g L−1 day−1), lipid productivity (29 ± 1.2 g L−1day−1), and C16–C18 fatty acid contents (90%), followed by A. falcatus and M. griffithi. Gas chromatography/mass spectrometry analysis indicated that the dominant fatty acids in these strains were palmitic, stearic, and oleic acids. The calculated biodiesel properties of P. kessleri and A. falcatus based on fatty acid methyl esters (FAME) profiles showed relatively good fuel properties (cetane numbers - 48 and 50; iodine and saponification values - 83.4 and 103.6 g I₂/100 g oil, 260.8 and 199.5 mg KOH g−1), which correlate well with. Our results suggest that P. kessleri and A. falcatus are promising strains for biodiesel production due to their high lipid productivity, fatty acid profile with relatively high content of oleic acid, and suitable biodiesel properties. The isolated native species of microalgae from natural freshwater bodies of the Almaty region present opportunities for further exploitation for the sustainable production of biomass and biodiesel.

Chronological and Carbohydrate-Dependent Transformation of Fatty Acids in the Larvae of Black Soldier Fly Following Food Waste Treatment.

Although black soldier fly larvae (BSFL) can convert food waste into insectile fatty acids (FAs), the chronological and diet-dependent transformation of larval FAs has yet to be determined. This study focused on the dynamics of larval FA profiles following food waste treatment and characterized factors that may drive FA composition and bioaccumulation. Larval FA matters peaked on Day 11 as 7.7 ± 0.7% of food waste dry matter, maintained stably from Day 11-19, and decreased slightly from Day 19-21. The BSFL primarily utilized waste carbohydrates for FA bioconversion (Day 0-11) and shifted to waste FAs (Day 7-17) when the carbohydrates were close to depletion. The optimal time window for larvae harvest was Days 17-19, which fulfilled both targets of waste oil removal and larval FA transformation. Larval FAs were dominated by C12:0, followed by C18:2, C18:1, and C16:0. The waste-reducing carbohydrate primarily accounted for larval FA bioaccumulation (r = -0.947, p < 0.001). The increase in diet carbohydrate ratio resulted in the elevation of larval C12:0 yield, which indicated that larval C12:0-FA was primarily biosynthesized from carbohydrates and further transformed from ≥C16 FAs. This study elucidates the bioaccumulation process of larval FAs for food waste treatment and highlights the importance of waste carbohydrates for both the composition and transformation of larval FAs.

Catalytic hydroconversion of HTL micro-algal bio-oil into biofuel over NiWS/Al2O3

The demand for energy worldwide and the environmental concerns are increasing over the years, and microalgae is a potential raw material for third-generation fuel. In this work, the Chlorella sorokiniana microalga was converted by hydrothermal liquefaction (HTL) into a bio-oil using a batch reactor at 300 °C, under 10 MPa, for 30 min. Then, the bio-oil was upgraded using a batch reactor at three temperatures (350 °C, 375 °C, and 400 °C) under 10 MPa (H2) over NiW/Al2O3 sulfided catalyst. The bio-oil and upgraded fractions were characterized by elemental analysis, GPC-RID/DAD, 13CNMR, Sim-Dis, and GC×GC–MS/FID to identify the bio-oil molecular composition and follow its evolution. The lipids in the initial biomass, composed mainly of C16 and C18 chains/triglycerides, were converted into C16 and C18 fatty acids during the HTL reaction, corresponding to 41 % of bio-oil. Then, during the upgrading stage, these carboxylic acids were converted into C15 to C18 n-alkanes through two routes: hydrogenation or decarboxylation/decarbonylation, which was favored by temperature increase. >60 % of upgraded bio-oil eluted on the diesel range, as observed by Sim-Dis. The higher heating value (HHV) increased from 36 MJ/kg in the HTL bio-oil to 47 MJ/kg in the oil upgraded at 400 °C, and the average molar mass decreased from 333 to 203 g/mol. Oxygen and nitrogen compounds such as phenols, phytosterols, pyrroles, indoles, carbazoles, and amides were identified and quantified. Some insights about sulfur compounds are also given. The degree of deoxygenation, denitrogenation and desulfurization was higher than 90 % after the upgrading stage at 400 °C. Nevertheless, heterocyclic nitrogen compounds remained in the upgraded biooil. Therefore, catalytic hydrotreatment is confirmed as a relevant technology for upgrading HTL micro-algal bio-oil. However, catalyst performances can be improved to reduce less reactive nitrogen components.

Optimization of Oil Production Fermentation and Analysis of Fermentation Process for Chemical induction of Fungus Penicillium Citrinum Asc2-4 associated with Pyrosomella verticilliata

Increasing the biomass and oil production of the Pyrosomella verticilliata associated fungus Penicillium citrinum Asc2-4 using inorganic salt chemical induction. The results revealed that KH2PO4, MgSO4, and FeCl3 were significant in promoting oil concentration, and orthogonal optimization revealed that adding these three inorganic salts at 4 g/L, 1.5 g/L, and 1.0×10-7 g/L could increase amount of biomass and oil concentration to 14.52 g/L and 4.73 g/L, respectively, which were 29.64% and 89.20% higher than before fermentation optimization. Gas chromatography analysis of the fatty acid content and the fraction of the bacterial oil revealed that the oil contained as much as 94.08% C16 and C18 fatty acids, and the bacterium has the potential to being employed as a raw material for biodiesel. The fourth day of fermentation with filamentous fungal form proved to be beneficial for the fungus to collect oil, with the sugar-oil conversion rate reaching 15.30%, making it a suitable time point for sugar supplementation fermentation. The fourth and sixth days had the greatest values for biomass and oil concentration, respectively. This research can serve as a theoretical foundation for the advancement of industrial oil production by Penicillium citrinum Asc2-4.

The Influence of Ultrasound on the Growth of Nannochloris sp. in Modified Growth Medium.

The influence of ultrasound irradiation on the algal biomass productivity as well as its oil content and fatty acids profile, grown in a modified Zarrouk medium, i.e., deproteinized whey waste solution, was investigated. The algal samples (Nannochloris sp. 424-1 microalgae) were grown for 7 days in a thermostated incubator at 28 °C, shaken under continuous light. During this period, the algal biomass was subjected to induced stress by ultrasonic irradiation at different powers and sonication time. The obtained results demonstrate that ultrasound stressing of algae biomass has a positive effect on both the quantity of biomass and the oil obtained, also causing a shift in fatty acid composition by increasing the proportion of C16 and C18 polyunsaturated fatty acids. A low dosage level of exposure to the ultrasound led to algal biomass increase as well as lipid accumulation. For both types of irradiation modes which were investigated, daily and only initial irradiation, the beneficial effect of the ultrasound decreases as the exposure time increases and the excessive sonication becomes detrimental to microalgae growth.

Fatty acid acylated peptide therapeutics: discovery of omega-n oxidation of the lipid chain as a novel metabolic pathway in preclinical species

We recently described C18 fatty acid acylated peptides as a new class of potent long-lasting single-chain RXFP1 agonists that displayed relaxin-like activities in vivo. Early pharmacokinetics and toxicological studies of these stearic acid acylated peptides revealed a relevant oxidative metabolism occurring in dog and minipig, and also seen at a lower extent in monkey and rat. Mass spectrometry combined to NMR spectroscopy studies revealed that the oxidation occurred, unexpectedly, on the stearic acid chain at ω-1, ω-2 and ω-3 positions. Structure-metabolism relationship studies on acylated analogues with different fatty acids lengths (C15-C20) showed that the extent of oxidation was higher with longer chains. The oxidized metabolites could be generated in vitro using liver microsomes and engineered bacterial CYPs. These systems were correlating poorly with in vivo metabolism observed across species; however, the results suggest that this biotransformation pathway might be catalyzed by some unknown CYP enzymes.