Structured lipids enriched with unsaturated fatty acids produced by enzymatic acidolysis of silkworm pupae oil using oleic acid

2015 ◽  
Vol 117 (6) ◽  
pp. 879-889 ◽  
Author(s):  
Xing-Yu Zhao ◽  
Xu-Dong Wang ◽  
Xi Liu ◽  
Wei-Jie Zhu ◽  
Yi-Yuan Mei ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Unsaturated Fatty Acids ◽  
Structured Lipids ◽  
Enzymatic Acidolysis ◽  
Silkworm Pupae

scholarly journals Inhibition of steroid 5α-reductase by specific aliphatic unsaturated fatty acids

1992 ◽  
Vol 285 (2) ◽  
pp. 557-562 ◽  
Author(s):  
T Liang ◽  
S Liao
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Linoleic Acid ◽  
Linolenic Acid ◽  
Unsaturated Fatty Acids ◽  
Binding Assay ◽  
Reductase Activity ◽  
Undecylenic Acid ◽  
Gamma Linolenic Acid ◽  
Enzymic Assay

Human or rat microsomal 5 alpha-reductase activity, as measured by enzymic conversion of testosterone into 5 alpha-dihydrotestosterone or by binding of a competitive inhibitor, [3H]17 beta-NN-diethulcarbamoyl-4-methyl-4-aza-5 alpha-androstan-3-one ([3H]4-MA) to the reductase, is inhibited by low concentrations (less than 10 microM) of certain polyunsaturated fatty acids. The relative inhibitory potencies of unsaturated fatty acids are, in decreasing order: gamma-linolenic acid greater than cis-4,7,10,13,16,19-docosahexaenoic acid = cis-6,9,12,15-octatetraenoic acid = arachidonic acid = alpha-linolenic acid greater than linoleic acid greater than palmitoleic acid greater than oleic acid greater than myristoleic acid. Other unsaturated fatty acids such as undecylenic acid, erucic acid and nervonic acid, are inactive. The methyl esters and alcohol analogues of these compounds, glycerols, phospholipids, saturated fatty acids, retinoids and carotenes were inactive even at 0.2 mM. The results of the binding assay and the enzymic assay correlated well except for elaidic acid and linolelaidic acid, the trans isomers of oleic acid and linoleic acid respectively, which were much less active than their cis isomers in the binding assay but were as potent in the enzymic assay. gamma-Linolenic acid had no effect on the activities of two other rat liver microsomal enzymes: NADH:menadione reductase and glucuronosyl transferase. gamma-Linolenic acid, the most potent inhibitor tested, decreased the Vmax. and increased Km values of substrates, NADPH and testosterone, and promoted dissociation of [3H]4-MA from the microsomal reductase. gamma-Linolenic acid, but not the corresponding saturated fatty acid (stearic acid), inhibited the 5 alpha-reductase activity, but not the 17 beta-dehydrogenase activity, of human prostate cancer cells in culture. These results suggest that unsaturated fatty acids may play an important role in regulating androgen action in target cells.

scholarly journals Antioxidant and fatty acid profile of gabiroba seed (Campomanesisa Xanthocarpa Berg)

2012 ◽  
Vol 32 (2) ◽  
pp. 234-238 ◽  
Author(s):  
Marli da Silva Santos ◽  
Obdulio Gomes Miguel ◽  
Carmen Lúcia Oliveira Petkowicz ◽  
Lys Mary Bileski Cândido
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Fatty Acid ◽  
Fatty Acid Profile ◽  
Unsaturated Fatty Acids ◽  
Ethanol Extract ◽  
Solvent Polarity ◽  
Antioxidant Potential ◽  
Total Phenolic ◽  
Total Phenolic Compounds

This study aimed to evaluate the antioxidant potential and fatty acid profile of gabiroba (Campomanesia xanthocarpa Berg) seeds. In order to obtain the extract, the seeds were dried, crushed, and subjected to sequential extraction by maceration and percolation in a modified soxhlet extractor using solvent polarity gradient composed of hexane, chloroform, ethyl acetate, and alcohol, respectively. The extraction time was six hours. The ethanol extract showed the highest antioxidant potential, given by the EC50 value and the amount of total phenolic compounds. High amounts of unsaturated fatty acids were found in the oil studied, especially the oleic acid.

scholarly journals Effect of nitrogen and potassium fertilization on the production and quality of oil in Jatropha curcas L. under the dry and warm climate conditions of Colombia

2014 ◽  
Vol 32 (2) ◽  
pp. 255-265 ◽  
Author(s):  
Omar Montenegro R. ◽  
Stanislav Magnitskiy ◽  
Martha C. Henao T.
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Jatropha Curcas ◽  
Oil Content ◽  
Unsaturated Fatty Acids ◽  
Saturated Fatty Acids ◽  
Fruit Production ◽  
Biodiesel Production ◽  
Oil Composition

This study was conducted to assess fruit and seed yield, oil content and oil composition of Jatropha curcas fertilized with different doses of nitrogen and potassium in Espinal (Tolima, Colombia). The yields ranged from 4,570 to 8,800 kg ha-1 of fruits and from 2,430 to 4,746 kg ha-1 of seeds. These yields showed that the fertilizer dose of 150 kg ha-1 N + 120 kg ha-1K increased fruit production by 92% and seed production by 95%, which represents an increase of about 100% in oil production, which increased from 947 to 1,900 kg ha-1. The total oil content in the seeds ranged from 38.7 to 40.1% (w/w) with a high content of the unsaturated fatty acids oleic (> 47%) and linoleic acid (> 29%). The highest content of oleic acid in the seed oil was from the unfertilized control plants and plants with an application of 100 kg ha-1 of N and 60 kg ha-1 of K, with an average of 48%. The lowest content of oleic acid was registered when a low dose of nitrogen and a high level of potassium were applied at a ratio of 1:2.4 and doses of 50 kg ha-1 N + 120 kg ha-1 K, respectively. Low contents of the saturated fatty acids palmitic (13.4%) and stearic (7.26%) were obtained, making this oil suitable for biodiesel production. The nitrogen was a more important nutrient for the production and quality of oil in J. curcas than potassium under the studied conditions of soil and climate.

scholarly journals Antagonism Between Saturated and Unsaturated Fatty Acids in ROS Mediated Lipotoxicity in Rat Insulin-Producing Cells

2015 ◽  
Vol 36 (3) ◽  
pp. 852-865 ◽  
Author(s):  
Wiebke Gehrmann ◽  
Wiebke Würdemann ◽  
Thomas Plötz ◽  
Anne Jörns ◽  
Sigurd Lenzen ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Palmitic Acid ◽  
Unsaturated Fatty Acids ◽  
Saturated Fatty Acids ◽  
H2o2 Production ◽  
Β Cell ◽  
Specific Expression ◽  
Insulin Producing Cells ◽  
H2o2 Formation

Background/Aims: Elevated levels of non-esterified fatty acids (NEFAs) are under suspicion to mediate β-cell dysfunction and β-cell loss in type 2 diabetes, a phenomenon known as lipotoxicity. Whereas saturated fatty acids show a strong cytotoxic effect upon insulin-producing cells, unsaturated fatty acids are not toxic and can even prevent toxicity. Experimental evidence suggests that oxidative stress mediates lipotoxicity and there is evidence that the subcellular site of ROS formation is the peroxisome. However, the interaction between unsaturated and saturated NEFAs in this process is unclear. Methods: Toxicity of rat insulin-producing cells after NEFA incubation was measured by MTT and caspase assays. NEFA induced H2O2 formation was quantified by organelle specific expression of the H2O2 specific fluorescence sensor protein HyPer. Results: The saturated NEFA palmitic acid had a significant toxic effect on the viability of rat insulin-producing cells. Unsaturated NEFAs with carbon chain lengths >14 showed, irrespective of the number of double bonds, a pronounced protection against palmitic acid induced toxicity. Palmitic acid induced H2O2 formation in the peroxisomes of insulin-producing cells. Oleic acid incubation led to lipid droplet formation, but in contrast to palmitic acid induced neither an ER stress response nor peroxisomal H2O2 generation. Furthermore, oleic acid prevented palmitic acid induced H2O2 production in the peroxisomes. Conclusion: Thus unsaturated NEFAs prevent deleterious hydrogen peroxide generation during peroxisomal β-oxidation of long-chain saturated NEFAs in rat insulin-producing cells.

ERUCIC ACID AND CHOLESTEROL EXCRETION IN THE RAT

1956 ◽  
Vol 34 (1) ◽  
pp. 981-991 ◽  
Author(s):  
K. K. Carroll ◽  
R. L. Noble
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Fatty Acid ◽  
Erucic Acid ◽  
Unsaturated Fatty Acids ◽  
Fatty Acid Fraction ◽  
Cholesterol Concentration ◽  
Acid Fraction ◽  
Cholesterol Excretion ◽  
Fecal Cholesterol

Erucic acid has been found to increase the excretion of endogenously produced cholesterol in the rat with little change in the cholesterol concentration in the carcass except for increased concentrations in the adrenals and liver. The fecal cholesterol was identified by melting point and infrared spectrum after isolation by chromatography on alumina. It does not appear to originate in the liver since no increase was observed in the biliary excretion of cholesterol. Other homologues of oleic acid, namely eicosenoic and nervonic acid, produced similar changes in fecal cholesterol excretion, although oleic acid itself had little effect. A series of saturated fatty acids from butyric (C4) to behenic (C22) were tested and the longer chain members found to cause some increase in cholesterol excretion. Ester cholesterol accounted for much of the observed increases but varied greatly in the experiments with unsaturated fatty acids. A preparation of cerebrosides from beef spinal cord also increased the amount of cholesterol excreted in the feces. The fatty acid fraction from this preparation gave a similar result, although the cerebrosides gave rise mainly to free cholesterol and the fatty acid fraction to ester cholesterol.

scholarly journals S-acylation modulates the function of the apical sodium-dependent bile acid transporter in human cells

2020 ◽  
Vol 295 (14) ◽  
pp. 4488-4497 ◽  
Author(s):  
Alexander L. Ticho ◽  
Pooja Malhotra ◽  
Christopher R. Manzella ◽  
Pradeep K. Dudeja ◽  
Seema Saksena ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Bile Acid ◽  
Palmitic Acid ◽  
Unsaturated Fatty Acids ◽  
Hek293 Cells ◽  
Metabolic Labeling ◽  
Sodium Dependent ◽  
Bile Acid Transporter ◽  
Acid Transporter

The ileal apical sodium-dependent bile acid transporter (ASBT) is crucial for the enterohepatic circulation of bile acids. ASBT function is rapidly regulated by several posttranslational modifications. One reversible posttranslational modification is S-acylation, involving the covalent attachment of fatty acids to cysteine residues in proteins. However, whether S-acylation affects ASBT function and membrane expression has not been determined. Using the acyl resin-assisted capture method, we found that the majority of ASBT (∼80%) was S-acylated in ileal brush border membrane vesicles from human organ donors, as well as in HEK293 cells stably transfected with ASBT (2BT cells). Metabolic labeling with alkyne–palmitic acid (100 μm for 15 h) also showed that ASBT is S-acylated in 2BT cells. Incubation with the acyltransferase inhibitor 2-bromopalmitate (25 μm for 15 h) significantly reduced ASBT S-acylation, function, and levels on the plasma membrane. Treatment of 2BT cells with saturated palmitic acid (100 μm for 15 h) increased ASBT function, whereas treatment with unsaturated oleic acid significantly reduced ASBT function. Metabolic labeling with alkyne–oleic acid (100 μm for 15 h) revealed that oleic acid attaches to ASBT, suggesting that unsaturated fatty acids may decrease ASBT's function via a direct covalent interaction with ASBT. We also identified Cys-314 as a potential S-acylation site. In conclusion, these results provide evidence that S-acylation is involved in the modulation of ASBT function. These findings underscore the potential for unsaturated fatty acids to reduce ASBT function, which may be useful in disorders in which bile acid toxicity is implicated.

scholarly journals Kinetics Of The Enzymatic Transesterification Of Tuna Oil Catalyzed By Immobilized Candida Rugose Lipase To Produce Structured Lipid High In Omega-3 Fatty Acids

2018 ◽  
Vol 73 ◽  
pp. 06008 ◽  
Author(s):  
Amalia Rizka ◽  
Wahyuningsih Wahyuningsih ◽  
Broto RTD Wisnu ◽  
Endy Yulianto Mohamad ◽  
Rama Devara Hafizh ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Fish Oil ◽  
Lauric Acid ◽  
Unsaturated Fatty Acids ◽  
Structured Lipids ◽  
Structured Lipid ◽  
Omega 3 ◽  
Enzymatic Transesterification ◽  
Substrate Ratio ◽  
Kinetics Of

Structured lipid containing Medium Chain of Fatty Acid (MCFA) at outer position and Poly-Unsaturated Fatty Acids (PUFA) at sn-2 position has nutritional value and excellent absorption. In this research, structured lipids was synthesized directly through enzymatic acidolysis between fish oil and lauric acid and catalyzed by specific lipase from immobilized 1.3 Candida rugose. The kinetics of enzymatic transesterification reactions catalyzed by immobilized Candida rugose was studied. To obtain the optimal condition, the factor substrate ratio of fish oil : lauric acid and reaction time were investigated. Simple mathematical model for DAG synthesis through transesterification mechanisms have been developed. The results showed that the parameters obtained had a good sensitivity. It was found that the kinetic model well describes the behavior of the reaction as the influence of the initial ratio of reactants.

Evaluation of fatty acid composition among selected amaranth grains grown in two consecutive years

Biologia ◽  
2013 ◽  
Vol 68 (4) ◽  
Author(s):  
Andrea Hlinková ◽  
Adriána Bednárová ◽  
Michaela Havrlentová ◽  
Jana Šupová ◽  
Iveta Čičová
Keyword(s):  
Fatty Acids ◽  
Oleic Acid ◽  
Oil Content ◽  
Unsaturated Fatty Acids ◽  
Strong Positive Correlation ◽  
Amaranthus Cruentus ◽  
Amaranthus Hypochondriacus ◽  
Fatty Acids Profile ◽  
Linoleic Acid Level ◽  
Amaranthus Spp

AbstractThe oil of amaranth grain (Amaranthus spp.) is a rich source of poly-unsaturated fatty acids. In this study, we tested 10 amaranth samples representing two species (Amaranthus cruentus and Amaranthus hypochondriacus) in two consecutive years (2010, 2011). Grain oils were analysed by gas chromatography for their fatty acids profile. In 2010, oil content ranged from 6.4–8.2% for A. cruentus and 6.3–7.9% for A. hypochondriacus. In 2011, the level was 7.1–8.2% and 6.6–8.7% for A. cruentus and A. hypochondriacus, respectively. Linoleic, palmitic, and oleic acids were dominant fatty acids in all of the oil samples. The essential linoleic acid level was 33.3–38.7% (A. cruentus) and 31.7–47.5% (A. hypochondriacus) in 2010 and 34.6–39.9% (A. cruentus) and 34–44.5% (A. hypochondriacus) in 2011. The minority fatty acids, i.e. stearic, α-linolenic, and arachidic acids were also observed. Eicosenoic and behenic acids were present in the grain in trace amounts. Statistical evaluation showed a significant effect of year and species of amaranth on the levels of certain fatty acids. There was a strong positive correlation between oil content and oleic acid, and a negative correlation between oleic acid and either of the other two fatty acids, linoleic and α-linolenic ones.

OZONOLYSIS OF UNSATURATED FATTY ACIDS: I. OZONOLYSIS OF OLEIC ACID

1961 ◽  
Vol 39 (10) ◽  
pp. 1956-1963 ◽  
Author(s):  
R. G. Ackman ◽  
M. E. Retson ◽  
L. R. Gallay ◽  
F. A. Vandenheuvel
Keyword(s):  
Hydrogen Peroxide ◽  
Fatty Acids ◽  
Oleic Acid ◽  
Formic Acid ◽  
Unsaturated Fatty Acids ◽  
Fission Products ◽  
Dicarboxylic Acids ◽  
Total Recovery ◽  
Subsequent Decomposition ◽  
By Products

Ozonolysis of oleic acid in methanol, a reacting solvent, with subsequent decomposition of the ozonide products by hydrogen peroxide in formic acid, gives yields of principal dicarboxylic acid fission products exceeding 95% with a minimum of secondary acidic products. The method is highly reproducible and offers unique advantages in the total recovery of the dicarboxylic acids and the elimination of peroxidic materials. The principal non-acidic by-products were tentatively identified as the Cs alcohols and their formyl esters.

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