Free Fatty Acids of Herring Oils: Possible Derivation from both Phospholipids and Triglycerides in Fresh Herring

1969 ◽  
Vol 26 (6) ◽  
pp. 1577-1583 ◽  
Author(s):  
R. F. Addison ◽  
R. G. Ackman ◽  
J. Hingley

The free fatty acids (FFA) of nine commercially produced Nova Scotia herring oils were compared with the overall oil fatty acid compositions. Results were consistent with the FFA having arisen primarily through hydrolysis of phospholipids, but additionally from hydrolysis of triglycerides. Phosphorus levels indicate that hydrolysis of phospholipids probably occurs by enzyme action, before oil production rather than after, but suggest that in some instances FFA may be formed by slow chemical hydrolysis of phospholipids after oil production.

1997 ◽  
Vol 273 (1) ◽  
pp. G184-G190 ◽  
Author(s):  
M. Saghir ◽  
J. Werner ◽  
M. Laposata

Fatty acid ethyl esters (FAEE), esterification products of fatty acids and ethanol, are in use as fatty acid supplements, but they also have been implicated as toxic mediators of ethanol ingestion. We hypothesized that hydrolysis of orally ingested FAEE occurs in the gastrointestinal (GI) tract and in the blood to explain their apparent lack of toxicity. To study the in vivo inactivation of FAEE by hydrolysis to free fatty acids and ethanol, we assessed the hydrolysis of FAEE administered as an oil directly into the rat stomach and when injected within the core of low-density lipoprotein particles into the circulation of rats. Our studies demonstrate that FAEE are rapidly degraded to free fatty acids and ethanol in the GI tract at the level of the duodenum with limited hydrolysis in the stomach. In addition, FAEE are rapidly degraded in the circulation, with a half-life of only 58 s. Thus the degradation of FAEE in the GI tract and in the blood provides an explanation for the apparent lack of toxicity of orally ingested FAEE.


1974 ◽  
Vol 31 (1) ◽  
pp. 99-108 ◽  
Author(s):  
R. C. Noble ◽  
J. H. Moore ◽  
C. G. Harfoot

1. Studies have been made of the effects of different concentrations of either free or esterified linoleic acid on the biohydrogenation of linoleic acid by rumen micro-organisms in vitro. A comparison has been made with the changes which occurred in the fatty acid compositions of rumen free fatty acids and plasma triglycerides of sheep given intraruminal infusions of linoleic acid or maize oil.2. In the in vitro experiments, with increasing concentrations of 18:2 added as the free fatty acid, a decreasing proportion of this 18:2 was hydrogenated to 18:0 andtrans-11-octadecenoic acid accumulated. The accumulation of large amounts oftrans-11-octadecenoic acid was accompanied in all instances by the accumulation of a conjugated diene identified ascis-9,trans-11-octadecadienoic acid. There appeared to be a product–precursor relationship between the conjugated diene and thetrans-11 monoene.3. When linoleic acid was presented in vitro as the triglyceride, the extent to which hydrogenation occurred was, in all instances, greater than when equivalent amounts of 18:2 were presented as the free acid. Only small amounts of thecis-9,trans-11 diene were detected, and there was no apparent product–precursor relationship between this conjugated diene and the C18monoenoic acids. The C18monoenoic acids that accumulated consisted of bothcisandtransisomers; thecisisomers consisted largely ofcis-9- andcis-11-octadecenoic acids, which together comprised about 30% of the C18monoenoic acids present.4. The infusion of free linoleic acid into the rumen of sheep resulted in an increase in the proportion of total 18:1 and a decrease in the proportions of 16:0 and 18:0 in the total rumen free fatty acids. This increase which occurred in the concentration of 18:1 consisted predominantly of thetrans-11 isomer. A concomitant increase in the concentration of the C18trans-11 acid was observed to occur in the fatty acids of the plasma triglycerides. Infusion of maize oil into the rumen of sheep resulted in little change in the fatty acid compositions of either the free fatty acids in the rumen or the triglycerides of the plasma.5. The findings in vitro and in vivo are discussed with reference to each other and with reference to the possibility that biohydrogenation of 18:2 derived from the triglyceride proceeds by a different pathway from that of 18:2 presented as the free acid.


1999 ◽  
Vol 77 (10) ◽  
pp. 813-818 ◽  
Author(s):  
Ryna Levy ◽  
Gene R Herzberg

The hydrolysis of chylomicrons enriched in long-chain n-3 fatty acids by cardiac lipoprotein lipase was studied. In 60 min, 24.8% of the triacylglycerol fatty acids were released as free fatty acids. The fatty acids were hydrolyzed at different rates. DHA (docosahexaenoic acid, 22:6n-3) and EPA (eicosapentaenoic acid, 20:5n-3) were released at rates significantly less than average. Stearic acid (18:0), 20:1n-9, and alpha-linolenic acid (18:3n-3) were released significantly faster than average. There was no relationship between the rate of release of a fatty acid and the number of carbons or the number of double bonds. Lipoprotein lipase selectively hydrolyzes the fatty acids of chylomicron triacylglycerols. This selectively will result in remnants that are relatively depleted in 18:0, 20:1, and 18:3 and relatively enriched in 20:5 and 22:6.Key words: lipoprotein lipase, chylomicrons, fish oil, eicosapentaenoic acid, docosahexaenoic acid.


1970 ◽  
Vol 27 (10) ◽  
pp. 1669-1683 ◽  
Author(s):  
R. G. Ackman ◽  
C. A. Eaton

Annual surveys of commercial herring oils produced in summer and fall off southwestern Nova Scotia and in winter and spring off southwestern Newfoundland showed iodine values (IV) mostly within the range 135 to 105 in both locations for the years 1965–70. Two systematic trends in IV with season were detected. The first extended uniformly over the whole of each fishery season and was limited to no more than ± 5 IV units. It is believed to represent the influence of long-term average environmental conditions that may vary from year to year and that establish the basic fatty acid compositions of the fish entering the fishery. The second was observed as a seasonal decline, over 2–3 months, of 20 IV units in the Nova Scotia fishery, and of 10 IV units in the Newfoundland fishery. It is proposed that this short-term effect follows from an increase in the relative proportion of the low-density, long-chain, monoethylenic fatty acids characteristic of clupeid oils that could decrease residual fat density at a time of general fat depletion and corresponding density increase for the fish as a whole.Free fatty acids (FFA) in freshly produced oils were also examined. In both fisheries % FFA seldom exceeded 1 and under optimum conditions the % FFA were consistently about 0.2–0.3. Annual seasonal % FFA effects were apparently restricted to an increase in April in the Newfoundland fishery associated with high IV oils of a pink colour denoting heavy spring feeding.


1974 ◽  
Vol 31 (11) ◽  
pp. 1803-1811 ◽  
Author(s):  
R. G. Ackman ◽  
S. Epstein ◽  
M. Kelleher

Lots of ocean quahaugs, Arctica islandica, respectively from Nova Scotia and New Brunswick, were compared to see if fatty acid compositions might reflect local food sources and thus explain alleged flavor problems. Lipid contents increased from May to July, but detailed fatty acid comparisons including those from flesh and hepatopancreas, gave similar results except with minor details indicative of active feeding. A holding experiment with New Brunswick quahaugs gave essentially the basic lipid composition but after 10 wk compositional variations in fatty acid were suggestive of the effect of nonfeeding. The close fatty acid resemblence among several samples suggests that the ocean quahaug eventually converts ingested fatty acids to a species-specific composition based on those acids common to other northwestern Atlantic shellfish. Certain details of these fatty acid analyses suggest particulate matter sources for some ingested fatty acids. No correlation between flavor and lipid or fatty acid composition could be obtained because flavor problems were not observed in these samples.


2014 ◽  
Vol 41 (12) ◽  
pp. 1069-1076 ◽  
Author(s):  
Narifumi Akaza ◽  
Hirohiko Akamatsu ◽  
Shigeki Numata ◽  
Miyuki Matsusue ◽  
Yasuo Mashima ◽  
...  

2018 ◽  
Vol 7 (2) ◽  
pp. 108-114
Author(s):  
Dwina Moentamaria ◽  
Achmad Chumaidi ◽  
Nanik Hendrawati ◽  
Girlian Girlian ◽  
Meilita Againa Mustika

The enzymatic hydrolysis of palm oil can be conducted by using lipase produced from Mucor miehei to produce free fatty acid. This study aimed to compare the usage of lipase as free enzyme and as immobilized enzyme on zeolite matrix in the hydrolysis of palm oil as triglyceride producing free fatty acids which highly needed in various industrial sectors. Immobilization is an alternative hydrolysis reaction due to its usage on repetitive reaction, makes lipase reuseable, hence the whole process becomes efficient, and with moderate operational conditions. Solvent free reaction is applied, because the produced free fatty acids can be used directly in food, health, and natural flavorings industry. The palm oil used in the hydrolysis contains 0.815% initial free fatty acids as palmitate, in which water then added to it in weight ratio 1:3. Each effect of free lipase and immobilized lipase addition is 4%, 5%, 6%, 7%, 8%, and time reaction is 30, 60, 90, 120, 150 minutes are used as index to determine the amount of free fatty acids produced.  The results showed that Immobilized lipase has better ability than the free one in hydrolysis of triglyceride in palm oil producing free fatty acid with 8% lipase addition and time reaction of 120 minutes. Palm oil hydrolysis using free lipase produced the highest FFA of 1.9747% after the addition of 5% lipase concentrate, with time reaction of 60 minutes. Meanwhile, palm oil hydrolysis using immobilized lipase produced the highest FFA of 1.9747% after the addition of 8% lipase concentrate, with time reaction of 120 minutes.


2021 ◽  
Vol 2 (1) ◽  
pp. 74-91
Author(s):  
Beatrice Casali ◽  
Elisabetta Brenna ◽  
Fabio Parmeggiani ◽  
Davide Tessaro ◽  
Francesca Tentori

The review will discuss the methods that have been optimized so far for the enzymatic hydrolysis of soapstock into enriched mixtures of free fatty acids, in order to offer a sustainable alternative to the procedure which is currently employed at the industrial level for converting soapstock into the by-product known as acid oil (or olein, i.e., free fatty acids removed from raw vegetable oil, dissolved in residual triglycerides). The further biocatalyzed manipulation of soapstock or of the corresponding acid oil for the production of biodiesel and fine chemicals (surfactants, plasticizers, and additives) will be described, with specific attention given to processes performed in continuous flow mode. The valorization of soapstock as carbon source in industrial lipase production will be also considered.


2020 ◽  
Author(s):  
Jarrad R Prasifka ◽  
Beth Ferguson ◽  
James V Anderson

Abstract The red sunflower seed weevil, Smicronyx fulvus L., is a univoltine seed-feeding pest of cultivated sunflower, Helianthus annuus L. Artificial infestations of S. fulvus onto sunflowers with traditional (<25% oleic acid), mid-oleic (55–75%), or high oleic (>80%) fatty acid profiles were used to test if fatty acids could be used as natural markers to estimate the proportion of weevils developing on oilseed sunflowers rather than wild Helianthus spp. and confection (non-oil) types. Oleic acid (%) in S. fulvus confirmed the fatty acid compositions of mature larvae and weevil adults reflected their diets, making primary (oleic or linoleic) fatty acids feasible as natural markers for this crop-insect combination. Oleic acid in wild S. fulvus populations in North Dakota suggests at least 84 and 90% of adults originated from mid-oleic or high oleic sunflower hybrids in 2017 and 2018, respectively. Surveys in 2017 (n = 156 fields) and 2019 (n = 120 fields) extended information provided by S. fulvus fatty acid data; no significant spatial patterns of S. fulvus damage were detected in samples, damage to oilseed sunflowers was greater than confection (non-oil) types, and the majority of damage occurred in ≈10% of surveyed fields. Combined, data suggest a few unmanaged or mismanaged oilseed sunflower fields are responsible for producing most S. fulvus in an area. Improved management seems possible with a combination of grower education and expanded use of non-insecticidal tactics, including cultural practices and S. fulvus-resistant hybrids.


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