ChemInform Abstract: SYNTHESIS OF THE LINOLEIC ACID ESTERS OF SOME UNSATURATED LONG-CHAIN Ω-HYDROXY FATTY ACIDS

1985 ◽  
Vol 16 (16) ◽  
Author(s):  
L. HESLINGA ◽  
H. J. J. PABON
2018 ◽  
Vol 61 (4) ◽  
pp. 395-403
Author(s):  
Milan Margetín ◽  
Marta Oravcová ◽  
Jana Margetínová ◽  
Róbert Kubinec

Abstract. The fatty acid (FA) composition in the intramuscular fat (IMF) of the musculus longissimus dorsi (MLD) of Ile de France purebred lambs in two different production systems in Slovakia was evaluated using gas chromatography. In the first production system, lambs and ewes were assigned to pasture without access to concentrates (P). In the second system, lambs and ewes were confined indoors with hay/silage and access to concentrates (S). An analysis of variance with the following factors was employed: production system, sex, and production system–sex interactions. The proportions of arachidonic, eicosapentaeonic, docosapentaeonic, and docosahexaenoic FAs, i.e. long-chain polyunsaturated FA (PUFA), were significantly higher in P lambs (1.83, 0.82, 0.92, 0.29 g 100 g−1 FAME, respectively) than in S lambs (0.45, 0.14, 0.30, 0.09 g 100 g−1 FAME, respectively). The proportions of conjugated linoleic acid (CLA), n-6 PUFA, n-3 PUFA, and essential FA (linoleic and α-linolenic) were also significantly higher in P lambs (2.10, 8.50, 4.55, and 8.80 g 100 g−1 FAME, respectively) than in S lambs (0.65, 3.27, 1.50, and 3.64 g 100 g−1 FAME, respectively). The proportions of palmitic acid and myristic acid as important individual saturated FAs (SFA) were significantly higher in S lambs (28.51 and 8.30 g 100 g−1 FAME, respectively) than in P lambs (21.80 and 5.63 g 100 g−1 FAME, respectively). The proportion of all SFAs was also significantly higher in S lambs (57.87 g 100 g−1 FAME) than in P lambs (48.70 g 100 g−1 FAME). From a nutrition and human health point of view (i.e. higher proportions of PUFA, CLA, and essential FAs and lower proportions of SFAs), meat from P lambs was found to be more favourable and would be more highly recommended for consumption.


Cancers ◽  
2019 ◽  
Vol 11 (4) ◽  
pp. 524 ◽  
Author(s):  
Juan P. Rodríguez ◽  
Carlos Guijas ◽  
Alma M. Astudillo ◽  
Julio M. Rubio ◽  
María A. Balboa ◽  
...  

Hydroxy fatty acids are known to cause cell cycle arrest and apoptosis. The best studied of them, 9-hydroxystearic acid (9-HSA), induces apoptosis in cell lines by acting through mechanisms involving different targets. Using mass spectrometry-based lipidomic approaches, we show in this study that 9-HSA levels in human colorectal tumors are diminished when compared with normal adjacent tissue. Since this decrease could be compatible with an escape mechanism of tumors from 9-HSA-induced apoptosis, we investigated different features of the utilization of this hydroxyfatty acid in colon. We show that in colorectal tumors and related cell lines such as HT-29 and HCT-116, 9-HSA is the only hydroxyfatty acid constituent of branched fatty acid esters of hydroxyfatty acids (FAHFA), a novel family of lipids with anti-inflammatory properties. Importantly, FAHFA levels in tumors are elevated compared with normal tissue and, unlike 9-HSA, they do not induce apoptosis of colorectal cell lines over a wide range of concentrations. Further, the addition of 9-HSA to colon cancer cell lines augments the synthesis of different FAHFA before the cells commit to apoptosis, suggesting that FAHFA formation may function as a buffer system that sequesters the hydroxyacid into an inactive form, thereby restricting apoptosis.


2020 ◽  
pp. 1-26
Author(s):  
Yan Wang ◽  
Yiwei Tang ◽  
Ye Ji ◽  
Wenhui Xu ◽  
Naeem Ullah ◽  
...  

Abstract In this study, we analysed the effects of single nucleotide polymorphism (SNP) rs174547 (T/C) in the fatty acid desaturase 1 (FADS1) gene on long-chain polyunsaturated fatty acid levels. Four databases were searched to retrieve related literature with keywords such as fatty acid, SNP, FADS1, and rs174547. A meta-analysis of the data was performed using Stata12.0 software, including summary statistics, test for heterogeneity, evaluation of publication bias, subgroup analysis, and sensitivity analysis. The associations between rs174547 in FADS1 and seven types of fatty acids, and delta-5 (D5D) and delta-6 fatty acid desaturase (D6D) activity were assessed based on the pooled results from 11 manuscripts. A total of 3713 individuals (1529 TT and 2184 TC+CC) were included. The results demonstrated that minor C allele carriers of rs174547 had higher linoleic acid (LA; P < 0.001) and α-linolenic acid (P = 0.020) levels, lower gamma linoleic acid (GLA; P = 0.001) and arachidonic acid (P = 0.024) levels, and lower D5D (P = 0.005) and D6D (P = 0.004) activities than the TT genotype group. Stratification analysis showed that minor C allele carriers of rs174547 had higher LA and lower GLA levels and lower D6D activities in plasma (LA, P < 0.001; GLA, P < 0.001; D6D activity, P < 0.001) samples and in Asian populations (LA, P < 0.001; GLA, P = 0.001; D6D activity, P = 0.001) than the TT genotype group. In conclusion, minor C allele carriers of the SNP rs174547 were associated with decreased activity of D5D and D6D.


1992 ◽  
Vol 18 (2) ◽  
pp. 189-194 ◽  
Author(s):  
Jennifer H. Skerratt ◽  
Peter D. Nichols ◽  
John P. Bowman ◽  
Lindsay I. Sly

1980 ◽  
Vol 239 (3) ◽  
pp. G141-G150 ◽  
Author(s):  
G. B. McDonald ◽  
D. R. Saunders ◽  
M. Weidman ◽  
L. Fisher

We studied the route of transport of long-chain fatty acids (LCFA) from the rat intestine. Lauric (12:0), myristic (14:0), palmitic (16:0), stearic (18:0), linoleic (18:2), and linolenic (18:3) acids were infused intraduodenally for 4 h as micellar solutions into unanesthetized thoracic duct-fistula rats. Proportionally more of each LCFA was transported by the portal vein at infusion rates of 0.3 mumol/h than at 15 mumol/h. Of the LCFA absorbed at low rates of infusion, 72% of lauric, 58% of myristic, 41% of palmitic, 28% of stearic, 58% of linoleic, and 68% of linolenic acid bypassed the lymphatic pathway. To test the inference that 58% of absorbed linoleate was transported by the portal vein, [14C]linoleic acid was infused at 0.3 or 15 mumol/h into unanesthetized rats equipped with both thoracic duct and portal venous fistulas. Portal venous blood (0.1 ml) was withdrawn every 30 min for 4 h. Proportionally more [14C]linoleate was recovered in portal blood at the low infusion rate. To examine the morphology of fat absorption, segments of rat jejunum in anesthetized rats were infused with micellar linoleic acid at 3 or 150 mumol/h. At 3-mumol/h infusion rate, an appearance identical to the fasting state was seen by electron microscopy. At 150 mumol/h, many larger chylomicron-sized particles appeared in absorptive cells, intercellular spaces, and lymphatics. We conclude that a substantial proportion of unsaturated LCFA is transported from rat intestine in portal venous blood.


2021 ◽  
Vol 62 ◽  
pp. 100108
Author(s):  
Pratik Aryal ◽  
Ismail Syed ◽  
Jennifer Lee ◽  
Rucha Patel ◽  
Andrew T. Nelson ◽  
...  

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