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Elaidic acid Sale

(Synonyms: 反油酸) 目录号 : GC33773

A trans fatty acid

Elaidic acid Chemical Structure

Cas No.:112-79-8

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10mM (in 1mL DMSO)
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100mg
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产品描述

Elaidic acid is a monounsaturated trans fatty acid and the 9-trans isomer of oleic acid that has been found in partially hydrogenated cooking oils.1 It reduces HHT and HETE formation and increases synthesis of prostaglandin E2 , PGF2α , PGD2 , and thromboxane B2 induced by arachidonic acid in isolated human platelets. Elaidic acid (0.1-5 mmol/L) induces apoptosis in human umbilical vein endothelial cells (HUVECs).2 In vivo, elaidic acid (100 mg/kg) reduces cardiac and hepatic autophagy induced by palmitic acid in mice.3

1.Srivastava, K.C., and Awasthi, K.K.A comparative study on the effect of cis (oleic, linoleic) and trans (elaidic, linoelaidic) fatty acids on the in vitro prostaglandin biosynthesis in human blood platelets from (1-14C) arachidonic acidProstaglandins Leukot. Med.9(6)669-684(1982) 2.Zapolska-Downar, D., Ko?mider, A., and Naruszewicz, M.Trans fatty acids induce apoptosis in human endothelial cellsJ. Physiol. Pharmacol.56(4)611-625(2005) 3.Sauvat, A., Chen, G., Müller, K., et al.Trans-fats inhibit autophagy induced by saturated fatty acidsEBioMedicine30261-272(2018)

Chemical Properties

Cas No. 112-79-8 SDF
别名 反油酸
Canonical SMILES CCCCCCCC/C=C/CCCCCCCC(O)=O
分子式 C18H34O2 分子量 282.46
溶解度 DMSO : 13.5 mg/mL (47.79 mM);Water : < 0.1 mg/mL (insoluble) 储存条件 Store at -20°C
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1 mM 3.5403 mL 17.7016 mL 35.4032 mL
5 mM 0.7081 mL 3.5403 mL 7.0806 mL
10 mM 0.354 mL 1.7702 mL 3.5403 mL
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Research Update

Plasma Elaidic acid level is associated with periodontal health in American adults: A cross-sectional study

Front Nutr 2022 Dec 8;9:1034841.PMID:36570162DOI:10.3389/fnut.2022.1034841.

Background: Whether there is an association between TFAs and periodontitis is unclear. The purpose of this study was to investigate the relationship between moderate/severe periodontitis and plasma level of Elaidic acid, a major trans-fatty acid component, in American adults. Methods: The National Health and Nutrition Examination Survey (NHANES) years 2009-2010 were used to screen a total of 1,610 people. The independent variable of interest is plasma Elaidic acid level, the dependent variable is periodontitis, and the covariates include socio-demographic variables, lifestyle variables, systemic diseases, etc. The distribution of variables in the covariate differences between the different independent groups according to tertile was investigated using a multiple linear regression model. To examine the association between plasma Elaidic acid levels and moderate/severe periodontitis, three models were used. Results: Multiple logistic regression analysis showed a significant association between plasma Elaidic acid level and moderate/severe periodontitis after adjustment for potential confounders (OR = 1.021, 95%CI: 1.004-1.039, P = 0.01394). Subjects with the highest tertile of plasma Elaidic acid levels were 51.9% more likely to have periodontitis compared with subjects with the lowest tertile of plasma Elaidic acid levels (OR = 1.519, 95% CI: 1.136-2.030, P = 0.00477). No possible sources of heterogeneity were identified in the subgroup analyses. Conclusion: Plasma Elaidic acid levels are associated with periodontal disease in American adults.

Effects of Elaidic acid on HDL Cholesterol Uptake Capacity

Nutrients 2021 Sep 4;13(9):3112.PMID:34578988DOI:10.3390/nu13093112.

Recently we established a cell-free assay to evaluate "cholesterol uptake capacity (CUC)" as a novel concept for high-density lipoprotein (HDL) functionality and demonstrated the feasibility of CUC for coronary risk stratification, although its regulatory mechanism remains unclear. HDL fluidity affects cholesterol efflux, and trans fatty acids (TFA) reduce lipid membrane fluidity when incorporated into phospholipids (PL). This study aimed to clarify the effect of TFA in HDL-PL on CUC. Serum was collected from 264 patients after coronary angiography or percutaneous coronary intervention to measure CUC and Elaidic acid levels in HDL-PL, and in vitro analysis using reconstituted HDL (rHDL) was used to determine the HDL-PL mechanism affecting CUC. CUC was positively associated with HDL-PL levels but negatively associated with the proportion of Elaidic acid in HDL-PL (Elaidic acid in HDL-PL/HDL-PL ratio). Increased elaidic acid-phosphatidylcholine (PC) content in rHDL exhibited no change in particle size or CUC compared to rHDL containing oleic acid in PC. Recombinant human lecithin-cholesterol acyltransferase (LCAT) enhanced CUC, and LCAT-dependent enhancement of CUC and LCAT-dependent cholesterol esterification were suppressed in rHDL containing Elaidic acid in PC. Therefore, CUC is affected by HDL-PL concentration, HDL-PL acyl group composition, and LCAT-dependent cholesterol esterification. Elaidic acid precipitated an inhibition of cholesterol uptake and maturation of HDL; therefore, modulation of HDL-PL acyl groups could improve CUC.

Elaidic acid induced NLRP3 inflammasome activation via ERS-MAPK signaling pathways in Kupffer cells

Biochim Biophys Acta Mol Cell Biol Lipids 2022 Jan;1867(1):159061.PMID:34610469DOI:10.1016/j.bbalip.2021.159061.

Trans fatty acids (TFA) in food can cause liver inflammation. Activation of NOD-like receptor protein-3 (NLRP3) inflammasome is a key factor in the regulation of inflammation. Accumulating evidence suggests that ERS-induced NLRP3 inflammasome activation underlies the pathological basis of various inflammatory diseases, but the precise mechanism has not been fully elucidated. Therefore, this paper focused on TFA, represented by Elaidic acid (EA), to investigate the mechanism of liver inflammation. Levels of mRNA and protein were detected by RT-qPCR and Western blotting, the release of proinflammatory cytokines was measured by ELISA, and intracellular Ca2+ levels were determined by flow cytometer using Fluo 4-AM fluorescent probes. Our research indicated that EA induced the endoplasmic reticulum stress (ERS) response in Kupffer cells (KCs), accompanied by the activation of the mitogen-activated protein kinase (MAPK) signaling pathway, which resulted in NLRP3 inflammasome formation, and eventually increased the release of inflammatory factors. NLRP3 inflammasome activation was inhibited when KCs were pretreated with ERS inhibitors (4-PBA) and MAPK selective inhibitors. Furthermore, when ERS was blocked, the MAPK pathway was inhibited.

Elaidic acid and vaccenic acid in the plasma of pregnant women and umbilical blood plasma

Pomeranian J Life Sci 2015;61(1):51-7.PMID:27116856DOI:10.21164/pomjlifesci.52.

Introduction: The studies suggest that trans fatty acids are the most harmful type of fatty acids, and their ingestion leads to an increase in oxidative stress, changes in the plasma levels of LDL cholesterol, and a reduction in n-6 and n-3 fatty acids utilization. The objective of this study was to determine the concentration profiles of elaidic and vaccenic acids in maternal blood plasma in the perinatal period, and in the plasma of blood collected from the umbilical vein. The article deals with the issue of the correlation between the levels of trans-unsaturated fatty acids in maternal and neonatal blood, which could suggest the transplacental transport of these acids. The potential correlations between the levels of trans-unsaturated fatty acids in maternal and umbilical blood and birth weight and body length in neonates was also verified. Material and methods: The study group comprised 53 pregnant patients of the Clinic of Obstetrics and Perinatology of the Pomeranian Medical University in Szczecin, aged 18-39 years, together with their newborn babies. Elaidic and vaccenic acid levels were determined in maternal and umbilical plasma. Fatty acid methyl esters were injected onto the capillary column of the Agilent 6890M gas chromatography system integrated with an autosampler. The content of individual fatty acids was determined from the reference curves and expressed in mg/mL. Results: The lowest levels of both acids were observed in umbilical blood plasma. The level of Elaidic acid was 0.0019 mg/mL ± 0.0013 mg/mL, while the level of vaccenic acid was 0.0007 mg/mL ± 0.0011 mg/mL. A statistically significant negative correlation was observed between maternal vaccenic acid levels and umbilical vaccenic acid levels. Conclusions: The presence of trans-unsaturated fatty acids (Elaidic acid and vaccenic acid) in umbilical plasma is evidence of the transplacental transport of these acids. The significantly higher levels of Elaidic acid compared to vaccenic acid in umbilical plasma suggests that vaccenic acid is more extensively metabolized in placenta. The levels of trans-unsaturated fatty acids had no effect on birth weight and body length in neonates.

Serum Elaidic acid concentration and risk of dementia: The Hisayama Study

Neurology 2019 Nov 26;93(22):e2053-e2064.PMID:31645469DOI:10.1212/WNL.0000000000008464.

Objective: The associations between trans fatty acids and dementia have been unclear. We investigated the prospective association between serum Elaidic acid (trans 18:1 n-9) levels, as an objective biomarker for industrial trans fat, and incident dementia and its subtypes. Methods: In total, 1,628 Japanese community residents aged 60 and older without dementia were followed prospectively from when they underwent a screening examination in 2002-2003 to November 2012 (median 10.3 years, interquartile range 7.2-10.4 years). Serum Elaidic acid levels were measured using gas chromatography/mass spectrometry and divided into quartiles. The Cox proportional hazards model was used to estimate the hazard ratios for all-cause dementia, Alzheimer disease (AD), and vascular dementia by serum Elaidic acid levels. Results: During the follow-up, 377 participants developed some type of dementia (247 AD, 102 vascular dementia). Higher serum Elaidic acid levels were significantly associated with greater risk of developing all-cause dementia (p for trend = 0.003) and AD (p for trend = 0.02) after adjustment for traditional risk factors. These associations remained significant after adjustment for dietary factors, including total energy intake and intakes of saturated and polyunsaturated fatty acids (both p for trend <0.05). No significant associations were found between serum Elaidic acid levels and vascular dementia. Conclusions: The findings suggest that higher serum Elaidic acid is a possible risk factor for the development of all-cause dementia and AD in later life. Public health policy to reduce industrially produced trans fatty acids may assist in the primary prevention of dementia.