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Docosahexaenoic acid methyl ester

CAS# 2566-90-7

Docosahexaenoic acid methyl ester

Catalog No. BCX1384----Order now to get a substantial discount!

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Quality Control of Docosahexaenoic acid methyl ester

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Chemical structure

Docosahexaenoic acid methyl ester

Chemical Properties of Docosahexaenoic acid methyl ester

Cas No. 2566-90-7 SDF Download SDF
PubChem ID N/A Appearance Powder
Formula C23H34O2 M.Wt 342.52
Type of Compound Aliphatics Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Docosahexaenoic acid methyl ester Dilution Calculator

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Docosahexaenoic acid methyl ester Molarity Calculator

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Preparing Stock Solutions of Docosahexaenoic acid methyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9195 mL 14.5977 mL 29.1954 mL 58.3908 mL 72.9884 mL
5 mM 0.5839 mL 2.9195 mL 5.8391 mL 11.6782 mL 14.5977 mL
10 mM 0.292 mL 1.4598 mL 2.9195 mL 5.8391 mL 7.2988 mL
50 mM 0.0584 mL 0.292 mL 0.5839 mL 1.1678 mL 1.4598 mL
100 mM 0.0292 mL 0.146 mL 0.292 mL 0.5839 mL 0.7299 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Docosahexaenoic acid methyl ester

Development of certified reference materials for four polyunsaturated fatty acid esters.[Pubmed:35561511]

Food Chem. 2022 Sep 30;389:133006.

Certified reference materials (CRMs) with high accuracy and traceability are essential tools for the validation of analytical methods and calibration of equipment. In this study, purity CRMs for four polyunsaturated fatty acids (PUFAs) esters, namely, cis-(4,7,10,13,16,19)- Docosahexaenoic acid methyl ester (DHA-ME), cis-4,7,10,13,16,19- Docosahexaenoic acid ethyl ester (DHA-EE), cis-(5,8,11,14,17)- Eicosapentaenoic acid methyl ester (EPA-ME) and cis-(5,8,11,14,17)- Eicosapentaenoic acid ethyl ester (EPA-EE), were first developed according to the ISO Guide. The CRMs' purity values were assigned based on the average of quantitative nuclear magnetic resonance and mass balance approaches. The certified value with expanded uncertainties (k = 2, 95% confidence interval) were determined to be (98.8 +/- 0.4) %, (99.0 +/- 0.3) %, (98.9 +/- 0.4) % and (98.9 +/- 0.4) % for DHA-ME, DHA-EE, EPA-ME and EPA-EE, respectively. The four PUFAs esters were homogeneous and stable for 12 months at -4 degrees C and 7 days at 50 degrees C.

Global metabolomic profiling of human synovial fluid for rheumatoid arthritis biomarkers.[Pubmed:30620276]

Clin Exp Rheumatol. 2019 May-Jun;37(3):393-399. Epub 2019 Jan 3.

OBJECTIVES: The objective of this study was to analyse the metabolomic profiles of rheumatoid arthritis synovial fluid to test the use of global metabolomics by liquid chromatography-mass spectrometry for clinical analysis of synovial fluid. METHODS: Metabolites were extracted from rheumatoid arthritis (n=3) and healthy (n=5) synovial fluid samples using 50:50 water: acetonitrile. Metabolite extracts were analysed in positive mode by normal phase liquid chromatography-mass spectrometry for global metabolomics. Statistical analyses included hierarchical clustering analysis, principal component analysis, Student's t-test, and volcano plot analysis. Metabolites were matched with known metabolite identities using METLIN and enriched for relevant pathways using IMPaLA. RESULTS: 1018 metabolites were detected by LC-MS analysis in synovial fluid from rheumatoid arthritis and healthy patients, with 162 metabolites identified as significantly different between diseased and control. Pathways upregulated with disease included ibuprofen metabolism, glucocorticoid and mineralocorticoid metabolism, alpha-linolenic acid metabolism, and steroid hormone biosynthesis. Pathways downregulated with disease included purine and pyrimidine metabolism, biological oxidations, arginine and proline metabolism, the citrulline-nitric oxide cycle, and glutathione metabolism. Receiver operating characteristic analysis identified 30 metabolites as putative rheumatoid arthritis biomarkers including various phospholipids, diol and its derivatives, arsonoacetate, oleananoic acid acetate, Docosahexaenoic acid methyl ester, and linolenic acid and eicosatrienoic acid derivatives. CONCLUSIONS: This study supports the use of global metabolomic profiling by liquid chromatography-mass spectrometry for synovial fluid analysis to provide insight into the aetiology of disease.

Polyunsaturated fatty acids are potent openers of human M-channels expressed in Xenopus laevis oocytes.[Pubmed:26914447]

Acta Physiol (Oxf). 2016 Sep;218(1):28-37.

AIM: Polyunsaturated fatty acids have been reported to reduce neuronal excitability, in part by promoting inactivation of voltage-gated sodium and calcium channels. Effects on neuronal potassium channels are less explored and experimental data ambiguous. The aim of this study was to investigate anti-excitable effects of polyunsaturated fatty acids on the neuronal M-channel, important for setting the resting membrane potential in hippocampal and dorsal root ganglion neurones. METHODS: Effects of fatty acids and fatty acid analogues on mouse dorsal root ganglion neurones and on the human KV 7.2/3 channel expressed in Xenopus laevis oocytes were studied using electrophysiology. RESULTS: Extracellular application of physiologically relevant concentrations of the polyunsaturated fatty acid docosahexaenoic acid hyperpolarized the resting membrane potential (-2.4 mV by 30 mum) and increased the threshold current to evoke action potentials in dorsal root ganglion neurones. The polyunsaturated fatty acids docosahexaenoic acid, alpha-linolenic acid and eicosapentaenoic acid facilitated opening of the human M-channel, comprised of the heteromeric human KV 7.2/3 channel expressed in Xenopus oocytes, by shifting the conductance-vs.-voltage curve towards more negative voltages (by -7.4 to -11.3 mV by 70 mum). Uncharged Docosahexaenoic acid methyl ester and monounsaturated oleic acid did not facilitate opening of the human KV 7.2/3 channel. CONCLUSIONS: These findings suggest that circulating polyunsaturated fatty acids, with a minimum requirement of multiple double bonds and a charged carboxyl group, dampen excitability by opening neuronal M-channels. Collectively, our data bring light to the molecular targets of polyunsaturated fatty acids and thus a possible mechanism by which polyunsaturated fatty acids reduce neuronal excitability.

Properties of trans isomers of eicosapentaenoic acid and docosahexaenoic acid methyl esters on cyanopropyl stationary phases.[Pubmed:16236287]

J Chromatogr A. 2005 Dec 30;1100(2):185-92.

The trans isomers of 5,8,11,14,17-eicosapentaenoic acid (EPA) and 4,7,10,13,16,19-docosahexaenoic acid (DHA) methyl esters were prepared by isomerisation with paratoluenesulfinic acid (PTSA) in dioxane. The isomers were fractionated by silver ion liquid chromatography with baseline resolution between the isomers with different number of trans double bonds. The fractions were analysed by GC-MS and the gas chromatographic properties of the EPA and DHA isomers with one and two trans double bonds were investigated on BPX-70 and SP-2560 cyanopropyl stationary phases. Different temperature and pressure programs were applied to introduce variations in retention indices of the isomers. The retention indices of all the trans isomers showed a strong linear correlation to the retention indices of the equivalent all-cis isomer, but the slopes for corresponding linear regression lines varied with the number of trans double bonds in the molecule. The regression lines were used to predict optimal conditions for the separation of trans isomers from the corresponding all-cis isomers. For DHA on BPX-70, and for EPA on both columns, it was possible to find windows where isomers with one trans double bond can be resolved from the corresponding all-cis isomers with R(s) > 1.0. In general, BPX-70 seems to have a more suitable selectivity for the analysis of these isomers than SP-2560. Two-dimensional fatty acid retention indices (2D-FARI) were found to be suitable for identification of trans geometry in polyunsaturated fatty acids (PUFA). Although there were substantial overlaps in the range of retention times between the all-cis isomers and isomers with one and two trans double bonds, 2D-FARI separated the isomers into distinct groups according to the number of trans double bonds.

Effects of riboflavin and fatty acid methyl esters on cholesterol oxidation during illumination.[Pubmed:12033831]

J Agric Food Chem. 2002 Jun 5;50(12):3572-8.

The effect of riboflavin or fatty acid methyl esters on cholesterol photooxidation was studied. Samples containing cholesterol, either alone or in combination with riboflavin or fatty acid methyl esters, were illuminated at 25 degrees C in an incubator for 28 days. The various cholesterol oxidation products (COPs) and cholesterol were analyzed by gas chromatography-mass spectrometry (GC-MS), and riboflavin was determined by HPLC. Results showed that the presence of riboflavin or fatty acid methyl esters facilitated production of COPs and degradation of cholesterol, and the degradation fits a first-order model. The COPs formed during light storage included 7 alpha-OH, 7 beta-OH, 7-keto, 3,5-cholestadien-7-one, 5,6alpha-EP, and 5,6beta-EP. The addition of riboflavin caused formation of 3,5-cholestadien-7-one through dehydration of 7-keto, whereas in the presence of Docosahexaenoic acid methyl ester, the formation of 5,6alpha-EP or 5,6beta-EP was favored. Riboflavin was more effective for generation of COPs than fatty acid methyl esters.

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