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Eicosapentaenoic Acid (Synonyms: Single-Use EPA (peroxide free), Single-Use Timnodonic Acid (peroxide free))

Catalog No.GC11344 Copy One-Click Copy Product Info

Eicosapentaenoic Acid (EPA) is an orally active omega-3 (ω-3) long-chain polyunsaturated fatty acid (PUFA) and a precursor to prostaglandin-3, thromboxane-3, and leukotriene-5 eicosanoids.

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Eicosapentaenoic Acid Chemical Structure

Cas No.: 10417-94-4

Size Price Stock Qty
10mM (in 1mL DMSO)
$36.00
In stock
50mg
$33.00
In stock
100mg
$45.00
In stock
500mg
$180.00
In stock

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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 2 publications

Description of Eicosapentaenoic Acid

Eicosapentaenoic Acid (EPA) is an orally active omega-3 (ω-3) long-chain polyunsaturated fatty acid (PUFA) and a precursor to prostaglandin-3, thromboxane-3, and leukotriene-5 eicosanoids[1]. Eicosapentaenoic Acid has anti-inflammatory, anti-cardiovascular disease, and anti-diabetic effects. It is found in large quantities in marine organisms[2, 3].

In vitro, Eicosapentaenoic Acid (100 µM) significantly reduces the level of the inflammatory cytokine IL-8 in MDA-MB-231 and MCF-7 breast cancer cells after 48 hours of treatment [4]. Eicosapentaenoic Acid (0.1 μM, 1 μM, 10 μM) induces apoptosis in a dose-dependent manner and activates caspase-3, -7, -9, and PARP enzymes in TE11 and KYSE180 esophageal cancer cells after 24 hours of treatment [5]. Eicosapentaenoic Acid (25 μM) significantly inhibits the proliferation of HT-29 colon cancer cells and downregulates the PI-3K/Akt/mTOR signaling pathway after 24 hours of treatment [6].

In vivo, Eicosapentaenoic Acid (500 mg/kg) administered orally to type 2 diabetic Goto-Kakizaki rats for 4 weeks, significantly reduces circulating insulin levels by 48%, and increases GLUT4 mRNA content in skeletal muscle and adipose tissue [7].

References:
[1] Mason R P, Libby P, Bhatt D L. Emerging mechanisms of cardiovascular protection for the omega-3 fatty acid eicosapentaenoic acid[J]. Arteriosclerosis, thrombosis, and vascular biology, 2020, 40(5): 1135-1147.
[2] Šimat V, Elabed N, Kulawik P, et al. Recent advances in marine-based nutraceuticals and their health benefits[J]. Marine drugs, 2020, 18(12): 627.
[3] Nobre M E P, Correia A O, de Brito Borges M, et al. Eicosapentaenoic acid and docosahexaenoic acid exert anti-inflammatory and antinociceptive effects in rodents at low doses[J]. Nutrition research, 2013, 33(5): 422-433.
[4] Rasha F, Kahathuduwa C, Ramalingam L, et al. Combined effects of eicosapentaenoic acid and adipocyte renin–angiotensin system inhibition on breast cancer cell inflammation and migration[J]. Cancers, 2020, 12(1): 220.
[5] Mizoguchi K, Ishiguro H, Kimura M, et al. Induction of apoptosis by eicosapentaenoic acid in esophageal squamous cell carcinoma[J]. Anticancer research, 2014, 34(12): 7145-7149.
[6] Tang F Y, Cho H J, Pai M H, et al. Concomitant supplementation of lycopene and eicosapentaenoic acid inhibits the proliferation of human colon cancer cells[J]. The Journal of nutritional biochemistry, 2009, 20(6): 426-434.
[7] Figueras M, Olivan M, Busquets S, et al. Effects of eicosapentaenoic acid (EPA) treatment on insulin sensitivity in an animal model of diabetes: improvement of the inflammatory status[J]. Obesity, 2011, 19(2): 362-369.

Protocol of Eicosapentaenoic Acid

Cell experiment [1]:

Cell lines

MDA-MB-231、MCF-7 cells

Preparation Method

MDA-MB-231 and MCF-7 cells were treated with 100 µM of Eicosapentaenoic Acid for 48 h. 

Reaction Conditions

100 µM; 48h

Applications

Eicosapentaenoic Acid treatment significantly reduced the level of IL-8 in cells.
Animal experiment [2]:

Animal models

Male 3-week-old Goto-Kakizaki rats

Preparation Method

Male 3-week-old Goto-Kakizaki rats were used. This is a rat model with spontaneous type 2 diabetes. The animals were maintained on a regular light-dark cycle at an ambient temperature and had free access to food and water. Rats were divided into one of three groups: control, Eicosapentaenoic Acid (EPA) and linoleic acid (LINO), respectively. EPA group: animals fed the same as control but supplemented daily with 500mg/kg body weight of EPA mixed in carboxymethylcellulose 1% given by a single gavage. The treatment took place for 4 weeks before the animals were killed.

Dosage form

500mg/kg; p.o.

Applications

Administration of Eicosapentaenoic Acid resulted in a significant decrease in circulating insulin (48%), this was not observed in the LINO group. Eicosapentaenoic Acid resulted in an increased GLUT4 mRNA content in both skeletal muscle and adipose tissue. 

References:
[1]Rasha F, Kahathuduwa C, Ramalingam L, et al. Combined effects of eicosapentaenoic acid and adipocyte renin–angiotensin system inhibition on breast cancer cell inflammation and migration[J]. Cancers, 2020, 12(1): 220.
[2]Figueras M, Olivan M, Busquets S, et al. Effects of eicosapentaenoic acid (EPA) treatment on insulin sensitivity in an animal model of diabetes: improvement of the inflammatory status[J]. Obesity, 2011, 19(2): 362-369.

Chemical Properties of Eicosapentaenoic Acid

Cas No. 10417-94-4 SDF
Synonyms Single-Use EPA (peroxide free), Single-Use Timnodonic Acid (peroxide free)
Chemical Name (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
Canonical SMILES CC/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\C/C([H])=C([H])\CCCC(O)=O
Formula C20H30O2 M.Wt 302.45
Solubility ≥ 116.8mg/mL in DMSO Storage Store at -20°C, protect from light, stored under nitrogen
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Eicosapentaenoic Acid

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.3063 mL 16.5317 mL 33.0633 mL
5 mM 661.3 μL 3.3063 mL 6.6127 mL
10 mM 330.6 μL 1.6532 mL 3.3063 mL
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In vivo Formulation Calculator (Clear solution) of Eicosapentaenoic Acid

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

Product Documents

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Average Rating: 5 ★★★★★ (Based on Reviews and 40 reference(s) in Google Scholar.)

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