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Submit ReviewDocosahexaenoic acid
Description: RXR agonist
Alternative Names: DHA
Chemical Name: (4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-Docosahexaenoic acid
Purity: ≥98%
Biological Activity for Docosahexaenoic acid
Docosahexaenoic acid is a endogenous omega-3 fatty acid. Acts as a selective retinoid X receptor (RXR) agonist that displays no activity at RAR, thyroid hormone receptor or the vitamin D receptor (VDR). Activates all three RXR isoforms. Also shown to inhibit Aβ1-42 fibrillation and toxicity in vitro.
Technical Data for Docosahexaenoic acid
| M. Wt | 328.49 |
| Formula | C22H32O2 |
| Storage | Store at -20°C |
| Purity | ≥98% |
| CAS Number | 6217-54-5 |
| PubChem ID | 445580 |
| InChI Key | MBMBGCFOFBJSGT-KUBAVDMBSA-N |
| Smiles | CC\C=C/C\C=C/C\C=C/C/C=C\C/C=C\C/C=C\CCC(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Docosahexaenoic acid
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 32.85 | 100 | |
| ethanol | 32.85 | 100 |
Preparing Stock Solutions for Docosahexaenoic acid
The following data is based on the product molecular weight 328.49. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.04 mL | 15.22 mL | 30.44 mL |
| 5 mM | 0.61 mL | 3.04 mL | 6.09 mL |
| 10 mM | 0.3 mL | 1.52 mL | 3.04 mL |
| 50 mM | 0.06 mL | 0.3 mL | 0.61 mL |
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Product Datasheets for Docosahexaenoic acid
References for Docosahexaenoic acid
References are publications that support the biological activity of the product.
Mata de Urqunia et al (2000) Docosahexaenoic acid, a ligand for the retinoid X receptor in mouse brain. Science 290 2140 PMID: 11118147
Zapata-Gonzalez et al (2008) Human dendritic cell activities are modulated by the omega-3 fatty acid, docosahexaenoic acid, mainly through PPARγ: RXR heterodimers: comparison with other polyunsaturated fatty acids. J.Leukoc.Biol. 84 1172 PMID: 18632990
Hossain et al (2009) Mechanism of docosahexaenoic acid-induced inhibition of in vitro Aβ1-42 fibrillation and Aβ1-42-induced toxicity in SH-S5Y5 cells. J.Neurochem. 111 568 PMID: 19686246
If you know of a relevant reference for Docosahexaenoic acid, please let us know.
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Keywords: Docosahexaenoic acid, Docosahexaenoic acid supplier, RXR, agonists, retinoid, X, receptors, selective, DHA, Retinoid, Receptor, 3687, Tocris Bioscience
3 Citations for Docosahexaenoic acid
Citations are publications that use Tocris products. Selected citations for Docosahexaenoic acid include:
Wnuk et al (2018) Benzophenone-3 Impairs Autophagy, Alters Epigenetic Status, and Disrupts Retinoid X Receptor Signaling in Apoptotic Neuronal Cells. Mol Neurobiol 55 5059 PMID: 28815487
Reyes-Reveles et al (2017) Phagocytosis-dependent ketogenesis in retinal pigment epithelium. J Biol Chem 292 8038 PMID: 28302729
Pal et al (2019) Pro-apoptotic and anti-angiogenic actions of 2-methoxyestradiol and docosahexaenoic acid, the biologically derived active compounds from flaxseed diet, in preventing ovarian cancer. J Ovarian Res 12 49 PMID: 31128594
Do you know of a great paper that uses Docosahexaenoic acid from Tocris? Please let us know.
Reviews for Docosahexaenoic acid
Average Rating: 3 (Based on 1 Review.)
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DHA.
By
Anonymous on 01/31/2018
Assay Type: Ex Vivo
Species: Mouse
Cell Line/Tissue: Brain Slice
DHA used to verify if cells can metabolise various lipids. No effect seen here with DHA but we would need more controls to evaluate the product itself.
Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Retinoid Receptors Scientific Review
Written by Alexander Moise, this review summarizes the nature of retinoid receptors, their isotype and isoform variants and modulation of retinoid signaling. Compounds available from Tocris are listed.