If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf
D2534
cis-4,7,10,13,16,19-Docosahexaenoic acid
≥98%
Synonym(s):
DHA
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| Size/SKU | Availability | Price |
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About This Item
biological source
algae
Quality Segment
assay
≥98%
functional group
carboxylic acid
lipid type
omega FAs
shipped in
dry ice
storage temp.
−20°C
SMILES string
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
InChI
1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChI key
MBMBGCFOFBJSGT-KUBAVDMBSA-N
General description
Application
- as a component in Dulbecco′s modified Eagle medium (DMEM) for culturing cells to perform docosahexaenoic acid (DHA) treatment
- to study its impact on human induced pluripotent stem cell (iPSC)-derived neuronal at a molecular and cellular level
- in MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] assay to study its cytotoxic effects on three human hepatocellular carcinoma (HCC) cell lines (HepG2, Hep3B, Huh7)
Biochem/physiol Actions
Packaging
1 of 1
This Item | |||
|---|---|---|---|
| functional group carboxylic acid | functional group carboxylic acid | functional group ester | functional group - |
| biological source algae | biological source - | biological source algae | biological source synthetic (organic) |
| assay ≥98% | assay ≥98.0% (GC) | assay ≥97% | assay ≥99% (capillary GC) |
| storage temp. −20°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
| shipped in dry ice | shipped in - | shipped in ambient | shipped in dry ice |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
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Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
143.6 °F - closed cup
flash_point_c
62 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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How can I determine the shelf life / expiration / retest date of this product?
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Can I use regular tips and vials instead of glass?
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This product is packaged as a neat oil in an all-glass ampule, and it would be best to keep it in that ampule until it is time to use the product, to prevent oxidation. Once the ampule is broken open, manipulations (transfer, dissolving, making aliquots) should be done quickly. Either plastic or glass pipettes and vials can be used.
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How is shipping temperature determined? And how is it related to the product storage temperature?
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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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Is Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid soluble in DMSO? If so, what is the solubility of the product in DMSO?
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This product has not been tested for solubility in DMSO. However, various sources state this product can be solubilized in DMSO at a concentration of 100 mM.
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Is Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, a solution? If so, what is the solvent? If not, what is the density?
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D2534 is not a solution; it is a neat oil. The density of D2534 is approximately 0.95 g/mL.
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After I prepare a solution of Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, in ethanol, how should it be stored?
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The solution in ethanol would be unstable. It is best to make solutions up fresh. If this is not possible, divide the solution into aliquots and layer argon or nitrogen over the solution in each vial. Also, the product may be packaged in ampules, or kept in a vial with a cap plug or vacuum seal and stored at -70 °C. Any antioxidant such as BHT (di-tert-butyl hydroxytoluene) will aid in preventing oxidation of this product. BHT would be one of the better antioxidants to use. It can be used at 0.1% w/w or in the most extreme cases up to 1%. The most important thing to do to prevent oxidation is to exclude oxygen from contacting the product.
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I know that Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, is very prone to oxidation. I would like to study the oxidation in detail. Do you have any references?
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A rapid method for studying the oxidation of fatty acids, including linoleic acid, eicosapentaenoic acid and docosahexaenoic acid, has been published. Boyd, L.C., et al., A rapid method for determining the oxidation of n-3 fatty acids. J. Am. Oil Chem. Soc., 69, 325-330 (1992).
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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Are all of the double bonds in the Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, in the cis-configuration?
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Yes, this product's double bond configuration is cis.
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What is the best way to prepare a solution of Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid?
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D2534 is soluble in chloroform at a concentration of 50 mg/mL. For biological or biochemical applications, chloroform is probably not suitable. Information in our files indicates that the product would be expected to be soluble in 95% ethanol to at least 10 mg/mL.
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