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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D2534
cis-4,7,10,13,16,19-Docosahexaensäure
≥98%
Synonym(e):
DHA
Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise
Größe auswählen
25 MG
94,00 €
100 MG
241,00 €
1 G
783,00 €
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Größe auswählen
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25 MG
94,00 €
100 MG
241,00 €
1 G
783,00 €
About This Item
Empirische Formel (Hill-System):
C22H32O2
CAS-Nummer:
Molekulargewicht:
328.49
Beilstein:
1715505
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.25
Empfohlene Produkte
Biologische Quelle
algae
Qualitätsniveau
Assay
≥98%
Form
liquid
Funktionelle Gruppe
carboxylic acid
Lipid-Typ
omega FAs
Versandbedingung
dry ice
Lagertemp.
−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-
InChIKey
MBMBGCFOFBJSGT-KUBAVDMBSA-N
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Allgemeine Beschreibung
Docosahexaensäure (DHA) ist eine mehrfach ungesättigte Omega-3-Fettsäure mit 22 Kohlenstoffen und sechs Doppelbindungen, mit der ersten Doppelbindung an der dritten Position vom Methylterminus (22:6 n-3). Sie ist eine Komponente der Lipidmembran und der Myelinscheide.
Docosahexaensäure (DHA) kommt im Hirn reichlich vor.
Anwendung
cis-4,7,10,13,16,19-Docosahexaensäure wird wie folgt verwendet:
- als Komponente in Dulbeccos Modified Eagle Medium (DMEM) zum Kultivieren von Zellen für eine Docosahexaensäure(DHA)-Behandlung
- zum Untersuchen ihrer Wirkung auf aus humanen induzierten pluripotenten Stammzellen (iPS-Zellen) gewonnenen Neuronen auf molekularer und zellulärer Ebene
- im MTT [3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl-tetrazoliumbromid]-Assay zum Untersuchen ihrer zytotoxischen Wirkung auf drei humane Leberzellkarzinomzelllinien (HepG2, Hep3B, Huh7)
Biochem./physiol. Wirkung
Docosahexaensäure (DHA) dient auch als Vorläufer für Signalmoleküle wie Prostaglandine und Eicosanoide.
Docosahexaensäure (DHA) ist am Wachstum und der Physiologie des zentralen Nervensystems beteiligt. Sie reguliert die adulte Neurogenese und Neuroplastizität. DHA spielt eine wichtige Rolle bei der fetalen Hirnentwicklung. Sie kann antioxidative und entzündungshemmende Eigenschaften aufweisen. DHA spielt eine Rolle bei der Regulierung der Fluidität der Zellmembran. Sie spielt eine wesentliche Rolle in verschiedenen Hirnentwicklungsprozessen, einschließlich Freisetzung von Neurotransmittern, Genexpression, Myelinisierung, Neuroinflammation und Neuronendifferenzierung. DHA besitzt eine Antikrebswirkung gegen verschiedene Arten von Krebs.
Verpackung
Verschweisste Ampulle
Lagerklassenschlüssel
10 - Combustible liquids
WGK
WGK 3
Flammpunkt (°F)
143.6 °F - closed cup
Flammpunkt (°C)
62 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hier finden Sie alle aktuellen Versionen:
Analysenzertifikate (COA)
Lot/Batch Number
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Wenn Sie eine bestimmte Version benötigen, können Sie anhand der Lot- oder Chargennummer nach einem spezifischen Zertifikat suchen.
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Kunden haben sich ebenfalls angesehen
G Kargas et al.
Journal of chromatography, 526(2), 331-340 (1990-04-06)
A rapid, simple and highly sensitive reversed-phase high-performance liquid chromatographic method is described for the separation and quantitation of fatty acids in human serum using a very reactive fluorescent labeling reagent, 9-anthryldiazomethane. Quantitative esterification proceeds at room temperature without heat
Walter J Lukiw et al.
The Journal of clinical investigation, 115(10), 2774-2783 (2005-09-10)
Deficiency in docosahexaenoic acid (DHA), a brain-essential omega-3 fatty acid, is associated with cognitive decline. Here we report that, in cytokine-stressed human neural cells, DHA attenuates amyloid-beta (Abeta) secretion, an effect accompanied by the formation of NPD1, a novel, DHA-derived
M Martínez
Neurology, 40(8), 1292-1298 (1990-08-01)
In confirmation of previous findings, patients with Zellweger's syndrome had extremely low levels of docosahexaenoic acid (22:6 omega 3) in the brain, liver, and kidneys. The other product of delta 4 desaturation, 22:5 omega 6, was also very significantly decreased
J L Tremoleda et al.
European journal of nuclear medicine and molecular imaging, 43(9), 1710-1722 (2016-05-08)
Traumatic spinal cord injury (SCI) is a devastating condition which affects millions of people worldwide causing major disability and substantial socioeconomic burden. There are currently no effective treatments. Modulating the neuroinflammatory (NI) response after SCI has evolved as a major
Ana M Torres-Guzman et al.
Arthritis research & therapy, 16(2), R64-R64 (2014-03-13)
Clinical and preclinical studies have shown that supplementation with ω-3 polyunsaturated fatty acids (ω-3 PUFAs) reduce joint destruction and inflammation present in rheumatoid arthritis (RA). However, the effects of individual ω-3 PUFAs on chronic arthritic pain have not been evaluated
Artikel
Lipid Induced Insulin Resistance
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Can I use regular tips and vials instead of glass?
1 Antwort-
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 Antwort-
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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How can I determine the shelf life / expiration / retest date of this product?
1 Antwort-
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/449/386/product-dating-information-mk.pdfHilfreich?
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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?
1 Antwort-
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?
1 Antwort-
D2534 is not a solution; it is a neat oil. The density of D2534 is approximately 0.95 g/mL.
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What is the Department of Transportation shipping information for this product?
1 Antwort-
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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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?
1 Antwort-
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 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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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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After I prepare a solution of Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, in ethanol, how should it be stored?
1 Antwort-
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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