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Merck

D2534

cis-4,7,10,13,16,19-ドコサヘキサエン酸

≥98%

別名:

DHA

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サイズを選択してください

25 MG

¥8,855

100 MG

¥22,550

1 G

¥75,350

¥8,855

単価¥16,100割引45%

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この商品について

実験式(ヒル表記法):
C22H32O2
CAS番号:
分子量:
328.49
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1715505

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製品名

cis-4,7,10,13,16,19-ドコサヘキサエン酸, ≥98%

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-

SMILES string

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O

InChI key

MBMBGCFOFBJSGT-KUBAVDMBSA-N

biological source

algae

assay

≥98%

form

liquid

functional group

carboxylic acid

lipid type

omega FAs

shipped in

dry ice

storage temp.

−20°C

Quality Level

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当該品目
53171D2410E6627
assay

≥98%

assay

≥98.0% (GC)

assay

≥97%

assay

≥99% (capillary GC)

biological source

algae

biological source

-

biological source

algae

biological source

synthetic (organic)

functional group

carboxylic acid

functional group

carboxylic acid

functional group

ester

functional group

-

form

liquid

form

-

form

liquid

form

film or powder

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

Application

cis-4,7,10,13,16,19-ドコサヘキサエン酸は、次の用途で使用されています:
  • ドコサヘキサエン酸(DHA)治療を実施するための細胞の培養のためのダルベッコ改変イーグル培地(DMEM)における成分として′
  • 分子・細胞レベルにおけるヒト人工多能性幹細胞(iPSC)由来神経細胞に対するその影響の研究
  • 3つのヒト肝細胞癌(HCC)細胞株(HepG2、Hep3B、Huh7)に対するその細胞毒性効果を調べるためのMTT(3-(4,5-ジメチルチアゾール-2-イル)-2,5-ジフェニルテトラゾリウムブロミド)アッセイ

Biochem/physiol Actions

ドコサヘキサエン酸(DHA)は、プロスタグランジンやエイコサノイドなどのシグナル伝達分子の前駆体として機能します。
ドコサヘキサエン酸(DHA)は、中枢神経系の発達や生理機能に関与しています。成体神経新生や神経可塑性を制御します。DHAは、胎児の脳の発達で重要な役割を果たしています。抗酸化特性や抗炎症特性を発揮する可能性があります。DHAは、細胞膜流動性の制御に関与しています。神経伝達物質の放出、遺伝子発現、ミエリン形成、神経炎症、神経細胞分化など、さまざまな脳の発達プロセスにおいて極めて重要な役割を果たしています。DHAは、複数の種類のがんにおいて抗がん作用を発揮します。

General description

ドコサヘキサエン酸(DHA)は、22の炭素と6つの二重結合を持つオメガ-3多価不飽和脂肪酸で、最初の二重結合がメチル末端から3番目の位置にあります(22:6 n-3)。 脂質膜とミエリン鞘の成分です。
ドコサヘキサエン酸(DHA)は、脳に豊富に存在しています。

Packaging

密封アンプル入り.

保管分類

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)


最新バージョンのいずれかを選択してください:

試験成績書(COA)

Lot/Batch Number

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特定のバージョンが必要な場合は、ロット番号またはバッチ番号で特定の証明書を検索できます。

以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

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
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
Guang Yang et al.
Journal of cellular and molecular medicine, 19(10), 2413-2422 (2015-07-16)
Previous work from both our lab and others have indicated that exposure to 50 Hz magnetic fields (ELF-MF) was able to modify ion channel functions. However, very few studies have investigated the effects of MF on γ-aminobutyric acid (GABA) type
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

資料

Lipid Induced Insulin Resistance

質問

1–10/10 質問  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 回答
    1. 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

      役に立ちましたか?

  2. Can I use regular tips and vials instead of glass?

    1 回答
    1. 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.

      役に立ちましたか?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 回答
    1. 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

      役に立ちましたか?

  4. 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 回答
    1. 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.

      役に立ちましたか?

  5. 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 回答
    1. 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.

      役に立ちましたか?

  6. What is the best way to prepare a solution of Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid?

    1 回答
    1. 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.

      役に立ちましたか?

  7. What is the Department of Transportation shipping information for this product?

    1 回答
    1. 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.

      役に立ちましたか?

  8. 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 回答
    1. D2534 is not a solution; it is a neat oil. The density of D2534 is approximately 0.95 g/mL.

      役に立ちましたか?

  9. 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 回答
    1. 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).

      役に立ちましたか?

  10. Are all of the double bonds in the Product D2534, cis-4,7,10,13,16,19-Docosahexaenoic acid, in the cis-configuration?

    1 回答
    1. Yes, this product's double bond configuration is cis.

      役に立ちましたか?

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