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Merck

800814P

Avanti

14:0 DG

1,2-dimyristoyl-sn-glycerol, powder

別名:

1,2-ditetradecanoyl-sn-glycerol; DG(14:0/14:0/0:0)

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About This Item

実験式(ヒル表記法):
C31H60O5
CAS番号:
分子量:
512.81
UNSPSCコード:
12352211
NACRES:
NA.25

アッセイ

>99% (TLC)

形状

powder

包装

pkg of 1 × 10 mg (800814P-10mg)
pkg of 1 × 25 mg (800814P-25mg)

メーカー/製品名

Avanti Research - A Croda Brand 800814P

脂質タイプ

neutral glycerides
neutral lipids

輸送温度

dry ice

保管温度

−20°C

InChI

1S/C31H60O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-30(33)35-28-29(27-32)36-31(34)26-24-22-20-18-16-14-12-10-8-6-4-2/h29,32H,3-28H2,1-2H3/t29-/m0/s1

InChI Key

JFBCSFJKETUREV-LJAQVGFWSA-N

詳細

1,2-dimyristoyl-sn-glycerol (14:0 DG) with small polar headgroup and two fatty acid, is an E coli membrane lipid.
In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

アプリケーション

14:0 DG may be used:
  • in the reconstitution of dry lipids for thin layer chromatography
  • in lipid nanoparticles for RNA delivery studies
  • as a standard in gas chromatography–mass spectrometry (GC-MS) analysis for the quantification of lipid A diacylglycerols

生物化学的/生理学的作用

Diacylglycerol (DAG) displays a flip-flop motion. This movement of DAG is inhibited by membrane protein integrase (mini-MPIase-3).It also forms nonlamellar phase.

包装

5 mL Amber Glass Screw Cap Vial (800814P-10mg)
5 mL Amber Glass Screw Cap Vial (800814P-25mg)

保管および安定性

Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.

その他情報

Delivery to cells:
Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.
Effective concentration:
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
Precaution: Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.

法的情報

Avanti Research is a trademark of Avanti Polar Lipids, LLC

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

800814P-VAR:
800814P-BULK:
800814P-10MG:
800814P-25MG:


試験成績書(COA)

製品のロット番号・バッチ番号を入力して、試験成績書(COA) を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。

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

Imidazoline I1 receptor-induced activation of phosphatidylcholine-specific phospholipase C elicits mitogen-activated protein kinase phosphorylation in PC12 cells
Zhang J, et al.
European Journal of Pharmacology, 415(2-3), 117-125 (2001)
Alteration of membrane physicochemical properties by two factors for membrane protein integration
Nomura K, et al.
Biophysical Journal, 117(1), 99-110 (2019)
Nancy J Phillips et al.
The Journal of biological chemistry, 286(24), 21203-21219 (2011-04-19)
Vibrio fischeri, a bioluminescent marine bacterium, exists in an exclusive symbiotic relationship with the Hawaiian bobtail squid, Euprymna scolopes, whose light organ it colonizes. Previously, it has been shown that the lipopolysaccharide (LPS) or free lipid A of V. fischeri
Elisa Callegari et al.
Molecular therapy. Nucleic acids, 11, 485-493 (2018-06-03)
Hepatocellular carcinoma (HCC) is the second leading cause of cancer-related death worldwide. Prognosis is poor, and therapeutic options are limited. MicroRNAs (miRNAs) have emerged as potential therapeutic molecules against cancer. Here, we investigated the therapeutic efficacy of miR-199a-3p, an miRNA
B R Ganong et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(5), 1184-1188 (1986-03-01)
The specificity of protein kinase C activation by sn-1,2-diacylglycerols and analogues was investigated by using a Triton X-100 mixed micellar assay [Hannun, Y. A., Loomis, C. R. & Bell, R. M. (1985) J. Biol. Chem. 260, 10039-10043]. Analogues containing acyl

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