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Merck
CN

810800P

Avanti

08:0 DGPP

Avanti Research - A Croda Brand

别名:

dioctanoylglycerol pyrophosphate (ammonium salt)

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关于此项目

经验公式(希尔记法):
C19H44N2O11P2
化学文摘社编号:
分子量:
538.51
UNSPSC代码:
12352211
NACRES:
NA.25
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产品名称

08:0 DGPP, Avanti Research - A Croda Brand 810800P, powder

方案

>99% (TLC)

表单

powder

包装

pkg of 1 × 10 mg (810800P-10mg)

制造商/商品名称

Avanti Research - A Croda Brand 810800P

运输

dry ice

储存温度

−20°C

SMILES字符串

[O-]P(OC[C@]([H])(OC(CCCCCCC)=O)COC(CCCCCCC)=O)(OP([O-])(O)=O)=O.[NH4+].[NH4+]

InChI

1S/C19H38O11P2.2H3N/c1-3-5-7-9-11-13-18(20)27-15-17(16-28-32(25,26)30-31(22,23)24)29-19(21)14-12-10-8-6-4-2;;/h17H,3-16H2,1-2H3,(H,25,26)(H2,22,23,24);2*1H3/t17-;;/m1../s1

InChI key

XNPNJXYONHGAON-ZEECNFPPSA-N

一般描述

Diacylglycerol pyrophosphate (DGPP), a phospholipid that is usually seen in plants and yeast. It is formed during phosphorylation of phosphatidic acid (PA) with the help of PA kinase (PAK). It is an anionic phospholipid with a pyrophosphate group attached to diacylglycerol.
Diacylglycerol pyrophosphate (DGPP), involved in a novel signaling pathway, has been found in plants, Saccharomyces cerevisiae, and Escherichia coli and macrophage-activating factor, and suggests a potential role for this compound in triggering homeostatic cellular responses.Biological Applications: Short chain DGPP (DiC8) DiC8 DGPP is added to a test tube as a chloroform solution and the solvent is removed. Add water or buffer to the dry lipid residue followed by sonication. The solution is added to cells directly. The short chain DGPP is taken up by mammalian cells and by yeast. Long chain DGPP (DiC18:1) DiC18:1 DGPP is added to a test tube as a chloroform solution and the solvent is removed. Add 0.5% Tergitol (detergent) solution and add this to cells.Notes:Biological Application — "I am not sure how well the long chain DGPP is taken up in yeast cells, that is why we synthesized the DiC8 compound. We only use the long chain compound as a standard for TLC, HPLC and for DGPP phosphatase assays".Storage Conditions — "Store concentrated, ~25mg/ml in chloroform. Concentrations below 10mg/ml are not as stable".Personal communication, George M. Carman, Sept. 1999

生化/生理作用

Diacylglycerol pyrophosphate (DGPP) can decrease the phosphatidic acid (PA) signal and can acts as a signaling lipid.

包装

5 mL Clear Glass Sealed Ampule (810800P-10mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids


历史批次信息供参考:

分析证书(COA)

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Signalling diacylglycerol pyrophosphate, a new phosphatidic acid metabolite
Van SB, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1761(2), 151-159 (2006)
Zn2+-dependent surface behavior of diacylglycerol pyrophosphate and its mixtures with phosphatidic acid at different pHs
Villasuso AL, et al.
Frontiers in Plant Science, 5, 371-371 (2014)
D A Toke et al.
The Journal of biological chemistry, 273(6), 3278-3284 (1998-03-07)
Diacylglycerol pyrophosphate (DGPP) is involved in a putative novel lipid signaling pathway. DGPP phosphatase (DGPP phosphohydrolase) is a membrane-associated 34-kDa enzyme from Saccharomyces cerevisiae which catalyzes the dephosphorylation of DGPP to yield phosphatidate (PA) and then catalyzes the dephosphorylation of
June Oshiro et al.
Biochimica et biophysica acta, 1635(1), 1-9 (2003-12-04)
Diacylglycerol pyrophosphate (DGPP) phosphatase in the yeast Saccharomyces cerevisiae is a Mg(2+)-independent and N-ethylmaleimide-insensitive 34-kDa vacuolar membrane-associated enzyme. It catalyzes the dephosphorylation of DGPP to form phosphatidate (PA) and then removes the phosphate from PA to form diacylglycerol (DAG). The
G M Carman
Biochimica et biophysica acta, 1348(1-2), 45-55 (1997-11-25)
Phosphatidate phosphatase plays a major role in the synthesis of phospholipids and triacylglycerols in the yeast Saccharomyces cerevisiae. Membrane- and cytosolic-associated forms of the enzyme have been isolated and characterized. These enzymes are Mg2+-dependent and N-ethylmaleimide-sensitive. The expression of a

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