产品名称
08:0 DGPP, Avanti Research™ - A Croda Brand 810800P, powder
SMILES string
[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
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (810800P-10mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810800P
shipped in
dry ice
storage temp.
−20°C
Biochem/physiol Actions
Diacylglycerol pyrophosphate (DGPP) can decrease the phosphatidic acid (PA) signal and can acts as a signaling lipid.
General description
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
Packaging
5 mL Clear Glass Sealed Ampule (810800P-10mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
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)
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
T Munnik et al.
The Journal of biological chemistry, 271(26), 15708-15715 (1996-06-28)
We provide evidence that phosphatidic acid (PtdOH) formed during signaling in plants is metabolized by a novel pathway. In much of this study, 32Pi-labeled Chlamydomonas cells were used, and signaling was activated by adding the G-protein activator mastoparan. Within seconds
M A Balboa et al.
The Journal of biological chemistry, 274(1), 522-526 (1998-12-29)
We have found that the novel phospholipid diacylglycerol pyrophosphate (DGPP), identified in bacteria, yeast, and plants, but not in mammalian cells, is able to potently activate macrophages for enhanced secretion of arachidonate metabolites, a key event in the immunoinflammatory response
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