产品名称
18:1 DGPP, dioleoylglycerol pyrophosphate (ammonium salt), powder
SMILES string
[O-]P(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)(OP([O-])(O)=O)=O.[NH4+].[NH4+]
InChI
1S/C39H74O11P2.2H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)47-35-37(36-48-52(45,46)50-51(42,43)44)49-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;;/h17-20,37H,3-16,21-36H2,1-2H3,(H,45,46)(H2,42,43,44);2*1H3/b19-17-,20-18-;;/t37-;;/m1../s1
InChI key
SIWIEYLZDXPRIY-AXQFFRRZSA-N
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (810811P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 810811P
lipid type
bioactive lipids
shipped in
dry ice
storage temp.
−20°C
Application
DGPP 18:1 (dioleoylglycerol pyrophosphate) may be used in biochemical assays to study its effects on transient receptor potential 1 (TRPV1) function. It may also be used in liposome binding studies.
Biochem/physiol Actions
Dioleoylglycerophosphate (DGPP) is capable of stimulating stress-related responses in plants. It may also play a role in abscisic acid (ABA) signaling.
General description
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
Dioleoylglycerophosphate (DGPP) is mainly present in plants and yeast. It carries two phosphate groups in its headgroup. DGPP 18:1 (dioleoylglycerol pyrophosphate) has two oleyl chains and is a bioactive lipid.
Packaging
5 mL Clear Glass Sealed Ampule (810811P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
No data available
flash_point_c
No data available
Lipid-protein interactions for ECA1 an N-ANTH domain protein involved in stress signaling in plants.
Priya Putta et al.
Chemistry and physics of lipids, 231, 104919-104919 (2020-05-18)
Epsin-like Clathrin Adaptor 1 (ECA1/ PICALM1A) is an A/ENTH domain protein that acts as an adaptor protein in clathrin-mediated endocytosis. ECA1 is recruited to the membrane during salt stress signaling in plants in a phosphatidic acid (PA)-dependent manner. PA is
Liza Strawn et al.
Frontiers in plant science, 3, 40-40 (2012-05-31)
Phosphatidic acid (PA) is a lipid second messenger that is formed transiently in plants in response to different stress conditions, and plays a role in recruiting protein targets, ultimately enabling an adequate response. Intriguingly, this increase in PA concentration in
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
Sara L Morales-Lázaro et al.
The Journal of biological chemistry, 289(35), 24079-24090 (2014-07-19)
The transient receptor potential vanilloid 1 (TRPV1) ion channel is a polymodal protein that responds to various stimuli, including capsaicin (the pungent compound found in chili peppers), extracellular acid, and basic intracellular pH, temperatures close to 42 °C, and several
Bas van Schooten et al.
Biochimica et biophysica acta, 1761(2), 151-159 (2006-02-14)
Diacylglycerol pyrophosphate (DGPP) is a novel phospholipid that has been found in plants and yeast but not in higher animals. It is produced through phosphorylation of phosphatidic acid (PA) by the novel enzyme PA kinase (PAK). In plants, DGPP is
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