Diacylglycerol pyrophosphate
Diacylglycerol pyrophosphate (DGPP) is a phospholipid signaling mediator present in plants, yeasts and oomycetes, but absent in higher animals. Diacylglycerol pyrophosphate induces the phosphorylation and activation of p42 and p44 mitogen-activated protein kinases, the phosphorylation of cytosolic phospholipase A2 type IV, and the membrane translocation of protein kinase C. Diacylglycerol pyrophosphate stimulates the secretion of arachidonic acid metabolites and prostaglandins in macrophages, and acts as a macrophage activator with pro-inflammatory properties. Diacylglycerol pyrophosphate has an affinity for Opi1p and activates phosphatidylserine synthase. Diacylglycerol pyrophosphate can be used in lipid metabolism-related studies.
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- CAS No.: 221044-58-2
- 화학식: C19H38O11P2
- 분자량:504.45
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보관:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Diacylglycerol pyrophosphate (0-50 μM; 1-30 min) induces potent, dose- and time-dependent PGE2 production in mouse P388D1 macrophages, reaching a peak of approximately 0.33 ng/106 cells after treatment with 10 μM for 30 min, and a peak of approximately 0.9 ng/106 cells after treatment with 50 μM for 15 min[1].
Diacylglycerol pyrophosphate (50 μM; 30 min) triggers PGD2 generation in mouse P388D1 macrophages (this production is dose-dependently inhibited by Suramin (HY-B0879)), mediates arachidonic acid release fully abrogated by group IV cPLA2 inhibitor MAFP (HY-103334) to confirm cPLA2 engages in its signaling pathway, and induces phosphorylation of group IV cPLA2[1].
Diacylglycerol pyrophosphate (50 μM; 2-30 min) activates p42 and p44 mitogen-activated protein kinases (MAPKs) in mouse P388D1 macrophages in a time-dependent manner, and this activation is inhibited by the mitogen-activated protein kinase kinase inhibitor PD098059 in a dose-dependent manner[1].
Diacylglycerol pyrophosphate (50 μM; 1-10 min) activates PKC isozymes α, ε and δ in mouse P388D1 macrophages, which is manifested by their rapid translocation to membrane fractions within 1 minute after stimulation, while PKC ζ remains inactive[1].
Diacylglycerol pyrophosphate (DGPP) stabilizes the bilayer phase of DEPE model membranes, and exhibits a cylindrical effective molecular conformation identical to that of DOPC under physiological pH and salt conditions; the phosphomonoester pKa values in equimolar DOPC/DOPE multilamellar vesicles are 2.61 and 6.71[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:mouse P388D1 macrophages
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Concentration:50 μM
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Incubation Time:30 min
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Result:Induced a retardation of the electrophoretic mobility of unphosphorylated cPLA2 in resting cells, indicating phosphorylation of this enzyme fraction, which matched the mobility shift induced by the positive control LPS/PAF treatment.
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Cell Line:mouse P388D1 macrophages
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Concentration:50 μM (DGPP; 2-30-min stimulation)
0, 1, 5, 10, 25 μM (PD098059) -
Incubation Time:2, 5, 10, 20, 30 min (DGPP)
pre-treatment (PD098059) -
Result:Induced robust phosphorylation of both p42 MAPK and p44 MAPK, with activation detectable as early as 2 minutes, increasing through 10 minutes, and remaining sustained through 30 minutes.
Had induced p42/p44 MAPK phosphorylation dose-dependently inhibited by pre-treatment with PD098059, with reduced phosphorylation visible at 1 μM and near-complete inhibition at 25 μM.
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Cell Line:mouse P388D1 macrophages
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Concentration:50 μM
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Incubation Time:1, 2, 5, 10 min
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Result:Induced rapid translocation of PKC α, ε, and δ to membrane fractions, with detectable translocation as early as 1 minute and sustained through 10 minutes.
Failed to induce translocation of PKC ζ to membranes.
Chemical Information
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CAS No. 221044-58-2
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분자량 504.45
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화학식 C19H38O11P2
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SMILES
O=P(O)(O)OP(OC[C@H](OC(CCCCCCC)=O)COC(CCCCCCC)=O)(O)=O
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Synonyms
DGPP
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선적
Room temperature in continental US; may vary elsewhere.
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보관
Please store the product under the recommended conditions in the Certificate of Analysis.
순도&문서
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
- Diacylglycerol pyrophosphate
- 221044-58-2
- DGPP
- Liposome
- protein kinase C δ
- p42 mitogen-activated protein kinase
- p44 mitogen-activated protein kinase
- protein kinase C ε
- group IV cytosolic phospholipase A2
- Lyso-PA receptor (LPA3)
- Opi1p
- macrophages
- protein kinase C α
- mouse P388D1 macrophages
- Inhibitor
- inhibitor
- inhibit