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P9511

Sigma-Aldrich

3-sn-Phosphatidic acid sodium salt from egg yolk lecithin

≥98%

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Synonym(s):
1,2-Diacyl-sn-glycero-3-phosphate sodium salt, L-α-Phosphatidic acid sodium salt, PA
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

[Na+].[Na+].OC[C@@H](O)COP([O-])([O-])=O

InChI

1S/C3H9O6P.2Na/c4-1-3(5)2-9-10(6,7)8;;/h3-5H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2/t3-;;/m1../s1

InChI key

GEKBIENFFVFKRG-HWYNEVGZSA-L

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This Item
L47541535722P2767
assay

≥98%

assay

≥99%

assay

-

assay

≥97% (TLC), ≥99% (GC)

form

powder

form

powder

form

-

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

General description

Phosphatidic acid is obtained from phosphatidylcholine with the help of phospholipase D.

Application

3-sn-Phosphatidic acid sodium salt from egg yolk lecithin
  • in the reaction mixture for CDS (cytidine triphosphate:phosphatidate cytidyltransferase) assay and reference lipid for thin layer chromatography (TLC)
  • as a standard to compare the generated radiolabeled phosphatidic acid (PA)
  • to examine its effects on At-Rac2–associated kinase activity

Biochem/physiol Actions

Phosphatidic acid might serve as a modulator of phagocyte respiratory burst. It also acts as a precursor of diacylglycerol, phosphatidic acid and lysophosphatidic acid.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases, Phosphoinositide Kinases and Phosphoprotein Phosphatases (Serine/Threonine) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Prepared from L-α-phosphatidylcholine by hydrolysis with cabbage phospholipase D.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Glycerolipids in signal transduction
Lambeth JD, et al.
New Biotechnology, 31, 237-255 (1996)
Complementary DNAs encoding eukaryotic-type cytidine-5 [prime]-diphosphate-diacylglycerol synthases of two plant species
Kopka J, et al.
Plant Physiology, 113(3), 997-1002 (1997)
Rac homologues and compartmentalized phosphatidylinositol 4, 5-bisphosphate act in a common pathway to regulate polar pollen tube growth
Kost B, et al.
The Journal of cell biology, 145(2), 317-330 (1999)
Daniel Pastor-Flores et al.
Biochimica et biophysica acta, 1861(3), 249-259 (2016-01-09)
Pkh is the yeast ortholog of the mammalian 3-phosphoinositide-dependent protein kinase 1 (PDK1). Pkh phosphorylates the activation loop of Ypks, Tpks, Sch9 and also phosphorylates the eisosome components Lsp1 and Pil1, which play fundamental roles upstream of diverse signaling pathways
Alexandre Francou et al.
Development (Cambridge, England), 141(22), 4320-4331 (2014-11-06)
Elongation of the vertebrate heart occurs by progressive addition of second heart field (SHF) cardiac progenitor cells from pharyngeal mesoderm to the poles of the heart tube. The importance of these cells in the etiology of congenital heart defects has

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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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