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P9511

Sigma-Aldrich

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

≥98%

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphate sodium salt, L-α-Phosphatidic acid sodium salt, PA

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About This Item

MDL number:
MFCD00063023
UNSPSC Code:
12352106
PubChem Substance ID:
329820351
NACRES:
NA.77

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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Phosphatidic acid and phospholipase D both stimulate phosphoinositide turnover in cultured human keratinocytes
Ryder NS, et al.
Cellular Signalling, 5(6), 787-794 (1993)
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