Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

75347

Sigma-Aldrich

Oleoyl-L-α-lysophosphatidic acid sodium salt

≥96.0% (TLC)

Synonym(s):

1-Oleoyl-sn-glycerol 3-phosphate sodium salt, 3-sn-Lysophosphatidic acid, 1-oleoyl sodium salt, LPA sodium salt

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H41O7P · xNa+
CAS Number:
Molecular Weight:
436.52 (free acid basis)
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

assay

≥96.0% (TLC)

form

solid

composition

18:1, ≥98% (fatty acid)

solubility

chloroform/methanol/acetic acid (18:1:1): 10 mg/mL, clear, colorless to faintly yellow

functional group

oleic acid

lipid type

phosphoglycerides

shipped in

wet ice

storage temp.

−20°C

SMILES string

O[C@](COP([O-])(O)=O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O.[Na+]

InChI

1S/C21H41O7P.Na.H/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26;;/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26);;/b10-9+;;

InChI key

CHJOEWDRTPWOCY-TTWKNDKESA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Endogenous agonist for LPA1 and LPA2 receptors. LPA does not induce angiogenesis, but has effects on endothelial cell physiology that are similar to those of sphingosine 1-phosphate. Induces cell migration of cancer and non-cancer cells.
LPA, a bioactive lipid and a ligand for P2Y5 (a G protein-coupled receptor) , plays an importnt role in the maintenance of human hair growth [1].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Misa Yamada et al.
Journal of neural transmission (Vienna, Austria : 1996), 122(3), 487-494 (2014-08-15)
Lysophosphatidic acid (LPA) is a potent bioactive lipid mediator with diverse biological properties. We previously found altered expression of the LPA-related genes in rodents after treatment with sertraline, which is widely used to treat anxiety disorders and depression. However, little
Sandra M Pasternack et al.
Nature genetics, 40(3), 329-334 (2008-02-26)
Hypotrichosis simplex is a group of nonsyndromic human alopecias. We mapped an autosomal recessive form of this disorder to chromosome 13q14.11-13q21.33, and identified homozygous truncating mutations in P2RY5, which encodes an orphan G protein-coupled receptor. Furthermore, we identified oleoyl-L-alpha-lysophosphatidic acid

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service