75347

Sigma-Aldrich

Oleoyl-L-α-lysophosphatidic acid sodium salt

≥96.0% (TLC)

Synonym(s):
1-Oleoyl-sn-glycerol 3-phosphate sodium salt, LPA sodium salt, 3-sn-Lysophosphatidic acid, 1-oleoyl sodium salt
Empirical Formula (Hill Notation):
C21H41O7P · xNa+
CAS Number:
Molecular Weight:
436.52 (free acid basis)
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

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

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

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Related Categories

Biochem/physiol Actions

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 .
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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis
Certificate of Origin
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...

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