Oleoyl-L-α-lysophosphatidic acid sodium salt

SIGMA/L7260 - ≥98%, solid

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

CAS Number: 22556-62-3
Empirical Formula (Hill Notation): C₂₁H₄₁O₇P · xNa⁺
Molecular Weight: 436.52 (free acid basis)
MDL Number: MFCD00133427
Linear Formula: C₂₁H₄₁O₇P · xNa⁺
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-L7260-1MG	1 mg	$64.70 1/EA	Add To Favorites
45-L7260-5MG	5 mg	$225.00 1/EA	Add To Favorites
45-L7260-25MG	25 mg	$924.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: L7260-1MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98%
color	white
form	solid
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
lipid type	phosphoglycerides
Quality Level	200
SMILES string	O[C@](COP([O-])(O)=O)([H])COC(CCCCCCC/C=CCCCCCCCC)=O.[Na+]
storage temp.	−20°C

Application:	Oleoyl-L-α-lysophosphatidic acid sodium salt has been used: • for the activation of Ras homolog gene family, member A (RhoA) and expression of claudin-1 in human breast cancer epithelial cell line • in RH7777 cells for cyclic adenosine monophosphate (cAMP) accumulation assay and calcium mobilisation assay • in vitro luciferase assay and live-cell imaging
Biochem/physiol Actions:	Endogenous agonist for LPA₁and 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.
Disclaimer:	Hygroscopic, photosensitive
Features and Benefits:	This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
General description:	Lysophosphatidic acid (LPA) is an essential metabolite for membrane biosynthesis. LPA interacts with the G protein-coupled receptors (GPCRs), called the LPA receptor and mediates signaling. Oleoyl-L-α-lysophosphatidic acid activates the receptor LPA4. In keratinocytes, oleoyl-L-α-lysophosphatidic acid promotes growth to some extent.
Packaging:	1, 5, 25 mg in glass bottle
Preparation Note:	Prepared by the action of phospholipase A on L-α-phosphatidic acid, dioleoyl.

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98%
Storage Temp.	−20°C
UNSPSC	12352211

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