L7260

Oleoyl-L-α-lysophosphatidic acid sodium salt

≥98%, solid

• Synonyme(s) : 1-Oleoyl-sn-glycerol 3-phosphate sodium salt, 3-sn-Lysophosphatidic acid, 1-oleoyl sodium salt, LPA sodium salt
• Formule empirique (notation de Hill) : C₂₁H₄₁O₇P · xNa⁺
• Numéro CAS: 22556-62-3
• Poids moléculaire : 436.52 (free acid basis)
• NACRES: NA.77
• PubChem Substance ID: 24896456
• UNSPSC Code: 12352211
• MDL number: MFCD00133427

Propriétés

• Quality Segment: 200
• assay: ≥98%
• form: solid
• color: white
• lipid type: phosphoglycerides
• 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

Description

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.

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 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.

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.

Preparation Note

Prepared by the action of phospholipase A on L-α-phosphatidic acid, dioleoyl.

Disclaimer

Hygroscopic, photosensitive

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)