L7260

Oleoyl-L-α-lysophosphatidische Säure Natriumsalz

≥98%, solid

• Synonym(e): 1-Oleoyl-sn.-glycerin-3-phosphat Natriumsalz
• Empirische Formel (Hill-System): C₂₁H₄₁O₇P · xNa⁺
• CAS-Nummer: 22556-62-3
• Molekulargewicht: 436.52 (free acid basis)
• MDL-Nummer: MFCD00133427
• UNSPSC-Code: 12352211
• PubChem Substanz-ID: 24896456
• NACRES: NA.77

Eigenschaften

• Assay: ≥98%
• Form: solid
• Farbe: white
• Lipid-Typ: phosphoglycerides
• Lagertemp.: −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+;;
• InChIKey: CHJOEWDRTPWOCY-TTWKNDKESA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Vorsicht

Hygroscopic, photosensitive

Angaben zur Herstellung

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)