L7260

Oleoyl-L-α-lysophosphatidic acid sodium salt

≥98%, solid

• Sinónimos: 1-Oleoyl-sn-glycerol 3-phosphate sodium salt, 3-sn-Lysophosphatidic acid, 1-oleoyl sodium salt, LPA sodium salt
• Fórmula empírica (notación de Hill): C₂₁H₄₁O₇P · xNa⁺
• Número de CAS: 22556-62-3
• Peso molecular: 436.52 (free acid basis)
• Número MDL: MFCD00133427
• Código UNSPSC: 12352211
• ID de la sustancia en PubChem: 24896456
• NACRES: NA.77

Propiedades

• Nivel de calidad: 200
• Ensayo: ≥98%
• Formulario: solid
• color: white
• tipo de lípido: phosphoglycerides
• temp. de almacenamiento: −20°C
• cadena SMILES: 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+;;
• Clave InChI: CHJOEWDRTPWOCY-TTWKNDKESA-N

Descripción

Descripción general

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.[1] Oleoyl-L-α-lysophosphatidic acid activates the receptor LPA4.[2] In keratinocytes, oleoyl-L-α-lysophosphatidic acid promotes growth to some extent.[3]

Aplicación

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[4]
• in RH7777 cells for cyclic adenosine monophosphate (cAMP) accumulation assay and calcium mobilisation assay[5]
• in vitro luciferase assay and live-cell imaging[6]

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Precaución

Hygroscopic, photosensitive

Nota de preparación

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)