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)
• Numéro MDL: MFCD00133427
• Code UNSPSC : 12352211
• ID de substance PubChem : 24896456
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥98%
• Forme: solid
• Couleur: white
• Type de lipide: phosphoglycerides
• Température de stockage: −20°C
• Chaîne 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+;;
• Clé InChI: CHJOEWDRTPWOCY-TTWKNDKESA-N

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Attention

Hygroscopic, photosensitive

Notes préparatoires

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)