857228P

C18 LPA

1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphate (ammonium salt), powder

• Sinónimos: 1-octadecyl-sn-glycero-3-phosphate (ammonium salt); PA(18:0e/0:0)
• Fórmula empírica (notación de Hill): C₂₁H₄₈NO₆P
• Número de CAS: 799279-67-7
• Peso molecular: 441.58
• Código UNSPSC: 51191904
• NACRES: NA.25

Propiedades

• Ensayo: >99% (LPA; may contain up to 10% of the 2-LPA isomer)
• Formulario: powder
• envase: pkg of 1 × 1 mg (857228P-1mg)
• fabricante / nombre comercial: Avanti Research^™ - A Croda Brand 857228P
• tipo de lípido: phospholipids; cardiolipins
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena SMILES: O[C@](COP([O-])(O)=O)([H])COCCCCCCCCCCCCCCCCCC.[NH4+]
• InChI: 1S/C21H45O6P.H3N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-26-19-21(22)20-27-28(23,24)25;/h21-22H,2-20H2,1H3,(H2,23,24,25);1H3/t21-;/m1./s1
• Clave InChI: FFEGYFZPOUEMED-ZMBIFBSDSA-N

Descripción

Descripción general

Lysophosphatidic acid (LPA) is a class of phospholipids,[1] which is water-soluble.[2] It has a glycerol backbone attached via a phosphate group, an aliphatic chain and a hydroxyl group. The aliphatic chain is linked to either sn-1 or sn-2 position and the phosphate group is connected to the sn-3 position. The hydroxyl group is linked to the remaining sn-1 or sn-2 position.[1]

Aplicación

C18 LPA or 1-O-octadecyl-2-hydroxy-sn-glycero-3-phosphate may be used:

• to study its effects on Yes-associated protein (YAP) phosphorylation [2]
• as a standard for the quantification of lysophosphatidic acid (LPA) compounds in proton samples using reversed-phase ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS)[3]
• as a substrate to investigate the phosphatase activity of soluble epoxide hydrolase (sEH) towards LPA compounds[1]

Acciones bioquímicas o fisiológicas

Lysophosphatidic acid (LPA) is a signaling molecule and alters various cellular responses through G protein-coupled receptors (GPCRs).[2] It stimulates smooth muscle contraction, cytoskeleton rearrangement and chemotaxis. LPA is also involved in inducing neurotransmitter release, cell proliferation, platelet aggregation and Ca²⁺ mobilization. Increased levels of LPA in human plasma leads to ovarian cancer and atherosclerosis. LPA acts as a potential biomarker for ovarian cancer.[1]

Envase

5 mL Amber Glass Screw Cap Vial (857228P-1mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3