857130P

18:1 Lyso PA

Avanti Research^™ - A Croda Brand

• Synonyme(s) : oleoyl lysophosphatidic acid; 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate (sodium salt); PA(18:1(9Z)/0:0); 18:1 LPA; o-LPA; 110681
• Formule empirique (notation de Hill): C₂₁H₄₀O₇PNa
• Numéro CAS: 325465-93-8
• Poids moléculaire : 458.50
• Code UNSPSC : 51191904
• Nomenclature NACRES : NA.25

Propriétés

• Description: 1-oleoyl-2-hydroxy-sn-glycero-3-phosphate (sodium salt)
• Pureté: >99% (LPA; may contain up to 10% of the 2-LPA isomer, TLC)
• Forme: powder
• Conditionnement: pkg of 1 × 1 g (857130P-1g); pkg of 2 × 100 mg (857130P-200mg); pkg of 1 × 25 mg (857130P-25mg)
• Fabricant/nom de marque: Avanti Research^™ - A Croda Brand
• Type de lipide: cardiolipins; phospholipids
• Conditions d'expédition: dry ice
• 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/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);/q;+1/p-1/b10-9-;/t20-;/m1./s1
• Clé InChI: XGRLSUFHELJJAB-JGSYTFBMSA-M

Description

Description générale

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

Application

18:1 Lyso PA or 1-oleoyl-2-hydroxy-sn-glycero-3-phosphate has been used: to study its effects on intracellular calcium concentration [Ca²⁺]i transient in pheochromocytoma cell 12 (PC12) cells and primary astrocytes. It has also been used to study its effects on blood glucose level and physical endurance in fasted mice.

Actions biochimiques/physiologiques

Biological responses to LPA: Cell Proliferation, Inhibition of differentiation (neuroblastoma cells, myoblasts), Platelet aggregation, Smooth muscle contraction, Neurotransmitter release, Stress fibre formation/cell rounding/neurite retraction, Cell-surface-fibronectin binding, Tumor cell invasion, Chemotaxis (dictyostelium amoebae), Cl--mediated membrane depolarization (fibroblasts), Inhibition of connexin 43 based cell-cell communication, Increased tight junction permeability (brain endothelial cells). Note: The bioactivity of LPA appears to require long (i.e., C16 to C18) acyl carbon chains of the type usually found associated with membrane lipids although optimum requirements for a single type of acyl carbon chain are not universal. The bioactivity decreases with shorter chain length. In serum, oleoyl and palmitoyl fatty acid containing LPA are the predominant species.

Conditionnement

5 mL Clear Glass Sealed Ampule (857130P-200mg)

5 mL Clear Glass Sealed Ampule (857130P-25mg)

60 mL Amber Wide Mouth Screw Cap Glass Bottle (857130P-1g)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3