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About This Item
Empirical Formula (Hill Notation):
C21H40O7PNa
CAS Number:
Molecular Weight:
458.50
MDL number:
UNSPSC Code:
51191904
NACRES:
NA.25
description
1-oleoyl-2-hydroxy-sn-glycero-3-phosphate (sodium salt)
assay
>99% (LPA; may contain up to 10% of the 2-LPA isomer, TLC)
form
powder
packaging
pkg of 1 × 1 g (857130P-1g), pkg of 2 × 100 mg (857130P-200mg), pkg of 1 × 25 mg (857130P-25mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
lipid type
cardiolipins
phospholipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
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
InChI key
XGRLSUFHELJJAB-JGSYTFBMSA-M
General description
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.
Biochem/physiol Actions
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.
Packaging
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)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
WGK
WGK 3
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