Water is typically not an ideal solvent for lipids. The choice of solvent depends on the intended application. A mixture of chloroform, methanol, and acetic acid at a ratio of 95:5:5, could be considered. Ideally, consulting the scientific literature would be necessary to determine if a specific solvent is used for the intended application.
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
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About This Item
Fórmula empírica (notación de Hill):
C21H41O7P · xNa+
Número de CAS:
Peso molecular:
436.52 (free acid basis)
Número MDL:
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
NACRES:
NA.77
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Productos recomendados
Nivel de calidad
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
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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.
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)
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Certificados de análisis (COA)
Lot/Batch Number
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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.
TRPM7 controls mesenchymal features of breast cancer cells by tensional regulation of SOX4
Kuipers AJ, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1864(7), 2409-2419 (2018)
T Nishizaki et al.
Brain research. Molecular brain research, 50(1-2), 121-126 (1997-12-24)
The effect of lysophosphatidic acid (lysoPA) on acetylcholine (ACh)-evoked currents was examined using normal and mutant Torpedo nicotinic ACh receptors expressed in Xenopus oocytes. LysoPA enhanced ACh-evoked currents in a washing time- and dose-dependent manner at concentrations of 0.1-3 microM
Tracee Scalise Panetti
Biochimica et biophysica acta, 1582(1-3), 190-196 (2002-06-19)
This review discusses multiple effects of sphingosine 1-phosphate (S1P) and lysophosphatidic acid (LPA) on endothelial cells and proposes that S1P and LPA are important regulators of the vascular system. Two physiologic sources of S1P and LPA are platelets and lipoproteins.
A Gohla et al.
The Journal of biological chemistry, 273(8), 4653-4659 (1998-03-21)
Lysophosphatidic acid (LPA) utilizes a G-protein-coupled receptor to activate the small GTP-binding protein Rho and to induce rapid remodeling of the actin cytoskeleton. We studied the signal transduction from LPA receptors to Rho activation. Analysis of the G-protein-coupling pattern of
F N van Leeuwen et al.
Biochemical Society transactions, 31(Pt 6), 1209-1212 (2003-12-04)
LPA (lysophosphatidic acid), the simplest of al glycerophospholipids, is a potent inducer of cell proliferation, migration and survival. It does so by activating its cognate G-protein-coupled receptors, four of which have been identified. LPA receptors couple to at least three
Artículos
Discover Bioactive Small Molecules for Lipid Signaling Research
Discover Bioactive Small Molecules for Lipid Signaling Research
Discover Bioactive Small Molecules for Lipid Signaling Research
Discover Bioactive Small Molecules for Lipid Signaling Research
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What substance can be used to dissolve this product?
1 answer-
Helpful?
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Is this version of the compound cell culture grade?
1 answer-
This product is not cell culture grade. Unfortunately, there is not a LPA sodium salt offered that is cell culture suitable. The suitability for this product in cell culture would have to be determined by the end-user. See below the links to the product datasheet, a sample Certificate of Analysis, and Peer Reviewed Papers, respectively:
Datasheet
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/296/848/l7260pis.pdfPeer Reivewed Papers
https://www.sigmaaldrich.com/search/l7260?focus=papers&page=1&perpage=30&sort=relevance&term=l7260&type=citation_searchHelpful?
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