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
Synonyme(s) :
1-Oleoyl-sn-glycerol 3-phosphate sodium salt, 3-sn-Lysophosphatidic acid, 1-oleoyl sodium salt, LPA sodium salt
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1 MG
105.00 CHF
5 MG
410.00 CHF
25 MG
1 360.00 CHF
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Changer de vue
1 MG
105.00 CHF
5 MG
410.00 CHF
25 MG
1 360.00 CHF
About This Item
Formule empirique (notation de Hill):
C21H41O7P · xNa+
Numéro CAS:
Poids moléculaire :
436.52 (free acid basis)
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Produits recommandés
Niveau de qualité
Essai
≥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
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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.[1] Oleoyl-L-α-lysophosphatidic acid activates the receptor LPA4.[2] In keratinocytes, oleoyl-L-α-lysophosphatidic acid promotes growth to some extent.[3]
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[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]
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.
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)
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Les clients ont également consulté
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)
Biological roles of lysophosphatidic acid signaling through its production by autotaxin
Okudaira S, et al.
Biochimie, 92(6), 698-706 (2010)
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
Identification of compounds acting as negative allosteric modulators of the LPA 1 receptor
Ellery J, et al.
European Journal of Pharmacology (2018)
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
Articles
Discover Bioactive Small Molecules for Lipid Signaling Research
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What substance can be used to dissolve this product?
1 answer-
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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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