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1-Oleoyl lysophosphatidic acid - ≥95%，10mg/ml in ethanol, high purity , CAS No.65528-98-5
a species of lysophosphatidic acid containing oleic acid at the sn-1 position
Basic Description Synonyms CHEBI:62837 | 1-Oleoyl-sn-glycerol 3-phosphate | 1-Oleoyl-sn-glycero-3-phosphate | LysoPA(18:1) | lysophosphatidic acid | 1-oleylglycerol 3-phosphate | 1-(9Z-octadecenoyl)-sn-glycero-3-phosphate | PA(18:1/0:0) Specifications & Purity ≥95%，10mg/ml in ethanol Storage Temp Store at -20°C Shipped In Ice chest + Ice pads Product Description 1-Oleoyl lysophosphatidic acid is a species of lysophosphatidic acid (LPA) containing oleic acid at the sn-1 position. Phosphatidic acid is made either through a two step process involving liberation of diacylglycerol (DAG) by phospholipase C (PLC) follow by phosphorylation of DAG by diglycerol kinase or directly through the action of phospholipase D (PLD). Hydrolysis of the fatty acid at the sn-2 position by phospholipase A2 (PLA2) yields bioactive LPA, which binds to one of five different G protein linked receptors to mediate a variety of biological responses including platelet aggregation, cell proliferation, smooth muscle contraction, cell motility and neurite retraction. 1-Oleoyl lysophosphatidic acid is the most potent of the LPA analogs for calcium mobilization in A431 cells and for growth stimulation of a variety of cell lines.
Product Properties pKa pKₐ: 1.82 (Predicted) Ki Data Autotaxin: Ki= 100 nM (human)
Associated Targets(Human) Associated Targets(non-human) Mechanisms of Action Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References
Names and Identifiers IUPAC Name [(2R)-2-hydroxy-3-phosphonooxypropyl] (Z)-octadec-9-enoate INCHI InChI=1S/C21H41O7P/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-/t20-/m1/s1 InChi Key WRGQSWVCFNIUNZ-GDCKJWNLSA-N Canonical SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)O)O PubChem CID 5311263 UN Number 1170 Packing Group II Molecular Weight 436.52
Chemical and Physical Properties Solubility Soluble in DMSO (~2 mg/ml), DMF (~2 mg/ml), PBS (pH 7.2) (~3 mg/ml), and ethanol. Refractive Index n20D1.49 (Predicted) Boil Point(°C) 78° C
Safety and Hazards(GHS) Pictogram(s) GHS05 , GHS02 Signal Danger Hazard Statements H319: Causes serious eye irritation
H225: Highly Flammable liquid and vapor
Precautionary Statements P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.
P280: Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378: In case of fire: Use ... to extinguish.
P210: Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.
P501: Dispose of contents/container to ...
P233: Keep container tightly closed.
P240: Ground/bond container and receiving equipment.
P264: Wash hands [and …] thoroughly after handling.
P403+P235: Store in a well-ventilated place. Keep cool.
P303+P361+P353: IF ON SKIN (or hair): Take off Immediately all contaminated clothing. Rinse SKIN with water [or shower].
P241: Use explosion-proof [electrical/ventilating/lighting/.../] equipment.
P337+P313: IF eye irritation persists: Get medical advice/attention.
P242: Use only non-sparking tools.
P243: Take precautionary measures against static discharge.
Class 3
Citations of This Product 1. Xiaoyang Sun, Lifen Zhang, Shaojun Tian, Kaizhou Yang, Jianchun Xie. (2020) Phospholipid composition and emulsifying properties of rice bran lecithin from enzymatic degumming. LWT-FOOD SCIENCE AND TECHNOLOGY, 117 (108588). [PMID: [10.1016/j.lwt.2019.108588 ]
References 1. Xiaoyang Sun, Lifen Zhang, Shaojun Tian, Kaizhou Yang, Jianchun Xie. (2020) Phospholipid composition and emulsifying properties of rice bran lecithin from enzymatic degumming. LWT-FOOD SCIENCE AND TECHNOLOGY, 117 (108588). [PMID: [10.1016/j.lwt.2019.108588 ]
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