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| | Palmitoyl 3-carbacyclic Phosphatidic Acid Basic information |
| Product Name: | Palmitoyl 3-carbacyclic Phosphatidic Acid | | Synonyms: | Palmitoyl 3-carbacyclic Phosphatidic Acid;LJNWYINJKCNEPA-UHFFFAOYSA-N;Palmitoyl 3-carbacyclic Phosphatidic Acid Exclusive;Hexadecanoic acid, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester;(2-Hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester-hexadecanoic acid | | CAS: | 476310-22-2 | | MF: | C20H39O5P | | MW: | 390.49 | | EINECS: | | | Product Categories: | | | Mol File: | 476310-22-2.mol |  |
| | Palmitoyl 3-carbacyclic Phosphatidic Acid Chemical Properties |
| solubility | PBS (pH 7.2): 0.5 mg/ml | | form | A crystalline solid |
| | Palmitoyl 3-carbacyclic Phosphatidic Acid Usage And Synthesis |
| Description | Cyclic phosphatidic acids (cPAs) are naturally occurring analogs of lysophosphatidic acid (LPA) in which the sn-2 hydroxy group forms a 5-membered ring with the sn-3 phosphate. Carba-derivatives of cPA (ccPA) are modified at the sn-2 (2-ccPA) or sn-3 (3-ccPA) linkage, preventing the opening of cPA to produce LPA. Palmitoyl 3-ccPA is a cyclic LPA analog that contains the 16:0 fatty acid, palmitate, at the sn-1 position of the glycerol backbone. At 25 μM, it inhibits the transcellular migration of MM1 cells across mesothelial cell monolayers in response to fetal bovine serum (81.9%) or LPA (98.9%) without affecting proliferation. 3-ccPA 16:0, at 0.1-25 μM, significantly inhibits autotaxin, an enzyme that is important in cancer cell survival, growth, migration, invasion and metastasis. | | Uses | Palmitoyl 3-carbacyclic phosphatidic acid (HY-139061) is a palmitoylated Carba-like cyclophosphatidic acid and an analog of lysophosphatidic acid (LPA). Palmitoyl 3-carbacyclic phosphatidic acid has different functions from LPA and can inhibit the activation of RhoA and inhibit the migration of melanoma cells. Palmitoyl 3-carbacyclic phosphatidic acid effectively inhibited experimental lung metastasis and reduced the number of tumor nodules in a B16-F0 xenograft mouse model[1]. | | References | [1] Uchiyama A, et al. Inhibition of transcellular tumor cell migration and metastasis by novel carba-derivatives of cyclic phosphatidic acid. Biochim Biophys Acta. 2007 Jan;1771(1):103-12. DOI:10.1016/j.bbalip.2006.10.001 |
| | Palmitoyl 3-carbacyclic Phosphatidic Acid Preparation Products And Raw materials |
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