Oleoyl 3-carbacyclic Phosphatidic Acid [779333-58-3]
Katalog-Nummer T84482-5mg
Size : 5mg
Marke : TargetMol
Oleoyl 3-carbacyclic Phosphatidic Acid
Copy Product InfoOleoyl 3-carbacyclic Phosphatidic Acid are naturally occurring lysophosphatidic acid (LPA) analogs characterized by a five-membered ring formed between the sn-2 hydroxy group and the sn-3 phosphate moiety. Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) contains the 18:1 fatty acid oleate at the sn-1 position of the glycerol backbone and functions as a cyclic lysophosphatidic acid analog. At a concentration of 25 μM, Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) inhibits MM1 cell transcellular migration through mesothelial cell monolayers induced by fetal bovine serum by 90.1% and by lysophosphatidic acid by 99.9%, without affecting cell proliferation. Furthermore, Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1), at concentrations ranging from 0.1 to 1.0 μM, markedly suppresses autotaxin, a key regulator of cancer cell survival, growth, migration, invasion, and metastasis. These findings support the application of Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) in studies of lysophospholipid signaling, cancer cell biology, cell migration, and autotaxin-mediated molecular mechanisms.
Cas No. 779333-58-3
For research use only—not for human use. No sales to individuals. Use as intended only.
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Color:Transparent
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| Description | Oleoyl 3-carbacyclic Phosphatidic Acid are naturally occurring lysophosphatidic acid (LPA) analogs characterized by a five-membered ring formed between the sn-2 hydroxy group and the sn-3 phosphate moiety. Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) contains the 18:1 fatty acid oleate at the sn-1 position of the glycerol backbone and functions as a cyclic lysophosphatidic acid analog. At a concentration of 25 μM, Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) inhibits MM1 cell transcellular migration through mesothelial cell monolayers induced by fetal bovine serum by 90.1% and by lysophosphatidic acid by 99.9%, without affecting cell proliferation. Furthermore, Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1), at concentrations ranging from 0.1 to 1.0 μM, markedly suppresses autotaxin, a key regulator of cancer cell survival, growth, migration, invasion, and metastasis. These findings support the application of Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) in studies of lysophospholipid signaling, cancer cell biology, cell migration, and autotaxin-mediated molecular mechanisms. |
| In vitro | Method: Oleoyl-containing 3-carbacyclic phosphatidic acid was assessed in autotaxin lysophospholipase-D assays, LPA-receptor-response assays and A2058 melanoma-cell invasion assays. Result: The carba analogue showed little LPA-receptor agonism, inhibited autotaxin activity and reduced melanoma-cell invasion. [1] |
| In vivo | Method: Carba analogues of cyclic phosphatidic acid, including the oleoyl 3-ccPA species, were evaluated in a murine B16-F10 melanoma experimental pulmonary-metastasis model.[1] Result: Treatment reduced experimental melanoma metastasis, consistent with inhibition of autotaxin-dependent invasion and metastatic dissemination.[1] |
| Molecular Weight | 416.53 |
| Formula | C22H41O5P |
| Cas No. | 779333-58-3 |
| Smiles | C(OC(CCCCCCC/C=C\CCCCCCCC)=O)C1CCP(=O)(O)O1 |
| Storage | Store at low temperature Pure form: -20°C for 3 years | In solvent: -80°C for 1 year Shipping with blue ice/Shipping at ambient temperature. |