Formulation: A solution in chloroform
Formal Name: (9Z)-9-octadecenoic acid, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester
Purity: ≥95%
Formula Markup: C22H41O5P
Formula Weight: 416,5
Shelf life (days): 365
CAS Number: 779333-58-3
Notes: 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.{17448,17449} 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 lysophosphatidic acid (LPA).{14910} Oleoyl 3-Carbacyclic Phosphatidic Acid (3-ccPA 18:1) is a cyclic LPA analog that contains the 18:1 fatty acid, oleate, at the sn-1 position of the glycerol backbone.{14910} At 25 μM, it inhibits the transcellular migration of MM1 cells across mesothelial cell monolayers in response to fetal bovine serum (90.1%) or LPA (99.9%) without affecting proliferation.{14910} 3-ccPA 18:1, at 0.1-1.0 μM, significantly inhibits autotaxin,{14911,17450} an enzyme that is important in cancer cell survival, growth, migration, invasion, and metastasis.
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