A cyclic LPA analog that contains the 18:1 fatty acid

Oleoyl 3-carbacyclic Phosphatidic Acid – 10 mg

Brand:
Cayman
CAS:
779333-58-3
Storage:
-20
UN-No:
De Minimis - 1888 / 6.1

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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SKU: 10010299 - 10 mg Category:

Description

A cyclic LPA analog that contains the 18:1 fatty acid, oleate, at the sn-1 position; at 25 μM, inhibits the transcellular migration of MM1 cells across mesothelial cell monolayers without affecting proliferation; at 0.1-1.0 μM, significantly inhibits autotaxin and antagonizes LPA1 (IC50 = 836 nM) and LPA3 (IC50 = 440 nM)

Formal name: (9Z)-9-octadecenoic acid, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester

Synonyms:  3-ccPA 18:1

Molecular weight: 416.5

CAS: 779333-58-3

Purity: ≥95%

Formulation: A solution in chloroform

Product Type|Biochemicals|Lipids|Glycerophospholipids||Product Type|Biochemicals|Small Molecule Inhibitors||Research Area|Lipid Biochemistry|Glycerophospholipids

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