A cyclic LPA analog that contains the 16:1 fatty acid

Palmitoleoyl 3-carbacyclic Phosphatidic Acid – 1 mg

Brand:
Cayman
CAS:
910228-13-6
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} Palmitoleoyl 3-carbacyclic phosphatidic acid (3-ccPA 16:1) is a cyclic LPA analog that contains the 16:1 fatty acid, palmitoleate, 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 (86.9%) or LPA (99.9%) without affecting proliferation.{14910} 3-ccPA 16:1 significantly inhibits autotaxin (IC50 = 620 nM),{14911} an enzyme that is important in cancer cell survival, growth, migration, invasion and metastasis. When delivered intraperitoneally, 3-ccPA 16:1 significantly reduces the number of lung metastases formed in mice injected with B16F10 melanoma cells in the tail vein.{14911}  

 

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SKU: 10010298 - 1 mg Category:

Description

A cyclic LPA analog that contains the 16:1 fatty acid, palmitoleate, at the sn-1 position; at 25 μM inhibits the transcellular migration of MM1 cells across mesothelial cell monolayers without affecting proliferation; significantly inhibits autotaxin (IC50 = 620 nM)

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

Synonyms:  3-carbacyclic PA|3-ccPA 16:1

Molecular weight: 388.5

CAS: 910228-13-6

Purity: ≥95%

Formulation: A solution in chloroform

Product Type|Biochemicals|Lipids|Glycerophospholipids||Product Type|Biochemicals|Small Molecule Inhibitors||Research Area|Cancer|Cell Migration & Metastasis||Research Area|Lipid Biochemistry|Glycerophospholipids

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