Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive

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Products Intro: Product Name:Oleoyl 3-carbacyclic Phosphatidic Acid
CAS:779333-58-3
Purity:>98% Package:1mg;10mg;50mg;100mg;
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Products Intro: Product Name:Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive
CAS:779333-58-3
Purity:98% Package:1mg (solution); 10mg (solution); 500ug (solution); 5mg (solution) Remarks:Medbio
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CAS:779333-58-3
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Products Intro: Product Name:Oleoyl 3-carbacyclic Phosphatidic Acid
CAS:779333-58-3
Purity:>=95% Package:500μg
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Products Intro: Product Name:Oleoyl 3-carbacyclic Phosphatidic Acid
CAS:779333-58-3
Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive Basic information
Product Name:Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive
Synonyms:Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive;IJSTZKWSILWQEC-KTKRTIGZSA-N;9-Octadecenoic acid (9Z)-, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester
CAS:779333-58-3
MF:C22H41O5P
MW:416.53
EINECS:
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Mol File:779333-58-3.mol
Oleoyl 3-carbacyclic Phosphatidic Acid    Exclusive Structure
Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive Chemical Properties
Boiling point 515.7±52.0 °C(Predicted)
density 1.04±0.1 g/cm3(Predicted)
solubility PBS (pH 7.2): 5 mg/ml
pka2.70±0.40(Predicted)
Safety Information
MSDS Information
Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive Usage And Synthesis
DescriptionCyclic 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.1,2 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).3 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.3 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.3 3-ccPA 18:1, at 0.1-1.0 μM, significantly inhibits autotaxin,4,5 an enzyme that is important in cancer cell survival, growth, migration, invasion, and metastasis.
DefinitionChEBI: Oleoyl 3-carbacyclic Phosphatidic Acid is a fatty acid ester.
References1. Kobayashi, T., Tanaka-Ishii, R., Taguchi, R., et al. Existence of a bioactive lipid, cyclic phosphatidic acid, bound to human serum albumin Life Sci. 65(21),2185-2191(1999).
2. Mukai, M., Imamura, F., Ayaki, M., et al. Inhibition of tumor invasion and metastasis by a novel lysophosphatidic acid (cyclic LPA) Int. J. Cancer 81,918-922(1999).
3. Uchiyama, A., Mukai, M., Fujiwara, Y., et al. Inhibition of transcellular tumor cell migration and metastasis by novel carba-derivatives of cyclic phosphatidic acid Biochim. Biophys. Acta 1771,103-112(2007).
4. Baker, D.L., Fujiwara, Y., Pigg, K.R., et al. Carba analogs of cyclic phosphatidic acid are selective inhibitors of autotaxin and cancer cell invasion and metastasis J. Biol. Chem. 281(32),22786-22793(2006).
5. Prestwich, G.D., Gajewiak, J., Zhang, H., et al. Phosphatase-resistant analogues of lysophosphatidic acid: Agonists promote healing, antagonists and autotaxin inhibitors treat cancer Biochim. Biophys. Acta 1781,588-594(2008).
Oleoyl 3-carbacyclic Phosphatidic Acid Exclusive Preparation Products And Raw materials
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