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Shanghai EFE Biological Technology Co., Ltd.
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Product Name:Palmitoleoyl 3-carbacyclic Phosphatidic Acid Exclusive CAS:910228-13-6 Purity:95% Package:500μg;1mg;5mg
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Shanghai Hongye Biotechnology Co. Ltd
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Product Name:Palmitoleoyl 3-carbacyclic Phosphatidic Acid CAS:910228-13-6 Purity:>98% Package:1mg;10mg;50mg;100mg;
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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Product Name:Palmitoleoyl 3-carbacyclic Phosphatidic Acid CAS:910228-13-6 Purity:98% Package:10 mg;50 mg;100 mg;500 mg;1 g;5 g;10 g
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MedBioPharmaceutical Technology Inc
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Product Name:Palmitoleoyl 3-carbacyclic Phosphatidic Acid CAS:910228-13-6 Purity:98% Package:5mg (solution); 500ug (solution); 10mg (solution); 1mg (solution) Remarks:Medbio
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TargetMol Chemicals Inc.
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Product Name:Palmitoleoyl 3-carbacyclic phosphatidic acid CAS:910228-13-6 Purity:0 Package:50mg;10mg
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| Palmitoleoyl 3-carbacyclic Phosphatidic Acid Basic information |
Product Name: | Palmitoleoyl 3-carbacyclic Phosphatidic Acid | Synonyms: | Palmitoleoyl 3-carbacyclic Phosphatidic Acid;IAGUMCXYAAGWJD-FPLPWBNLSA-N;Palmitoleoyl 3-carbacyclic Phosphatidic Acid Exclusive;9-Hexadecenoic acid, (2-hydroxy-2-oxido-1,2-oxaphospholan-5-yl)methyl ester, (9Z)- | CAS: | 910228-13-6 | MF: | C20H37O5P | MW: | 388.48 | EINECS: | | Product Categories: | | Mol File: | 910228-13-6.mol | |
| Palmitoleoyl 3-carbacyclic Phosphatidic Acid Chemical Properties |
solubility | PBS (pH 7.2): 5 mg/ml |
| Palmitoleoyl 3-carbacyclic Phosphatidic Acid Usage And Synthesis |
Description | 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.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 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.3 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.3 3-ccPA 16:1 significantly inhibits autotaxin (IC50 = 620 nM),4 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.4 | References | 1. 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). |
| Palmitoleoyl 3-carbacyclic Phosphatidic Acid Preparation Products And Raw materials |
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