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Description: Sialic acid analog; sialyltransferase inhibitor
Chemical Name: 5-(acetylamino)-3,5-dideoxy-3-fluoro-D-erythro-α-L-manno-2-nonulopyranosonic acid methyl ester 2,4,7,8,9-pentaacetate
Purity: ≥97% (HPLC)
Biological Activity
Cell-permeable sialic acid analog. Deacetylation occurs intracellularly giving rise to a sialyltransferase inhibitor. Abolishes expression of SLex expression on HL-60 cells and reduces E-selectin and P-selectin binding. Prevents metastasis formation in a mouse lung metastasis model.
Technical Data
| M. Wt | 551.47 |
| Formula | C22H30FNO14 |
| Storage | Store at -20°C |
| Purity | ≥97% (HPLC) |
| CAS Number | 117405-58-0 |
| PubChem ID | 72698605 |
| InChI Key | COXHVKPJIOSDPS-RTEYEINBSA-N |
| Smiles | FC1C(OC(C)=O)C(NC(C)=O)C([C@H](OC(C)=O)[C@H](OC(C)=O)COC(C)=O)OC(C(OC)=O)1OC(C)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 55.15 | 100 | |
| ethanol | 27.57 | 50 |
Preparing Stock Solutions
The following data is based on the product molecular weight 551.47. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.81 mL | 9.07 mL | 18.13 mL |
| 5 mM | 0.36 mL | 1.81 mL | 3.63 mL |
| 10 mM | 0.18 mL | 0.91 mL | 1.81 mL |
| 50 mM | 0.04 mL | 0.18 mL | 0.36 mL |
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References
References are publications that support the biological activity of the product.
Rillahan et al (2012) Global metabolic inhibitors of sialyl- and fucosyltransferases remodel the glycome. Nat.Chem.Biol. 8 661 PMID: 22683610
Büll et al (2015) Targeted delivery of a sialic acid-blocking glycomimetic to cancer cells inhibits metastatic spread. ACS Nano. 9 733 PMID: 25575241
If you know of a relevant reference for P-3FAX-Neu5Ac, please let us know.
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Keywords: P-3FAX-Neu5Ac, P-3FAX-Neu5Ac supplier, sialic, acid, analog, sialyltransferases, inhibits, inhibitors, SLeX, Sialyl, Lewis, X, P-selectin, E-selectin, cell, adhesion, metastasis, Other, Transferases, Cell, Adhesion, Molecules, 5760, Tocris Bioscience
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