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2016-04-01 14:15
Revision 24-October-2012 JSW Synonyms (1S,2R)-1-((3S,4R,5R,6S)-3-acetamido-4,6-diacetoxy-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate, 3Fax-Neu5Ac Prodrug Description A cell-permeable sialylic acid analog that upon cellular uptake is transformed into a CMP-Neu5Ac (a href=http://www.emdmillipore.com/products/EMD_BIO-233264target=_blank>233264) mimetic bearing a C3 fluorine substituent at the axial position, effectively inhibiting sialyltransferase in a donor substrate CMP-Neu5Ac-competitive manner. Shown to effectively abloishes HL-60 cell surface SLeX expression (by >95%; 200 µM for 5 days), resulting in dramatic reductions in cell surface E-selectin and P-selectin binding (by >95% and >80%, respectively), without affecting cell viability or proliferation. Form White solid Intert gas (Yes/No) Packaged under inert gas Molar mass 551.5 Structure formula Purity ≥98% by NMR Solubility DMSO (50 mg/ml) Storage ≤ -70°C Protect from light Do Not Freeze Ok to freeze Special Instructions Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -70°C. Toxicity Standard Handling References Rillahan, C., et al. 2012. Nat. Chem. Bio. 8, 661.
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