Sialyltransferase Inhibitor, 3Fax-Peracetyl Neu5Ac - Calbiochem (C15-1305-829)

General 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-233264" target=_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 SLe^X 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.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Sialyltransferase

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -70°C.

Other Notes

Rillahan, C., et al. 2012. Nat. Chem. Bio.8, 661.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Molecular Weight: 551.47. Empirical Formula: C₂₂H₃₀FNO₁₄. Quality Level: 100. Assay: ≥. 98% (NMR). form: solid. manufacturer/tradename: Calbiochem^®. . storage condition: OK to freeze, protect from light. color: white. solubility: DMSO: 50 . mg/mL. shipped in: ambient. storage temp.: −. 70°C. SMILES string: F[C@@H]1[C@@H]([C@H](C([C@@H]([C@@H](COC(C): O)OC(C): O)OC(C): O)OC(C(OC): O)1OC(C): O)NC(C): O)OC(C): O. Storage Class Code: 11 - Combustible Solids. WGK: WGK 2. Flash Point(F): Not applicable. Flash Point(C): Not applicable.