344827

Fucosyltransferase Inhibitor, 2F-Peracetyl-Fucose

2F-Peracetyl-Fucose is a cell-permeable fluorinated fucose derivative that acts as an inhibitor of fucosyltransferases following its uptake and metabolic transformation into a GDP-fucose mimetic.

• Synonym(s): Fucosyltransferase Inhibitor, 2F-Peracetyl-Fucose, (3S,4R,5R,6S)-3-fluoro-6-methyltetrahydro-2H-pyran-2,4,5-triyl triacetate
• Empirical Formula (Hill Notation): C₁₂H₁₇FO₇
• Molecular Weight: 292.26
• NACRES: NA.77
• UNSPSC Code: 12352111
• eCl@ss: 32150917
• Assay: ≥98% (NMR)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 300
• assay: ≥98% (NMR)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white
• solubility: DMSO: 10 mg/mL
• shipped in: ambient
• storage temp.: −20°C

Description

General description

A cell-permeable fluorinated fucose derivative that acts as an inhibitor of fucosyltransferases following its uptake and metabolic transformation into a GDP-fucose mimetic. Treatment of HL-60 cells with this inhibitor shows complete abolition of Lewis-X and SLex within 3 days. Also abolishes P-selectin binding and exhibits faster rolling cells on E-selectin and P-selectin coated surfaces. Does not affect cell viability or their doubling time even at 200 µM levels.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Fucosyltransferase

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable