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
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About This Item
Empirical Formula (Hill Notation):
C12H17FO7
Molecular Weight:
292.26
UNSPSC Code:
12352111
NACRES:
NA.77
Recommended Products
Quality Level
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
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
Fucosyltransferase
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 -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
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Martina Zimmermann et al.
Biotechnology and bioengineering, 118(5), 1818-1831 (2021-01-28)
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Natalie K Thulin et al.
Cell reports, 31(6), 107642-107642 (2020-05-14)
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