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344827

Sigma-Aldrich

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

Quality Level

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

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

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

344827-2GM:
344827-10MG:
344827-MG:
344827-1GM:
344827-100MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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