Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H17FO7
Molecular Weight:
292.26
UNSPSC Code:
12352111
NACRES:
NA.77

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
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


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Martina Zimmermann et al.
Biotechnology and bioengineering, 118(5), 1818-1831 (2021-01-28)
The reduction of antibody core-fucosylation is known to enhance antibody-dependent cellular cytotoxicity (ADCC). In this study, 5-Thio-l-Fucose (ThioFuc) was investigated as a media and feed supplement for modulating the fucosylation profile of therapeutic proteins and, thereby, improving the resulting effector
Natalie K Thulin et al.
Cell reports, 31(6), 107642-107642 (2020-05-14)
Infant mortality from dengue disease is a devastating global health burden that could be minimized with the ability to identify susceptibility for severe disease prior to infection. Although most primary infant dengue infections are asymptomatic, maternally derived anti-dengue immunoglobulin G
Sotiria Pinioti et al.
Cancer immunology research, 11(12), 1611-1629 (2023-11-07)
Forkhead box P3 (Foxp3)-expressing regulatory T cells (Treg) are the guardians of controlled immune reactions and prevent the development of autoimmune diseases. However, in the tumor context, their increased number suppresses antitumor immune responses, indicating the importance of understanding the
Rebecca Yun et al.
Cell death & disease, 14(8), 546-546 (2023-08-24)
KIAA1324 is a transmembrane protein largely reported as a tumor suppressor and favorable prognosis marker in various cancers, including gastric cancer. In this study, we report the role of N-linked glycosylation in KIAA1324 as a functional post-translational modification (PTM). Loss
Sarah Bui et al.
Methods in molecular biology (Clifton, N.J.), 2557, 453-493 (2022-12-14)
In this chapter, we provide a detailed guide for the application of commonly used small molecules to study Golgi structure and function in vitro. Furthermore, we have curated a concise, validated list of endomembrane markers typically used in downstream assays

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service