P-Fuc

Control compound for experiments utilizing fucose derivatives

Product	Price	Estimated Shipping Time	Purchase
P-Fuc - 1 mg	€60.00	1-3 days	P-Fuc quantity
P-Fuc - 5 mg	€90.00	1-3 days	P-Fuc quantity
P-Fuc - 10 mg	€125.00	1-3 days	P-Fuc quantity
P-Fuc - 25 mg	€225.00	1-3 days	P-Fuc quantity
P-Fuc - 100 mg	€525.00	1-3 days	P-Fuc quantity

Function

P-Fuc is a control compound for labeling/inhibition experiments utilizing acetylated fucose derivatives such as P-Fuc2F, P-Fuc6Az, P-Fuc7Alk.
Mode of action

P-Fuc is taken up by cells via passive diffusion because this compound contains O-acetyl (OAc) groups. These groups make the molecule more lipophilic so that it can passively diffuse over mammalian cell membranes. Inside cells, these O-acetyl groups are removed via non-specific esterase releasing fucose and acetic acid. It is possible that at high concentrations, the released acetic acid or the partially acetylated intermediates are toxic. In addition, at high concentrations, non-specific reactions of acetylated precursors and cysteine residues have been observed.¹ At low µM concentrations, these effects are likely negligible but it is advisable to use a control compounds such as P-Fuc. Finally, these lipophilic precursors may be used to boost intracellular monosaccharide levels. This has been demonstrated for cell permeable neuraminic acid derivative P-Neu5Ac.²

Applications

Control compound for labeling/inhibition experiments utilizing acetylated fucose derivatives (P-Fuc6Az, P-Fuc7Alk, P-Fuc2F). Potentially as a cell permeable derivative to boost intracellular fucose levels.
Handling

P-Fuc is soluble in a mixture of DMSO and PBS and is added to cell culture from a stock solution.
Chemical Information

CAS No.: 64913-16-2
SMILES: C[C@H]1[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)C(OC(C)=O)O1
Chemical formula: C₁₄H₂₀O₉
Molecular weight: 332.30
Purity: > 95%
Identity: ¹H NMR
Shipping temperature: 20°C
Storage temperature: 20°C

Structure	Name	Functions	Description	Purchase
	BnGalNAc	Inhibitor	Decoy substrate of O-GalNAc containing glycans (mucins)	P-Fuc quantity
Structure Description Decoy substrate of O-GalNAc containing glycans (mucins) Functions Inhibitor Purchase P-Fuc quantity
	Fuc2F	Inhibitor	Metabolic inhibitor of fucosylation	P-Fuc quantity
Structure Description Metabolic inhibitor of fucosylation Functions Inhibitor Purchase P-Fuc quantity
	P-Neu5Ac3F	Inhibitor	Metabolic inhibitor of sialylation	P-Fuc quantity
Structure Description Metabolic inhibitor of sialylation Functions Inhibitor Purchase P-Fuc quantity
	XylPNP	Inhibitor	Decoy substrate for the glycosaminoglycan biosynthesis	P-Fuc quantity
Structure Description Decoy substrate for the glycosaminoglycan biosynthesis Functions Inhibitor Purchase P-Fuc quantity
	Neu5NPoc	Metabolic label	Metabolic label of sialylation for active uptake	P-Fuc quantity
Structure Description Metabolic label of sialylation for active uptake Functions Metabolic label Purchase P-Fuc quantity

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