Metabolic label of GlcNAc residues
|Tags:||Alkyne, Bioorthogonal chemistry, Metabolic label, N-Acetyl-Glucosamine|
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P-GlcNPoc is an unnatural N-Acetylglucosamine derivative used for the metabolic labeling of GlcNAc residues in cells.1
Mode of action
P-GlcNPoc is passively taken-up by cells and incorporated in glycans. Labeling with P-GlcNPoc showed labeling of a known O-GlcNAcylated protein NEDD4 hence confirming incorporation as a GlcNAc surrogate. Other HexNAc derivatives such as P-ManNPoc and P-GalNPoc were also shown to interconvert to GlcNPoc and label NEDD4.1 P-ManNPoc does so with comparable efficiency as P-GlcNPoc but is also converted to Neu5NPoc and labels cell surface sialoglycans.2 P-GalNPoc labels NEDD4 but does so less efficiently than P-GlcNPoc. P-GlcNPoc contains a Poc group for “click” chemistry using azide reagents. These azides can be modified with an affinity tag or fluorophore for example.
Metabolic labeling of GlcNAc residues in cells for isolation and visualization.
P-GlcNPoc is soluble in DMSO and PBS and is added to cell culture from a stock solution. Incubation of the cells with P-GlcNPoc results in a detectable signal after 4 hrs. Glycans decorated with GlcNPoc residues can be used to perform “click” chemistry. Please see our click chemistry page for suitable reaction partners.
CAS No.: 488744-00-9
Chemical formula: C18H23NO11
Molecular weight: 429.37
Purity: > 95%
Identity: 1H NMR
Shipping temperature: 20°C
Storage temperature: 0°C
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