Metabolic label of GlcNAc/GalNAc residues

Product ID: SV3831
Synonyms: Ac4GalNPoc
Tags: Alkyne, Bioorthogonal chemistry, Metabolic label, N-Acetyl-Glucosamine
Product Price Estimated Shipping Time Purchase
P-GalNPoc - 10 mg
250.00 1-3 days
P-GalNPoc - 25 mg
425.00 1-3 days
P-GalNPoc - 100 mg
1,100.00 1-3 days

Product information

  • Function

    P-GalNPoc is an unnatural N-Acetylgalactosamine derivative used for the metabolic labeling of GlcNAc/GalNAc residues in cells.1

  • Mode of action

    P-GalNPoc is passively taken-up by cells and converted into UDP-GalPoc and epimerized to UDP-GlcNPoc by GALE inside cells and incorporated in glycans. Labeling with P-GalNPoc showed labeling of a known intracellular O-GlcNAcylated protein NEDD4 hence confirming incorporation as a GlcNAc surrogate. Labeling with P-GalNPoc was shown to be less efficient for NEDD4 labeling compared to other HexNAc derivatives such as P-ManNPoc and P-GlcNPoc.1 Cell surface labeling of P-GalNPoc was also much weaker compared to P-ManNPoc and P-GlcNPoc, consistent with the lower labeling observed for P-GalNAlk.1 However, in contrast to P-GalNAlk, P-GalNPoc is a substrate for GALE and epimerized to UDP-GlcNPoc. P-GalNPoc contains a Poc group for “click” chemistry with azide reagents. These azides can be modified with an affinity tag or fluorophore for example.

  • Applications

    Metabolic labeling of GlcNAc/GalNAc residues in cells for isolation and visualization.

  • Handling

    P-GalNPoc is soluble in DMSO and PBS and is added to cell culture from a stock solution. Incubation of the cells with P-GalNPoc 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.

  • Chemical Information

    CAS No.: 1431120-34-1
    SMILES: O=C(OCC#C)N[C@@H]1[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](COC(C)=O)OC1OC(C)=O
    Chemical formula: C18H23NO11
    Molecular weight: 429.37
    Purity: > 95%
    Identity: 1H NMR
    Shipping temperature: 20°C
    Storage temperature: 0°C


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