P-GlcNAc

Control compound for experiments utilizing glucosamine derivatives

Product ID: SV6528
Synonyms: Ac4GlcNAc
Tags: Control compound, N-Acetyl-Glucosamine
P-GlcNAc
Product Price Estimated Shipping Time Purchase
P-GlcNAc - 10 mg
100.00 1-3 days
P-GlcNAc - 25 mg
200.00 1-3 days
P-GlcNAc - 100 mg
300.00 1-3 days

Product information

  • Function

    P-GlcNAc is a control compound for labeling/inhibition experiments utilizing acetylated glucosamine derivatives P-GlcNAc4D, P-GlcNAc6Ac, P-GlcNAz, P-GlcNPoc, P-GlcNTFA

  • Mode of action

    P-GlcNAc 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 N-acetylglucosamine 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.2 At low µM concentrations, these effects may be negligible but it is advisable to use a control compounds such as P-GlcNAc. Finally, P-GlcNAc may be used to boost intracellular GlcNAc levels. It has for example been shown that P-Neu5Ac can be used to boost intracellular neuraminic acid levels.3

  • Applications

    Control compound for labeling/inhibition experiments utilizing acetylated glucosamine derivatives. P-GlcNAc4D, P-GlcNAc6Ac, P-GlcNAz, P-GlcNPoc, P-GlcNTFA

  • Handling

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

  • Chemical Information

    CAS No.:
    SMILES: O=C(C)OC1[C@H](NC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1
    Chemical formula: C16H23NO10
    Molecular weight: 389.35
    Purity: > 95%
    Identity: 1H NMR
    Shipping temperature: number 20°C
    Storage temperature: number 20°C

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