P-GalNAc

Product information

• Function

  P-GalNAc is a control compound for labeling/inhibition experiments utilizing acetylated galactosamine derivatives P-GalNAc6Az, P-GalNAlk, P-GalNAz, P-GalNPoc

• Mode of action

  P-GalNAc 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-acetylgalactosamine 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-GalNAc. Finally, P-GalNAc may be used to boost intracellular GalNAc 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-GalNAc6Az, P-GalNAlk, P-GalNAz, P-GalNPoc

• Handling

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

• Chemical Information

  CAS No.: 76375-60-5
  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: 20°C
  Storage temperature: 20°C