Neu5NPoc

Product information

• Function

  Neu5NPoc is a metabolic labeling reagent to probe the sialic acid biosynthesis in cells that express an active sialic acid transport system such as NTHi (non-typeable Haemophilus influenzae).¹

• Mode of action

  Neu5NPoc cannot passively diffuse over a cell membrane at µM concentration due to its polar nature. Hence, Neu5NPoc is efficiently taken up in cells that express an active sialic acid transport system such as NTHi (non-typeable Haemophilus influenzae).¹ Once taken up, Neu5NPoc is converted into CMP-Neu5NPoc and transferred onto the lipooligosaccharide (LOS) expressed on the cell surface. Neu5NPoc contains an alkyne group for “click” chemistry. Azide reagents can be reacted with the azide group on live and fixed cells. These azides can be modified with an affinity tag or fluorophore for example.

• Applications

  Metabolic labeling of sialoglycans for isolation and visualization.

• Handling

  Neu5NPoc is soluble in water and PBS and is added to cell culture from a stock solution. A click chemistry based competitive assay can be used to measure the extent of cellular sialylation in NTHi using Neu5NPoc. For this purpose, Neu5NPoc and a suitable biotin probe can be used. Please see our click chemistry page for suitable reaction partners.

• Chemical Information

  CAS No.: NA
  SMILES: OC1(C(O)=O)C[C@H](O)[C@@H](NC(OCC#C)=O)[C@H]([C@H](O)[C@H](O)CO)O1
  Chemical formula: C₁₃H₁₉NO₁₀
  Molecular weight: 349.10
  Purity: > 95%
  Identity: ¹H NMR
  Shipping temperature: 20°C
  Storage temperature: -20°C