Ac4GlcNAz

Ac4GlcNAz (N-azidoacetylglucosamine-tetraacylated) is an azido-tagged analogue of N-acetylglucosamine (GlcNAC) . It features azide functionality on the N-acyl side chain and is acetylated to aid in cell membrane permeation. Once in the cell, the acetylated compound is deprotected and takes part in the hexosamine biosynthetic pathway by action of GlcNAc kinase. The resulting modified proteins are detected by the addition of fluorescent tags under Cu (I) -catalyzed azide-alkyne cycloaddition conditions.

Product Specifications

CAS Number

[98924-81-3]

Product Name Alternative

N-azidoacetylglucosamine-tetraacylated

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Biochemical Assay Reagents

Related Pathways

Others

Field of Research

Others

Purity

99.60

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CC(O[C@@H]1[C@H](C(O[C@@H]([C@H]1OC(C)=O)COC(C)=O)OC(C)=O)NC(CN=[N+]=[N-])=O)=O

Molecular Formula

C16H22N4O10

Molecular Weight

430.37

Precautions

H302, H315, H319, H335

References & Citations

[1]Luong P, Ghosh A, Moulton KD, Kulkarni SS, Dube DH. Synthesis and Application of Rare Deoxy Amino l-Sugar Analogues to Probe Glycans in Pathogenic Bacteria. ACS Infect Dis. 2022 Apr 8;8 (4) :889-900. |[2]Clark EL, Emmadi M, Krupp KL, Podilapu AR, Helble JD, Kulkarni SS, Dube DH. Development of Rare Bacterial Monosaccharide Analogs for Metabolic Glycan Labeling in Pathogenic Bacteria. ACS Chem Biol. 2016 Dec 16;11 (12) :3365-3373.