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Description: Azide-containing monosaccharide building block; used as glycoprotein, glycolipid and glycoRNA probe
Chemical Name: 2-[(2-Azidoacetyl)amino]-2-deoxy-D-mannopyranose-1,3,4,6-tetraacetate
Purity: ≥95% (HPLC)

Biological Activity for Ac4ManNAz

Ac4ManNAz is a cell-permeable, unnatural azide-containing monosaccharide building block. Ac4ManNAz is metabolized and incorporated as azidosialic acid into cell surface and secreted sialoglycoproteins to allow Cu(I)-free click chemistry for further conjugation or detection. Ac4ManNAz can be used for bioorthogonal labeling of human prostate tissue slice cultures; the target sialoglycoproteins can be biotinylated for proteomic analysis or reacted with a cyclooctyne-functionalized optical probe for imaging. Ac4ManNAz is also used to label glycoRNAs on the cell surface.

Technical Data for Ac4ManNAz

M. Wt 430.37
Formula C16H22N4O10
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 361154-30-5
PubChem ID 71311757
Smiles CC(OC[C@H]1OC([C@H]([C@H]([C@@H]1OC(C)=O)OC(C)=O)NC(CN=[N+]=[N-])=O)OC(C)=O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Ac4ManNAz

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 43.04 100

Preparing Stock Solutions for Ac4ManNAz

The following data is based on the product molecular weight 430.37. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.32 mL 11.62 mL 23.24 mL
5 mM 0.46 mL 2.32 mL 4.65 mL
10 mM 0.23 mL 1.16 mL 2.32 mL
50 mM 0.05 mL 0.23 mL 0.46 mL

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References for Ac4ManNAz

References are publications that support the biological activity of the product.

Spiciarich et al (2017) Bioorthogonal labeling of human prostate cancer tissue slice cultures for glycoproteomics. Angew.Chem.Int.Ed.Engl. 56 8992 PMID: 28649697

Shajahan et al (2017) Carbohydrate-neuroactive hybrid strategy for metabolic glycan engineering of the central nervous system in vivo. J.Am.Chem.Soc. 139 693 PMID: 27997162

Flynn et al (2021) Small RNAs are modified with N-glycans and displayed on the surface of living cells. Cell 184 3109 PMID: 34004145

Zhu et al (2021) Coupling aptamer-based protein tagging with metabolic glycan labeling for in situ visualization and biological function study of exosomal protein-specific glycosylation. Angew.Chem.Int.Ed.Engl. 60 18111 PMID: 34043264

If you know of a relevant reference for Ac4ManNAz, please let us know.

Keywords: Ac4ManNAz, Ac4ManNAz supplier, Ac4ManNAz, cell, permeable, unnatural, azide-containing, monosaccharides, azidosialic, acid, Cu(I)-free, Click, Chemistry, conjugation, detection, glycoproteins, glycolipids, glycoRNA, probes, glycoconjugates, Post-translational, Modifications, Biochemicals, and, Molecular, Biology, Glycobiology, Probes, 7479, Tocris Bioscience

Citations for Ac4ManNAz

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