Ac4GlcNAz
[(2R,3S,4R,5R)-3,4,6-triacetyloxy-5-[(2-azidoacetyl)amino]oxan-2-yl]methyl acetate
Produktübersicht
Kurzüberblick
- Produktfamilie
- Click Chemistry & Bioconjugation Reagents
- Chemischer Name
- [(2R,3S,4R,5R)-3,4,6-triacetyloxy-5-[(2-azidoacetyl)amino]oxan-2-yl]methyl acetate
- MF
- C16H22N4O10
- MW
- 430.37
- Reinheit
- >=98%
Ac4GlcNAz is a tetra-O-acetylated N-azidoacetylglucosamine derivative used as an azido sugar metabolic chemical reporter in glycan and O-GlcNAc labeling research. PubChem records it as CID 11495687, CAS 98924-81-3, molecular formula C16H22N4O10, molecular weight 430.37, and InChIKey HGMISDAXLUIXKM-ALTVCHKUSA-N.
The acetylated GlcNAz scaffold is used in cell-based metabolic reporter workflows, while the azide handle supports downstream alkyne-probe tagging in bioorthogonal chemistry. Published studies also report S-glyco/off-target considerations for fully protected sugar reporters, so Ac4GlcNAz should be handled as a research chemical reporter rather than as a universal selectivity claim.
Synonyme
Ac4GlcNAz; GlcNAz tetraacetate; 1,3,4,6-tetra-O-acetyl-N-azidoacetylglucosamine; 2-[(azidoacetyl)amino]-2-deoxy-D-glucopyranose 1,3,4,6-tetraacetate; N-azidoacetylglucosamine tetraacylated
Identität und Spezifikationen
| Catalog No. | CH70475 |
| Product Name | Ac4GlcNAz |
| CAS No. | 98924-81-3 |
| Molecular Formula | C16H22N4O10 |
| Molecular Weight | 430.37 |
| Exact Mass | 430.13359291 |
| PubChem CID | 11495687 |
| InChIKey | HGMISDAXLUIXKM-ALTVCHKUSA-N |
| Synonyms | GlcNAz tetraacetate; 1,3,4,6-tetra-O-acetyl-N-azidoacetylglucosamine |
| Purity | >=98% |
Lagerbedingungen
-20 C in dark and desiccated
Technische Merkmale
- Sugar scaffold
- N-acetylglucosamine analog
- Sugar protection
- Tetra-O-acetyl
- Chemical-reporter handle
- N-azidoacetyl group
- Labeling role
- Metabolic glycan reporter precursor
- Packaging
- 5 mg; 25 mg; 100 mg; Custom packaging on request
- Physical form
- White solid
- Stability
- 24 months after receipt
Anwendungskontext
- Metabolic glycan labeling research: Ac4GlcNAz is used as an azido sugar reporter in studies of glycan and O-GlcNAc labeling workflows.
- Bioorthogonal tagging workflows: the azide handle enables downstream ligation with alkyne-containing probes for detection, enrichment, or imaging workflows in research settings.
- Reporter-comparison studies: Ac4GlcNAz appears in literature comparing metabolic sugar reporters and discussing S-glyco/off-target labeling behavior.
Weitere Materialinformationen
Verwendung
Use in research workflows that require an azido GlcNAc reporter for metabolic glycan or O-GlcNAc labeling studies. Interpret labeling results with appropriate controls because published studies describe off-target and S-glyco considerations for fully protected sugar reporters.
Eigenschaften
Ac4GlcNAz combines a protected GlcNAz sugar scaffold with an azidoacetyl reporter handle. The acetylated form is used in metabolic-labeling workflows, and the azide enables downstream bioorthogonal tagging with suitable alkyne probes.
Zugehörige technische Ressourcen
Öffentliche Quellen
- A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems
Journal of the American Chemical Society, 2004
Product-family technical context
- Copper-free click chemistry for dynamic in vivo imaging
Proceedings of the National Academy of Sciences, 2007
Product-family technical context
- A Strain-Promoted [3 + 2] Azide–Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems
Journal of the American Chemical Society, 2004
Product-family technical context
- Tetrazine Ligation: Fast Bioconjugation Based on Inverse-Electron-Demand Diels–Alder Reactivity
Journal of the American Chemical Society, 2008
Product-family technical context
- PubChem-Verbindung 11495687
PubChem · CID 11495687
Häufig gestellte Fragen
What is Ac4GlcNAz?
Ac4GlcNAz is a tetra-O-acetylated N-azidoacetylglucosamine derivative, also described as GlcNAz tetraacetate. PubChem records it as CID 11495687 with CAS 98924-81-3.
How is Ac4GlcNAz used in research workflows?
It is used as an azido sugar metabolic chemical reporter in glycan and O-GlcNAc labeling workflows. The azide handle can be paired with alkyne-containing probes for downstream bioorthogonal tagging.
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