About this product
β-D-Glucopyranosyl Azide 2,3,4,6-Tetraacetate
β-D-Glucopyranosyl Azide 2,3,4,6-Tetraacetate is a chemical compound used primarily in biochemical research and synthetic chemistry. It serves as a versatile intermediate for various applications, including the synthesis of glycosylated compounds and protein conjugates.
Chemical Properties
CAS Number : 13992-25-1
MDL No. : MFCD00216966
Catalog Number : A807599
EINECS : Not available
Molecular Formula : C₁₄H₁₉N₃O₉
Molecular Weight : 373.32 g/mol
Boiling Point : 502.57 °C
Melting Point : 127–131 °C
Density : 1.3271 g/cm³
Appearance : Not available (typically described as a crystalline solid)
Storage Conditions : Store at 2–8 °C for long-term stability (months).
Optical Rotation : Not specified
Refractivity : Estimated at 1.5700
Applications
Synthetic Chemistry :
Used as an azide donor in click chemistry reactions, facilitating the synthesis of glycosylated compounds and other bioconjugates.
Acts as an intermediate in the preparation of various coupled conjugates of D-glucose.
Biochemical Research :
Employed in studies involving protein tyrosine phosphatase inhibition, contributing to the understanding of enzyme mechanisms and signaling pathways.
Useful in the development of glycomimetics and carbohydrate-based pharmaceuticals.
Glycobiology :
Important for studying carbohydrate interactions and modifications in biological systems, aiding in the exploration of glycan functions.
Safety Profile
While specific safety data for β-D-glucopyranosyl azide is limited, standard laboratory safety protocols should be followed when handling this compound. Use appropriate personal protective equipment (PPE) to minimize exposure.
Conclusion
β-D-Glucopyranosyl Azide 2,3,4,6-Tetraacetate (CAS No. 13992-25-1) is a valuable compound in synthetic and biochemical research. Its ability to participate in click chemistry and its role as an azide donor make it essential for the development of glycosylated compounds and bioconjugates.
References
PubChem - 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide 1
ChemicalBook - 1-Azido-2,3,4,6-tetra-O-acetyl-beta-D-glucose 2
Glyco MindSynth - β-D-Glucopyranosyl azide 4
Synthose - 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl azide 5
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Citations:
https://pubchem.ncbi.nlm.nih.gov/compound/2_3_4_6-Tetra-O-acetyl-beta-D-glucopyranosyl-azide
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB0264387.htm
https://pubchem.ncbi.nlm.nih.gov/compound/4114495
https://glycomindsynth.com/product_detail/717/Monosaccharide
https://synthose.com/products/TG948
https://www.biosynth.com/p/MT01035/13992-25-1-2346-tetra-o-acetyl-v-d-glucopyranosy
https://www.alfa-chemistry.com/cas_13992-25-1.htm
https://synthose.com/products/TL257