1-(8-Azideoctyl)-α-D-glucopyranose

1-(8-Azideoctyl)-α-D-glucopyranose

Basic Information

• Catalog Number: A23-1059
• Molecular Formula: C₁₄H₂₇N₃O₆
• Molecular Weight: 333.38 g/mol
• Purity: Typically ≥95% (HPLC/NMR)

Detailed Description

1-(8-Azideoctyl)-α-D-glucopyranose is a functionalized glucopyranose derivative designed for advanced glycochemistry and bioconjugation applications. The molecule consists of an unprotected glucose moiety linked to an 8 azidooctyl chain at the anomeric position, providing both hydrophilic and reactive characteristics

Unlike fully protected sugar derivatives, this compound contains free hydroxyl groups on the glucose ring, making it highly versatile for further chemical modification, enzymatic transformations, and direct biological applications. The presence of these hydroxyl groups allows selective derivatization and facilitates its use in more complex synthetic pathways

A key functional feature of this compound is the terminal azide group on the octyl chain. This group is widely used in click chemistry, particularly in azide alkyne cycloaddition reactions, enabling efficient conjugation with alkynes to form stable triazole linkages. This makes the compound highly valuable for labeling, tagging, and constructing glycoconjugates

The combination of a hydrophilic sugar unit and a hydrophobic alkyl linker gives the molecule amphiphilic properties, making it suitable for applications in biomaterials, membrane studies, and nanotechnology

This compound is widely used in
Click chemistry and bioorthogonal reactions
Glycoconjugate and glycoprotein synthesis
Surface functionalization and biomaterials
Drug delivery and chemical biology
Advanced glycochemistry research

The compound is typically obtained as a white to off white solid and ensures reliable performance in both synthetic and biological applications

Key Features

Unprotected glucopyranose derivative
Contains azido functional group for click chemistry
Suitable for bioconjugation and labeling
Amphiphilic structure for advanced applications
High purity and synthetic flexibility

Applications

Used in click chemistry and bioorthogonal reactions
Suitable for glycoconjugate and glycoprotein synthesis
Applied in biomaterials and surface chemistry
Useful in pharmaceutical and chemical biology research

Storage and Handling

Store at 0 to minus 20 degree Celsius
Keep in a dry and moisture free environment
Protect from light and air exposure