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Description
2-[2-(2-Azidoethoxy)ethoxy]ethyl 2,3,4,6-Tetra-O-acetyl-D-galactopyranoside is an acetate-protected galactose glycoside fitted with a triethylene glycol linker that terminates in an azide group. Its molecular design is aimed specifically at conjugation chemistry, in particular the azide–alkyne click reaction, which allows two molecules to be joined rapidly, selectively, and in high yield. With this material, researchers can attach a galactose unit to proteins, peptides, polymers, material surfaces, or reporter molecules in a single reaction step, without having to design a carbohydrate synthesis route from the beginning.
The property that makes this compound valuable is the completeness of its functionality within one molecule. The azide group reacts characteristically with alkynes, either under copper catalysis or through strained alkynes without any metal catalyst, which makes it suitable for biological systems that are sensitive to copper ions. The triethylene glycol chain provides distance and flexibility between the sugar unit and its partner molecule, while also improving solubility in water and reducing steric interference during binding. The acetate groups on the galactose ring maintain stability during storage and purification, and can subsequently be removed under mild basic conditions to expose the free sugar.
In Indonesian laboratories, this type of building block is typically used by glycobiology, medicinal chemistry, and biomaterials groups at universities, government research institutes, and pharmaceutical development units. It suits work where a defined carbohydrate ligand must be installed onto a larger construct reliably, and where local synthesis capacity for protected sugars is limited. Because it arrives ready to couple, it shortens project timelines for laboratories that focus on assay development, targeted delivery studies, or surface functionalisation rather than on carbohydrate synthesis itself.
Laboratory Applications
- Copper-catalysed azide–alkyne cycloaddition (CuAAC): the terminal azide couples cleanly and selectively with alkyne partners in a single high-yielding step, avoiding multi-stage carbohydrate route design.
- Copper-free strain-promoted click conjugation: the same azide reacts with strained alkynes without any metal catalyst, making it appropriate for biological systems sensitive to copper ions.
- Glycoconjugate preparation on proteins and peptides: a defined galactose unit can be installed onto biomolecules in one reaction, with the glycol linker limiting steric interference during binding.
- Polymer and material surface functionalisation: the azide anchors the galactose ligand onto polymers or surfaces, while the triethylene glycol spacer improves aqueous solubility of the resulting construct.
- Preparation of labelled carbohydrate probes: attachment to reporter molecules yields galactose-bearing tracers, with acetate protection kept intact through purification and removed later under mild base.
Specifications
- Brand: TCI
- CAS number: 381716-33-2
- Catalogue code: G0257
- Category: Chemistry > Chemical Biology > Conjugation Chemistry / Click Chemistry
- Pack sizes: supplied in the manufacturer's standard catalogue pack sizes; please confirm the currently available options when ordering
- Storage note: keep in a cool, dark place in a tightly closed container
Handling and Storage
Store the container tightly closed in a cool, dark, and dry place, away from heat sources, direct sunlight, and incompatible reagents. Keep it in its original supplier packaging or in an equivalent chemically resistant, well-sealed vial, and protect the material from moisture and prolonged exposure to air during weighing. Organic azides should be handled with the usual care applied to energetic functional groups: avoid friction, shock, strong heating, and contact with strong acids or oxidising agents. Weigh and transfer the compound in a fume hood using gloves, safety glasses, and a laboratory coat. Label all working solutions clearly, allow refrigerated stock to reach room temperature before opening to prevent condensation, and dispose of residues and contaminated consumables through the laboratory's chemical waste route. Always consult the manufacturer's safety data sheet before first use.
![2-[2-(2-Azidoethoxy)ethoxy]ethyl 2,3,4,6-Tetra-O-acetyl-D-galactopyranoside (CAS 381716-33-2) - TCI G0257 - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510G0257.jpg?v=1767114920&width=1946)
![2-[2-(2-Azidoethoxy)ethoxy]ethyl 2,3,4,6-Tetra-O-acetyl-D-galactopyranoside (CAS 381716-33-2) - TCI G0257 - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510G0257.jpg?v=1767114920&width=1445)
