
Azido-PEG8-azide | CAS 361543-07-9
| Catalog Number | R14-0201 |
| Category | Azides |
| Molecular Formula | C18H36N6O8 |
| Molecular Weight | 464.5 |
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Product Introduction
Azido-PEG8-azide is a aqueous soluble, homebifunctional PEG reagent The azide (N3) group cis very reactive with alkyne, such as BCN, DBCO via Click Chemistry to yield a stable triazole moiety
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 1,26-Diazido-3,6,9,12,15,18,21,24-octaoxahexacosane; N3-PEG8-N3 |
| Purity | 98% |
| IUPAC Name | 1-azido-2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethane |
| SMILES | C(COCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])N=[N+]=[N-] |
| InChI | InChI=1S/C18H36N6O8/c19-23-21-1-3-25-5-7-27-9-11-29-13-15-31-17-18-32-16-14-30-12-10-28-8-6-26-4-2-22-24-20/h1-18H2 |
| InChIKey | YLSWPTOPFFQZHP-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
Azido-PEG8-azide is a PEG-based bifunctional linker bearing azide groups at both ends, enabling copper-free or copper-catalyzed azide–alkyne click chemistry depending on the downstream labeling strategy. Its flexible poly(ethylene glycol) spacer improves solubility and reduces steric constraints, which is advantageous when installing multiple functional handles on biomolecules, nanoparticles, or polymeric materials. As a difunctional azide reagent, it is commonly used to build multivalent conjugates, crosslink surfaces, and generate well-defined PEGylated architectures for chemical biology workflows and molecular imaging reagent development.
1. Multivalent Probe Conjugation
Azido-PEG8-azide is frequently used to create multivalent labeling reagents where two click-reactive azide termini allow sequential or orthogonal attachment to alkyne-functional targets. In chemical biology and biomaterials research, this supports the assembly of higher-avidity probe constructs, such as PEG-mediated spacing between targeting ligands and reporter moieties, improving signal stability in complex assay buffers. The PEG8 length helps maintain accessibility of the reactive sites and supports reproducible conjugate formation when comparing batches of labeled biomolecules, nanoparticles, or polymer carriers.
2. Surface Patterning And Coatings
Azido-PEG8-azide is well suited for immobilizing clickable functional groups on solid supports, enabling patterned surfaces and functional coatings used in biosensing and materials screening. Researchers commonly incorporate this difunctional azide linker into surface modification workflows to introduce azide handles that can later be coupled to alkyne-bearing capture reagents, affinity ligands, or imaging tags. The flexible PEG spacer can reduce nonspecific interactions near the surface and help preserve binding-site accessibility for downstream conjugation chemistry.
3. Polymer And Hydrogel Crosslinking
Azido-PEG8-azide is used to engineer polymer networks and hydrogel systems where azide functionality provides a convenient handle for click-based crosslinking with alkyne-functional polymers, crosslinkers, or bioactive components. In biomaterials development, difunctional PEG spacers are valued for tuning mesh size and mechanical properties while maintaining chemical control over network formation through click coupling steps. This approach is commonly applied to generate modular scaffolds for material characterization, reagent immobilization, and platform development for subsequent labeling strategies.
4. Nanoparticle And Liposome Functionalization
Azido-PEG8-azide is commonly employed to introduce azide groups onto nanoparticle or liposome surfaces, supporting modular attachment of alkyne-functional ligands and reporters. The PEG spacer provides a hydrophilic interface that can improve colloidal stability and help present conjugation sites away from the particle surface, which is important for consistent labeling density and reproducible downstream performance in assay development. This difunctional linker is also used to construct multicomponent particle conjugates where two clickable termini enable controlled spacing between surface-installed functionalities.
Computed Properties
| XLogP3 | 0.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 27 |
| Exact Mass | 464.25946213 g/mol |
| Monoisotopic Mass | 464.25946213 g/mol |
| Topological Polar Surface Area | 103Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 436 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-2011059467-A1 | Controlled modification of semiconductor nanocrystals | 2007-06-26 |
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