
Azido-PEG9-azide
| Catalog Number | R14-0338 |
| Category | Azides |
| Molecular Formula | C20H40N6O9 |
| Molecular Weight | 508.57 |
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Product Introduction
Azido-PEG9-azide is a bifunctional polyethylene glycol linker that contains azide groups at both termini, facilitating its role in click chemistry applications. This compound is particularly useful in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, where it serves as a bridge for conjugating biomolecules, polymers, or surfaces through its reactive azide moieties. Additionally, Azido-PEG9-azide's flexible PEG9 spacer provides enhanced solubility and reduced steric hindrance, making it suitable for a variety of bioconjugation and surface modification strategies.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 1,29-Diazido-3,6,9,12,15,18,21,24,27-nonaoxanonacosane |
| Purity | >95% |
| IUPAC Name | 1-azido-2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethane |
| SMILES | C(COCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])N=[N+]=[N-] |
| InChI | InChI=1S/C20H40N6O9/c21-25-23-1-3-27-5-7-29-9-11-31-13-15-33-17-19-35-20-18-34-16-14-32-12-10-30-8-6-28-4-2-24-26-22/h1-20H2 |
| InChIKey | SWOJCRLGINETDK-UHFFFAOYSA-N |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Appearance | Colorless oil |
Product Specification
| Storage | 0-10 °C |
Application
Azido-PEG9-azide is a bifunctional polyethylene glycol (PEG) crosslinker bearing two terminal azide groups, enabling copper-free or copper-mediated azide–alkyne click chemistry workflows depending on the downstream labeling strategy. Its flexible, hydrophilic PEG spacer is designed to improve solubility, reduce nonspecific interactions, and provide controlled spacing between two clickable handles on biomolecules, nanoparticles, or polymeric materials. As a difunctional azide reagent, Azido-PEG9-azide is widely used in research-grade bioconjugation and molecular imaging tool development where dual-point attachment or multivalent surface functionalization is required.
1. Dual-Point Biomolecule Labeling
Azido-PEG9-azide supports multivalent bioconjugation strategies by providing two azide termini that can be coupled to complementary alkyne-bearing partners, enabling more uniform architectures than monofunctional linkers. Researchers commonly employ Azido-PEG9-azide to attach two different probes, to introduce orthogonal spacing between functional domains, or to create defined linkages on proteins, peptides, antibodies, and affinity ligands that require controlled distance and improved aqueous handling. The PEG backbone helps maintain colloidal stability and can mitigate aggregation during labeling, which is especially useful when preparing reagent-grade conjugates for downstream assays, imaging experiments, or platform development.
2. Surface and Nanoparticle Functionalization
Azido-PEG9-azide is used to introduce azide functionality onto nanoparticle surfaces, polymer coatings, and colloidal carriers that are subsequently modified with alkyne-containing ligands, targeting motifs, or reporter groups. In materials and chemical biology laboratories, the two azide groups can increase the probability of productive attachment events during surface coupling, supporting higher effective surface coverage and improved multivalent presentation of reactive sites. This makes Azido-PEG9-azide a practical building block for constructing click-ready materials for probe immobilization, signal-generation surfaces, and modular nanoparticle platforms used in imaging and diagnostics reagent development.
3. Multivalent Probe and Imaging Reagents
Azido-PEG9-azide is frequently incorporated into molecular imaging and diagnostic reagent toolchains to generate click-assembled probes with enhanced handle density and tunable linker length. The difunctional PEG scaffold allows sequential or parallel conjugation to alkyne-functional fluorophores, affinity tags, or reporter moieties, supporting consistent probe construction for assay development and imaging workflows. By leveraging the hydrophilic PEG spacer, Azido-PEG9-azide helps maintain probe solubility and reduces nonspecific adsorption, which is valuable when preparing fluorescent or luminescent conjugates for high-throughput screening and instrument-based readouts.
4. Polymer Crosslinking and Hydrogel Design
Azido-PEG9-azide can be used as a PEG-based azide crosslinker in polymer and biomaterials contexts where alkyne-containing components are incorporated to form click-assembled networks. Materials scientists and biomaterials groups apply Azido-PEG9-azide to tune mechanical and swelling properties through linker flexibility while providing reactive sites for subsequent functionalization steps. The presence of two azide groups supports network formation or modular post-modification, enabling the construction of hydrogel scaffolds and functional polymer matrices used as research tools for surface display, affinity capture, and spatially organized reagent immobilization.
Computed Properties
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 30 |
| Exact Mass | 508.28567687 g/mol |
| Monoisotopic Mass | 508.28567687 g/mol |
| Topological Polar Surface Area | 112Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 479 |
| 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 |
|---|---|---|
| BR-112020006901-A2 | integrin binders and their uses | 2017-11-01 |
| US-2019209572-A1 | Bifunctional antifungal agents and methods of treating fungal infection | 2016-08-19 |
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