
Azido-PEG3-phosphonic acid | CAS 1964503-38-5
| Catalog Number | R14-0197 |
| Category | Azides |
| Molecular Formula | C8H18N3O6P |
| Molecular Weight | 283.2 |
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Product Introduction
Azido-PEG3-phosphonic acid is a PEG linker containing an azide group and a phosphonic acid. The azide group enables Click Chemistry andthe phosphonic acid can be a potential ligand choice. The hydrophilic PEG spacer increases solubility in aqueous media.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | (2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)phosphonic acid; 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylphosphonic acid; (2-{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-phosphonic acid |
| Purity | 98% |
| IUPAC Name | 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethylphosphonic acid |
| SMILES | C(COCCOCCOCCP(=O)(O)O)N=[N+]=[N-] |
| InChI | InChI=1S/C8H18N3O6P/c9-11-10-1-2-15-3-4-16-5-6-17-7-8-18(12,13)14/h1-8H2,(H2,12,13,14) |
| InChIKey | ZSTIPXPOWKYOBR-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
Azido-PEG3-phosphonic acid is a PEGylated azide-bearing phosphonic acid designed for click chemistry workflows that install or capture functional groups on phosphonate-containing targets. As an azide reagent, it is commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition (CuAAC) to generate stable triazole linkages while maintaining aqueous compatibility through the PEG spacer. The phosphonic acid handle and the flexible PEG3 chain make it particularly relevant for surface and biomaterials functionalization where controlled spacing, hydrophilicity, and robust anchoring are required.
1. Surface Coatings And Films
Azido-PEG3-phosphonic acid is widely used to functionalize oxide and phosphonate-affinitive surfaces for research-grade coating development, including sensor substrates, microarrays, and patterned materials. The phosphonic acid motif supports strong surface association, while the PEG3 spacer helps reduce nonspecific adsorption and improves accessibility of the azide moiety for subsequent click conjugation. After immobilization, the azide group can be reacted with complementary alkyne partners to attach dyes, affinity ligands, or reporter groups in a modular fashion, enabling reproducible surface chemistry for materials characterization and assay development.
2. Biomaterials Functionalization
Azido-PEG3-phosphonic acid supports the preparation of PEG-mediated biointerfaces where controlled presentation of reactive handles is important for downstream conjugation. Researchers use it to introduce azide functionality onto biomaterial surfaces and hydrogel components that incorporate phosphonate chemistry or oxide-binding motifs, creating a platform for attaching biomolecule analogs, imaging tags, or synthetic probes via click chemistry. The PEG3 length is often selected to balance colloidal stability and steric accessibility, helping maintain functional group exposure for efficient coupling to alkyne-bearing partners during probe assembly workflows.
3. Molecular Imaging Probe Assembly
Azido-PEG3-phosphonic acid is commonly incorporated into molecular imaging and detection reagent pipelines as a clickable azide building block that can be appended to phosphonate-bearing scaffolds or surface-anchored platforms. Its phosphonic acid functionality provides a convenient route to tethering to inorganic or phosphonate-interacting components, while the PEG3 spacer supports aqueous handling and improved conjugation ergonomics. By using azide–alkyne click chemistry to connect to alkyne-functional imaging moieties, researchers can generate modular reporter constructs with tunable linker length and minimized steric hindrance, facilitating rapid iteration of probe formats for microscopy and analytical readouts.
4. Diagnostic Reagent Development
Azido-PEG3-phosphonic acid is used in the development of diagnostic and analytical reagents where stable surface presentation and modular labeling are required. The reagent’s phosphonic acid group enables incorporation into phosphonate/oxide-binding chemistries used for immobilized assay formats, while the azide handle allows post-assembly conjugation to alkyne-functional detection reporters. This design supports workflows in which substrates or capture surfaces are prepared first, followed by standardized click labeling with fluorophores, enzyme tags, or other signaling groups, improving batch-to-batch consistency in reagent construction for research assays and platform prototyping.
Computed Properties
| XLogP3 | -1.1 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 12 |
| Exact Mass | 283.09332230 g/mol |
| Monoisotopic Mass | 283.09332230 g/mol |
| Topological Polar Surface Area | 99.6Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 291 |
| 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 |
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