
Aminooxy-PEG2-azide | CAS 1043426-13-6
| Catalog Number | R14-0256 |
| Category | Azides |
| Molecular Formula | C6H14N4O3 |
| Molecular Weight | 190.20 |
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Product Introduction
Aminooxy-PEG2-azide is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. Aminooxy-PEG2-azide is also a non-cleavable 2 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | O-(2-(2-(2-azidoethoxy)ethoxy)ethyl)hydroxylamine |
| Purity | >98% |
| Shelf Life | -20°C 3 years powder; -80°C 2 years in solvent |
| IUPAC Name | O-[2-[2-(2-azidoethoxy)ethoxy]ethyl]hydroxylamine |
| SMILES | C(COCCOCCON)N=[N+]=[N-] |
| InChI | InChI=1S/C6H14N4O3/c7-10-9-1-2-11-3-4-12-5-6-13-8/h1-6,8H2 |
| InChIKey | GCURLNTZWQFVMK-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
Product Specification
| Storage | -20°C |
Application
Aminooxy-PEG2-azide is a bifunctional PEG-based click chemistry reagent that combines an aminooxy handle with an azide for bioorthogonal conjugation workflows. It is commonly used in azide-compatible click strategies to install azide-reactive moieties onto biomolecules, surfaces, and polymeric materials while maintaining aqueous solubility and minimizing nonspecific interactions through the short PEG spacer. The aminooxy functionality further supports orthogonal labeling schemes that pair well with oxime-forming chemistries, making this reagent a practical building block for creating well-defined conjugates and imaging or assay-ready constructs.
1. Bioorthogonal Labeling
Aminooxy-PEG2-azide is widely used to generate azide-bearing labeling reagents for bioorthogonal conjugation in chemical biology workflows, including the preparation of probe libraries for mechanistic studies and target engagement assays. Researchers often incorporate the azide functionality to enable downstream click coupling with complementary alkyne partners under mild, aqueous conditions, while the PEG2 spacer helps maintain solubility and reduces aggregation during labeling and purification. The aminooxy group provides an additional orthogonal handle for sequential functionalization strategies, supporting workflows where probes must be attached, modified, and then further diversified without cross-reactivity.
2. Surface And Materials Functionalization
Aminooxy-PEG2-azide is used in biomaterials and interface chemistry to introduce azide functionalities onto coatings, hydrogels, and polymer surfaces for subsequent immobilization of ligands, affinity tags, or reporter groups. The PEG2 segment improves wetting and compatibility with aqueous processing steps, which is advantageous when functionalizing complex substrates such as spin-coated films or porous materials. In many lab and industrial settings, the reagent serves as a practical linker precursor that enables controlled surface modification via azide-reactive click partners, supporting the fabrication of patterned or modular materials for research instrumentation and assay platforms.
3. Molecular Imaging Probe Construction
Aminooxy-PEG2-azide is commonly selected for constructing imaging and detection probes that require stable conjugation handles and flexible linker spacing. The azide group supports modular assembly with alkyne-functional reporters, fluorophores, or enrichment tags, enabling rapid interchange of imaging components during probe optimization. The aminooxy functionality is particularly useful in multi-step labeling designs where probe components are introduced sequentially, helping maintain defined connectivity and improving reproducibility across probe batches used in molecular imaging and analytical development.
4. Diagnostic Reagent And Assay Platforms
Aminooxy-PEG2-azide is applied in the development of diagnostic reagent components and assay-ready conjugates that rely on modular attachment chemistries. By installing an azide handle onto capture molecules, polymers, or nanoparticles, teams can standardize downstream coupling to detection reagents using complementary click partners, facilitating scalable workflows for reagent prototyping and method transfer. The PEG2 spacer supports consistent conjugate behavior in buffer systems and helps maintain performance-relevant properties such as dispersion and reduced nonspecific binding during assay assembly and reagent storage.
Computed Properties
| XLogP3 | -0.1 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 9 |
| Exact Mass | 190.10659032 g/mol |
| Monoisotopic Mass | 190.10659032 g/mol |
| Topological Polar Surface Area | 68.1Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 149 |
| 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-10029014-B2 | Synthesis of novel asymmetric bow-tie PAMAM dendrimer-based conjugates for tumor-targeting drug delivery | 2013-09-10 |
| US-2016220688-A1 | Synthesis of novel asymmetric bow-tie pamam dendrimer-based conjugates for tumor-targeting drug delivery | 2013-09-10 |
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