
Azido-PEG3-acid | CAS 1056024-94-2
| Catalog Number | R14-0288 |
| Category | Azides |
| Molecular Formula | C9H17N3O5 |
| Molecular Weight | 247.25 |
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Product Introduction
Azido-PEG3-acid is a PEG-based PROTAC linker used in the synthesis of PROTACs. It is also a non-cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Related CAS | 1167575-20-3 (polymer) |
| Synonyms | Azide-PEG3-Carboxylic acid;N3-PEG3-COOH; Azido-PEG3-C2-acid; N3-PEG3-CH2CH2COOH; Azido-PEG3-propionic acid; 12-Azido-4,7,10-trioxadodecanoic acid; Propanoic acid, 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]- |
| Purity | ≥95% |
| IUPAC Name | 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanoic acid |
| SMILES | C(COCCOCCOCCN=[N+]=[N-])C(=O)O |
| InChI | InChI=1S/C9H17N3O5/c10-12-11-2-4-16-6-8-17-7-5-15-3-1-9(13)14/h1-8H2,(H,13,14) |
| InChIKey | VWJGWKZZFZMGGY-UHFFFAOYSA-N |
| Solubility | Soluble in DMSO (10 mm) |
| Appearance | Colorless Liquid |
| LogP | -0.71 |
Product Specification
| Storage | Store at 2-8°C, keep in dry and avoid sunlight |
Application
Azido-PEG3-acid is a PEG-based azide-functionalized building block designed for copper-free and copper-mediated click chemistry workflows, enabling efficient conjugation of azide handles to complementary cyclooctyne or alkyne partners. The short PEG3 spacer and terminal carboxylic acid provide both colloidal compatibility and a convenient handle for downstream coupling, making this reagent widely used in chemical biology, probe development, and biomaterials functionalization. Its compact, water-compatible structure supports modular assembly of labeled biomolecules, surface coatings, and imaging reagents where a stable azide moiety is required.
1. Biomolecule Labeling
Azido-PEG3-acid is commonly used as an azide-bearing linker for site-specific or modular modification of proteins, peptides, and nucleic-acid constructs in chemical biology laboratories. Researchers incorporate the azide handle to create versatile intermediate materials that can be clicked to fluorophores, affinity tags, or reporter groups bearing complementary alkyne or cyclooctyne functionalities. The PEG3 spacer helps maintain solubility and reduces steric constraints during conjugation, while the carboxylic acid enables additional coupling steps to surfaces or carrier platforms when a dual-functional linker is advantageous.
2. Surface and Hydrogel Functionalization
Azido-PEG3-acid is frequently selected for introducing azide functionality onto polymeric materials, coatings, and hydrogel matrices used in biomaterials research. The carboxylic acid group supports attachment strategies to activated surfaces or polymer backbones, after which the azide handle is used for subsequent click-based grafting of bioactive ligands, imaging tags, or cell-interaction motifs. This approach is widely used to build modular material libraries where the same azide-functional substrate can be rapidly diversified by clicking with different alkyne/cyclooctyne reagents under conditions compatible with sensitive components.
3. Molecular Imaging Probe Assembly
Azido-PEG3-acid serves as a practical azide component for assembling imaging probes and detection reagents in fluorescence and related labeling workflows. Probe developers use the reagent to install an azide functionality onto targeting scaffolds or scaffold-like carriers, enabling rapid late-stage conjugation to dyes, quencher units, or other reporter groups via click chemistry. The PEG3 chain supports aqueous handling and can help preserve probe responsiveness by improving accessibility of the azide group during conjugation and subsequent labeling steps.
4. Diagnostic Reagent Conjugation
Azido-PEG3-acid is used to prepare azide-functional conjugates that can be coupled to diagnostic assay components, including affinity reagents, capture molecules, and signal-generating labels. In reagent development settings, the azide handle provides a standardized attachment point that supports consistent downstream clicking to complementary partners such as alkyne-tagged reporters or cyclooctyne-functional assay reagents. The terminal carboxylic acid allows integration into linker architectures used for immobilization on assay formats, enabling scalable workflows for constructing multi-component detection systems.
Computed Properties
| XLogP3 | 0.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 12 |
| Exact Mass | 247.11682065 g/mol |
| Monoisotopic Mass | 247.11682065 g/mol |
| Topological Polar Surface Area | 79.4Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 243 |
| 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 |
|---|---|---|
| WO-2023275025-A1 | Conjugates comprising phosphoantigens and their use in therapy | 2021-06-28 |
| WO-2020163170-A1 | Trapping-free parp inhibitors | 2019-02-05 |
| US-2022098196-A1 | Trapping-free parp inhibitors | 2019-02-05 |
| WO-2020073345-A1 | Conjugation linkers containing 2,3-diaminosuccinyl group | 2018-10-12 |
| AU-2018445278-A1 | Conjugation linkers containing 2,3-diaminosuccinyl group | 2018-10-12 |
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