
Ald-CH2-PEG3-azide | CAS 1002342-83-7
| Catalog Number | R14-0143 |
| Category | Azides |
| Molecular Formula | C8H15N3O4 |
| Molecular Weight | 217.22 |
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Product Introduction
Ald-CH2-PEG3-azide is a bifunctional ADC linker intermediate combining aldehyde and azide groups for versatile conjugation strategies, enhancing targeted payload delivery and stability.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Ald-PEG3-Azide; CHO-PEG3-azide; 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)acetaldehyde |
| Purity | ≥95% |
| Shelf Life | ≥ 2 years |
| IUPAC Name | 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetaldehyde |
| SMILES | C(COCCOCCOCC=O)N=[N+]=[N-] |
| InChI | InChI=1S/C8H15N3O4/c9-11-10-1-3-13-5-7-15-8-6-14-4-2-12/h2H,1,3-8H2 |
| InChIKey | LSLQXIYUMNSETC-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Transparent Liquid |
Product Specification
| Storage | Store at -5°C,keep in dry and avoid sunlight. |
Application
Ald-CH2-PEG3-azide is an aldehyde-functionalized, PEG3-spaced azide click reagent designed for modular bioconjugation workflows. As a bifunctional handle, it combines an aldehyde group for orthogonal coupling chemistry with an azide moiety compatible with strain-promoted or copper-catalyzed azide–alkyne cycloaddition (click) strategies. The PEG3 linker supports aqueous solubility and helps reduce steric constraints when installing azide tags on biomolecules, surfaces, and polymeric materials. This reagent is commonly used to generate clickable conjugates for labeling, immobilization, and multistep assembly of imaging and analytical probes.
1. Biomolecule Labeling
Ald-CH2-PEG3-azide is widely used to introduce azide functionality onto proteins, peptides, and other biomacromolecules while maintaining a flexible PEG3 spacer for downstream click coupling. The aldehyde handle enables orthogonal attachment to amine-rich targets or other aldehyde-reactive labeling schemes used in research workflows, after which the azide group provides a robust handle for subsequent conjugation to alkynes in click reactions. This approach is particularly useful for preparing multicomponent probes where the azide tag must be installed first and then reacted with complementary alkyne-bearing dyes, affinity ligands, or reporter elements to generate defined conjugates for assay development and imaging reagent construction.
2. Surface And Material Functionalization
Ald-CH2-PEG3-azide supports azide installation on engineered materials and device surfaces, enabling patterned or batch functionalization for research-grade biomaterials and diagnostic reagent platforms. The aldehyde functionality provides a practical route for coupling to surfaces and coatings that can react with aldehydes or aldehyde-derivatized chemistries, while the PEG3 spacer helps maintain accessibility of the azide group after immobilization. Once attached, the azide serves as a click handle for linking to alkyne-functional polymers, hydrogel components, capture ligands, or fluorescent reporters, allowing researchers to build modular material architectures used in biosensing, surface-based assays, and immobilized reagent systems.
3. Multicolor Probe Assembly
Ald-CH2-PEG3-azide is used as a key intermediate for assembling multicolor or multiplexed labeling reagents in chemical biology and molecular imaging tool development. By installing azide groups onto a primary scaffold (such as a targeting biomolecule, polymer backbone, or nanoparticle precursor), the reagent enables sequential or parallel click conjugations with distinct alkyne-functional reporters. The PEG3 linker helps preserve reactivity and reduces steric hindrance, which is valuable when building complex probe sets that require consistent labeling density and reliable coupling to multiple reporter components. This workflow is commonly adopted for generating panel-based reagents used in fluorescence-based readouts, imaging experiments, and analytical assay optimization.
4. Polymer and Hydrogel Conjugation
Ald-CH2-PEG3-azide is frequently incorporated into polymer and hydrogel modification strategies to introduce azide sites for controlled click-based crosslinking or post-functionalization. The aldehyde functionality can be used to integrate the reagent into polymer backbones or to couple it to polymeric carriers that support aldehyde-reactive chemistries, while the azide group provides a stable, widely compatible handle for later reaction with alkyne partners. Researchers use this design to create clickable polymer networks, functional coatings, and carrier systems that can be decorated with fluorescent tags, affinity moieties, or other reporter groups through click coupling. The PEG3 spacing is especially helpful for maintaining accessibility of the azide within hydrated polymer environments where steric effects can limit conjugation efficiency.
Computed Properties
| XLogP3 | 0.2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 11 |
| Exact Mass | 217.10625597 g/mol |
| Monoisotopic Mass | 217.10625597 g/mol |
| Topological Polar Surface Area | 59.1Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 194 |
| 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-10220096-B2 | Injectable and stable hydrogels with dynamic properties modulated by biocompatible catalysts | 2016-10-13 |
| US-2018104348-A1 | Injectable and stable hydrogels with dynamic properties modulated by biocompatible catalysts | 2016-10-13 |
| US-2006024775-A1 | Substrates for o6-alkylguanina-dna alkyltransferase | 2002-10-03 |
| US-7799524-B2 | Substrates for O6-alkylguanina-DNA alkyltransferase | 2002-10-03 |
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