
Azido-PEG3-aldehyde
| Catalog Number | R14-0353 |
| Category | Azides |
| Molecular Formula | C16H22N4O5 |
| Molecular Weight | 350.37 |
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Product Introduction
Azido-PEG3-aldehyde features an azide group and an aldehyde functionality, making it a bifunctional reagent suitable for diverse bioconjugation strategies. The azide moiety participates in copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition (SPAAC), facilitating bioorthogonal labeling and conjugation processes. The aldehyde group allows for further chemical transformations or conjugation with amines through reductive amination, supporting its integration in surface modification and polymer functionalization applications.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 3-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)propanal; N3-PEG3-pALD |
| Purity | >95% |
| IUPAC Name | 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanal |
| SMILES | C(COCCOCCOCCN=[N+]=[N-])C=O |
| InChI | InChI=1S/C9H17N3O4/c10-12-11-2-5-15-7-9-16-8-6-14-4-1-3-13/h3H,1-2,4-9H2 |
| InChIKey | NYVGWHGMRDHPFF-UHFFFAOYSA-N |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Appearance | Colorless oil |
Product Specification
| Storage | -20 °C |
Application
Azido-PEG3-aldehyde is a PEG-based bifunctional reagent that combines an azide handle with a terminal aldehyde for orthogonal chemical labeling. As an azide-bearing click chemistry partner, it is commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition workflows to attach PEGylated motifs to biomolecules, surfaces, and nanomaterials. The aldehyde functionality also enables rapid formation of hydrazones and related carbonyl adducts, making the reagent valuable for constructing multi-functional probes, linkers, and conjugation-ready materials in chemical biology and biomaterials research.
1. Click-Ready Biomolecule Conjugation
Azido-PEG3-aldehyde is widely used as a conjugation linker in chemical biology for preparing azide-functional biomolecule derivatives prior to click coupling. Researchers incorporate the aldehyde-bearing PEG spacer to improve aqueous solubility and to provide a flexible distance between the biomolecule and the eventual click-installed payload, such as fluorescent tags, affinity ligands, or imaging moieties. The azide group supports downstream orthogonal attachment to alkyne-functional partners, enabling modular assembly of labeled proteins, peptides, and nucleic-acid constructs used in mechanistic studies and assay development.
2. Surface Functionalization For Probes
Azido-PEG3-aldehyde is used to introduce azide functionality onto solid supports and material surfaces while retaining a reactive aldehyde for additional surface chemistry. Biomaterials and materials science groups often apply the reagent to create clickable, PEG-spaced interfaces for subsequent coupling of alkyne-bearing probes, enabling the fabrication of functional coatings, sensor surfaces, and patterned labeling platforms. The PEG3 segment helps mitigate steric crowding at the interface, supporting more consistent probe presentation for downstream binding and detection workflows in research-grade diagnostic reagent development.
3. Hydrazone Linker Construction
Azido-PEG3-aldehyde is also employed as a carbonyl-reactive handle for building hydrazone-based linkages in multi-step labeling strategies. The aldehyde enables formation of stable carbonyl adducts with hydrazide or related nucleophiles, allowing researchers to preassemble conjugates or to incorporate additional chemical functionality before or after click installation of the final reporter. This dual-handle design is particularly useful when constructing modular reagent sets for imaging and analytical applications, where PEG spacing and orthogonal reactivity can streamline conjugate synthesis and purification.
4. PEG-Spaced Imaging And Labeling
Azido-PEG3-aldehyde is commonly selected for preparing PEG-spaced imaging and labeling reagents that require both an azide for click installation and an aldehyde for intermediate derivatization. Molecular imaging and chemical biology laboratories use the reagent to tailor probe architectures, improving solubility and reducing non-specific interactions through PEG spacing while maintaining a reliable click handle for attaching fluorophores, affinity tags, or other reporter groups. The resulting conjugation-ready intermediates support efficient downstream assembly of imaging probes and analytical standards used in research workflows.
Computed Properties
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 12 |
| Exact Mass | 231.12190603 g/mol |
| Monoisotopic Mass | 231.12190603 g/mol |
| Topological Polar Surface Area | 59.1Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 207 |
| 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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