
Azido-PEG3-alcohol | CAS 86520-52-7
| Catalog Number | R14-0002 |
| Category | Azides |
| Molecular Formula | C6H13N3O3 |
| Molecular Weight | 175.20 |
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Product Introduction
Azido-PEG3-alcohol features an azide group linked to a triethylene glycol chain terminated with an alcohol moiety. This reagent participates in click chemistry reactions, particularly copper-catalyzed azide–alkyne cycloaddition, facilitating the conjugation of biomolecules or surface modification. The presence of the polyethylene glycol (PEG) spacer in its structure enhances solubility and reduces steric hindrance, making it suitable for various bioconjugation and polymer functionalization applications.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | Azide-PEG3-OH;N3-EEE; 2-[2-(2-Azidoethoxy)ethoxy]ethanol; Azido-PEG3-Alcohol |
| Purity | ≥ 97 % |
| IUPAC Name | 2-[2-(2-azidoethoxy)ethoxy]ethanol |
| SMILES | C(COCCOCCO)N=[N+]=[N-] |
| InChI | InChI=1S/C6H13N3O3/c7-9-8-1-3-11-5-6-12-4-2-10/h10H,1-6H2 |
| InChIKey | PMNIHDBMMDOUPD-UHFFFAOYSA-N |
| Solubility | In DMSO: 100 mg/mL (570.81 mM; Need ultrasonic) In H2O: 100 mg/mL (570.81 mM; Need ultrasonic) |
| Appearance | Light yellow oil |
| LogP | -0.22504 |
Product Specification
| Storage | Store at -20 °C |
| Signal | Warning |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Application
Azido-PEG3-alcohol is a PEG-based azide building block designed for copper-free and copper-mediated click chemistry workflows, enabling rapid installation of azide handles onto polymeric, biomaterial, or small-molecule platforms. The reagent features a short, flexible PEG3 spacer terminating in a primary alcohol alongside a terminal azide, which supports downstream functionalization such as conjugation to surfaces, crosslinking to hydrogels, and incorporation into imaging or affinity probes. Its balanced hydrophilicity and reactive azide functionality make it a widely used precursor for constructing well-defined conjugates in chemical biology and materials research.
1. Hydrogel And Polymer Functionalization
Azido-PEG3-alcohol is commonly used to introduce azide functionality into polymer networks and hydrogel formulations, where the PEG spacer helps maintain water compatibility and reduces nonspecific interactions. Researchers incorporate the reagent into pre-formed materials or reactive polymer backbones to create clickable sites for subsequent conjugation with cyclooctyne or strained-alkyne partners, enabling modular assembly of cell-interactive motifs, degradable linkers, or fluorescent labels. In biomaterials workflows, the alcohol handle also supports practical attachment strategies to surfaces and polymer components, facilitating reproducible material-to-probe coupling.
2. Surface And Bead Immobilization
Azido-PEG3-alcohol is well suited for preparing azide-functional surfaces and solid supports used in affinity capture, pull-down assays, and analytical sample preparation. The reagent’s azide group provides a robust handle for click-based immobilization of detection reagents, while the PEG3 segment improves accessibility of the reactive site away from the surface, which can be important for maintaining binding or labeling efficiency. Laboratories frequently use azide-bearing coatings on beads, microplates, and membranes as standardized platforms for attaching alkyne-functional ligands, enabling consistent workflows in chemical biology and diagnostic reagent development.
3. Biomolecule Labeling And Conjugates
Azido-PEG3-alcohol is used to generate azide-functional conjugates for labeling biomolecules and constructing multicomponent chemical probes. The PEG3 spacer supports aqueous compatibility and helps present the azide group in a solvent-accessible manner, which is advantageous when conjugates are assembled for imaging, tracking, or mechanistic studies. Typical use cases include preparing azide-tagged linkers for subsequent click coupling to alkyne-bearing fluorophores, affinity moieties, or reporter scaffolds, allowing researchers to tailor probe architecture without extensive redesign of the core targeting component.
4. Molecular Imaging Probe Building
Azido-PEG3-alcohol serves as a practical azide precursor for building molecular imaging and detection reagents that require modular attachment of reporter groups. By installing azide functionality with a short PEG spacer, probe developers can later couple the azide-bearing intermediate to cyclooctyne or strained-alkyne imaging reporters, including fluorescent dyes and other signal-generating tags used in fluorescence-based assays and microscopy. This approach supports rapid iteration of probe formats, where the azide handle acts as a standardized attachment point across different reporter chemistries, streamlining probe synthesis for research-grade imaging toolkits.
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