
NH-bis(PEG3-azide) | CAS 1258939-39-7
| Catalog Number | R14-0102 |
| Category | Azides |
| Molecular Formula | C₁₆H₃₃N₇O₆ |
| Molecular Weight | 419.48 |
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Product Introduction
NH-bis(PEG3-azide) is a polyethylene glycol (PEG)-based PROTAC linker. NH-bis(PEG3-azide) can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | bis(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)amine; 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]ethanamine; NH-(PEG3-azide)2; 1,23-diazido-3,6,9,15,18,21-hexaoxa-12-azatricosane |
| Purity | 98% |
| IUPAC Name | 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]-N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]ethanamine |
| SMILES | C(COCCOCCOCCN=[N+]=[N-])NCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C16H33N7O6/c17-22-20-3-7-26-11-15-28-13-9-24-5-1-19-2-6-25-10-14-29-16-12-27-8-4-21-23-18/h19H,1-16H2 |
| InChIKey | APYUGXCRFRUVCL-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
NH-bis(PEG3-azide) is a polyethylene glycol (PEG)-based bis-azide click chemistry reagent designed for copper-free or copper-catalyzed azide–alkyne cycloaddition workflows. The scaffold provides two azide handles separated by short PEG3 spacers, enabling efficient multivalent conjugation to complementary alkyne-bearing partners such as biomolecule tags, polymer backbones, and imaging probes. Its PEG character is commonly leveraged to improve solubility, reduce nonspecific interactions, and support modular assembly of multivalent constructs used in chemical biology, biomaterials, and molecular imaging tool development.
1. Multivalent Biomolecule Labeling
NH-bis(PEG3-azide) is widely used to introduce two orthogonal-ready azide functionalities into biomolecular labeling workflows, supporting multivalent attachment to alkyne-functional targets such as strained-alkyne probes, DBCO-modified dyes, or alkyne-tagged affinity reagents. In chemical biology and assay development, the PEG3 spacers help maintain aqueous compatibility and can reduce aggregation during conjugation and downstream handling. Researchers commonly employ NH-bis(PEG3-azide) as a linker component to build higher-valency labeling reagents that improve structural control and labeling density in complex probe formats.
2. Surface And Hydrogel Functionalization
NH-bis(PEG3-azide) is used in biomaterials science to functionalize surfaces and soft materials where dual reactive sites are advantageous for creating stable, spatially defined networks. By reacting with alkyne-bearing surface coatings, crosslinkers, or material-reactive motifs, NH-bis(PEG3-azide) supports the installation of clickable handles for subsequent attachment of peptides, affinity ligands, or fluorescent reporters. The PEG-based architecture is particularly relevant for hydrogel and coating applications that require water compatibility and minimized nonspecific adsorption, enabling reproducible material modification for microscopy, materials characterization, and platform prototyping.
3. Molecular Imaging Probe Assembly
NH-bis(PEG3-azide) serves as a practical building block for constructing imaging probes that require controlled multivalent conjugation to alkyne-functional fluorophores, enrichment tags, or imaging scaffolds. In molecular imaging reagent development, the bis-azide design supports coupling strategies that can increase labeling stoichiometry while maintaining probe solubility in assay-relevant buffers. The PEG3 spacers help preserve probe behavior during conjugation and purification, making NH-bis(PEG3-azide) a common choice when modular assembly of fluorescent or luminescent components is needed for research imaging workflows.
4. Polymer and Nanoparticle Conjugation
NH-bis(PEG3-azide) is employed to tailor polymer and nanoparticle surfaces with clickable azide groups for subsequent attachment of targeting moieties, tracking dyes, or functional ligands bearing alkyne handles. Dual azide functionality enables crosslinking or multivalent grafting approaches that can influence surface ligand density and architecture, which is important in materials characterization and platform optimization. In industrial and translational research settings focused on reagent and materials prototyping, NH-bis(PEG3-azide) is often integrated into modular conjugation pipelines to generate reproducible, water-soluble functional materials for downstream assay development and analytical studies.
Computed Properties
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 24 |
| Exact Mass | 419.24923180 g/mol |
| Monoisotopic Mass | 419.24923180 g/mol |
| Topological Polar Surface Area | 96.1Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 396 |
| 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-2022401561-A1 | Protein-macromolecule conjugates and methods of use thereof | 2019-09-30 |
| US-2019113509-A1 | Intra-droplet surface engineering to capture a molecular target | 2016-04-05 |
| US-11181521-B2 | Intra-droplet surface engineering to capture a molecular target | 2016-04-05 |
| US-2022074930-A1 | Intra-droplet surface engineering to capture a molecular target | 2016-04-05 |
| US-9889182-B2 | Assisted enzyme replacement therapy | 2009-09-15 |
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