
N-(Azido-PEG2)-N-PEG4-t-butyl ester
| Catalog Number | R14-0099 |
| Category | Azides |
| Molecular Formula | C21H42N4O8 |
| Molecular Weight | 478.6 |
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Product Introduction
N-(Azido-PEG2)-N-PEG4-t-butyl ester is a branched PEG linker with an azide group and a t-butyl ester group. The azide group reacts with alkyne or cyclooctyne in Click Chemistry reaction. The amino group is reactive with carboxylic acids, activated NHS esters, and carbonyls.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Purity | 98% |
| IUPAC Name | tert-butyl 3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCOCCNCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C21H42N4O8/c1-21(2,3)33-20(26)4-8-27-12-16-31-18-19-32-17-15-29-10-6-23-5-9-28-13-14-30-11-7-24-25-22/h23H,4-19H2,1-3H3 |
| InChIKey | MHESMGZGGUQFDK-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | -20 °C |
Application
N-(Azido-PEG2)-N-PEG4-t-butyl ester is a PEG-based azide-containing click chemistry reagent designed to introduce an azide handle onto surfaces, linkers, and biomolecule conjugates with improved aqueous compatibility. As an azide functional group, it is commonly used for copper-free or copper-catalyzed azide–alkyne cycloaddition workflows, where the PEG architecture supports solubility and reduces nonspecific interactions. The t-butyl ester provides a protected carboxylate motif that can be leveraged to generate reactive sites for subsequent bioconjugation and material functionalization steps, making this reagent relevant to probe and platform construction in chemical biology and biomaterials research.
1. Azide Handle For Probes
N-(Azido-PEG2)-N-PEG4-t-butyl ester is frequently used to install an azide moiety on imaging and detection probes, enabling downstream conjugation to alkyne-bearing reporters such as fluorophores, affinity tags, or polymerizable imaging components. The PEG2/PEG4 spacing helps maintain probe dispersibility in aqueous buffers and can improve labeling consistency when working with complex biological mixtures. Researchers commonly incorporate this reagent into workflows that generate modular probe libraries for assay development, where the azide handle serves as a versatile attachment point for subsequent click coupling.
2. Surface And Material Functionalization
N-(Azido-PEG2)-N-PEG4-t-butyl ester supports the functionalization of biomaterials and engineered surfaces that require controlled presentation of azide groups for patterned or bulk conjugation. The PEG-based linker can reduce steric crowding and promote more uniform surface chemistry compared with short linkers, which is valuable when attaching biomolecules to hydrogels, coatings, or scaffold materials. In materials science and chemical biology, this reagent is often selected to create clickable interfaces for immobilizing ligands, building multicomponent composites, or preparing substrates for downstream conjugation with alkyne-functional components.
3. Bioconjugation Linker For Biomolecules
N-(Azido-PEG2)-N-PEG4-t-butyl ester is used as a click-compatible PEG linker to prepare biomolecule conjugates that require an azide-functional attachment site while maintaining favorable solubility and reduced aggregation. The protected ester functionality provides a practical handle for integrating PEG spacers into conjugation strategies, supporting the creation of defined junctions between biomolecules and alkyne-bearing partners. Chemical biology groups often employ this reagent to generate labeling reagents and modular conjugates for mechanistic studies, reagent optimization, and multistep assembly of complex biomolecular constructs.
4. PEG-Spaced Multivalent Assembly
N-(Azido-PEG2)-N-PEG4-t-butyl ester is well suited for multivalent assembly strategies where spacing and accessibility of reactive groups are critical for efficient coupling. By combining an azide click handle with a PEG2/PEG4 architecture, the reagent helps position conjugation sites to reduce unfavorable intramolecular interactions and to improve the usability of the resulting intermediate in iterative labeling or combinatorial chemistry. This makes it a common choice for building multicomponent reagent systems, such as multivalent affinity constructs and polymer–biomolecule hybrids, where controlled presentation of clickable groups supports reproducible downstream assembly.
Computed Properties
| XLogP3 | 0.6 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 26 |
| Exact Mass | 478.30026431 g/mol |
| Monoisotopic Mass | 478.30026431 g/mol |
| Topological Polar Surface Area | 108Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 499 |
| 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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