
N-(Azido-PEG3)-NH-PEG3-t-butyl ester
| Catalog Number | R14-0098 |
| Category | Azides |
| Molecular Formula | C21H42N4O8 |
| Molecular Weight | 478.6 |
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Product Introduction
N-(Azido-PEG3)-NH-PEG3-t-butyl ester is a click chemistry reagent with a terminal azide group and secondary amine NH group. NH group is reactive with NHS ester, The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The azide group can participate in Click Chemistry.
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]ethoxy]ethylamino]ethoxy]ethoxy]ethoxy]propanoate |
| SMILES | CC(C)(C)OC(=O)CCOCCOCCOCCNCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C21H42N4O8/c1-21(2,3)33-20(26)4-8-27-12-16-31-17-13-28-9-5-23-6-10-29-14-18-32-19-15-30-11-7-24-25-22/h23H,4-19H2,1-3H3 |
| InChIKey | YRWCSDHRCIQMOU-UHFFFAOYSA-N |
Product Specification
| Storage | -20 °C |
Application
N-(Azido-PEG3)-NH-PEG3-t-butyl ester is a PEG-based azide functionalization reagent designed for click chemistry workflows, most commonly leveraging strain-promoted or copper-catalyzed azide–alkyne cycloaddition to install bioorthogonal handles on complex targets. The molecule combines an azide-bearing PEG spacer with a protected carboxylate motif (t-butyl ester), offering practical compatibility with aqueous bioconjugation environments and downstream coupling strategies. Its flexible, hydrophilic PEG architecture is frequently used to improve solubility, spacing, and conjugation accessibility in probe, material, and surface-functionalization programs.
1. Surface PEGylation
N-(Azido-PEG3)-NH-PEG3-t-butyl ester is widely used to introduce an azide-functional PEG spacer onto surfaces and interfaces, enabling subsequent click attachment of fluorescent tags, affinity ligands, or polymeric components. Research groups working on biosensor platforms and materials functionalization often select this reagent to create a defined, hydrophilic distance between the surface and the reactive payload, which can reduce steric interference during later conjugation steps. The t-butyl ester functionality supports practical handling during fabrication workflows where controlled conversion to a carboxylate-bearing intermediate may be required for immobilization chemistries.
2. Biomolecule Conjugation Handles
N-(Azido-PEG3)-NH-PEG3-t-butyl ester serves as a convenient azide-bearing linker for preparing clickable biomolecule conjugates, including PEG-spaced labeling of proteins, peptides, and nucleic-acid components used in chemical biology. Laboratories that build modular probe libraries rely on the azide handle to attach diverse reporters or targeting motifs through standardized click coupling, improving reproducibility across experiments. The PEG spacers help maintain aqueous compatibility and provide a flexible tether that can be important for preserving binding-site accessibility and reducing nonspecific interactions during labeling workflows.
3. Imaging and Fluorophore Labeling
N-(Azido-PEG3)-NH-PEG3-t-butyl ester is commonly incorporated into molecular imaging reagent development to generate azide-functional scaffolds compatible with downstream attachment of dyes and imaging reporters via click chemistry. Probe developers value the PEG spacing because it can improve dispersion in assay buffers and help tune the effective distance between the imaging moiety and the biomolecular or material scaffold. This reagent is frequently used when azide placement and linker flexibility are critical for achieving consistent labeling density and signal behavior across a series of related probes.
4. Hydrogel and Polymer Functionalization
N-(Azido-PEG3)-NH-PEG3-t-butyl ester is used to introduce azide functionality into hydrogels and polymeric materials, supporting modular post-modification with alkyne-bearing crosslinkers, degradable motifs, or bioactive components used as research tools. Biomaterials groups often select PEG-based azide linkers to enhance water compatibility and to provide a controllable tether length that influences how attached components present at the material interface. The reagent’s protected ester handle also aligns with common materials processing workflows where intermediate functional group availability is managed to fit sequential coupling steps.
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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