
t-Boc-N-amido-PEG4-azide | CAS 940951-99-5
| Catalog Number | R14-0161 |
| Category | Azides |
| Molecular Formula | C₁₅H₃₀N₄O₆ |
| Molecular Weight | 362.42 |
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Product Introduction
Boc-NH-PEG4-azide is a polyethylene glycol (PEG)-based PROTAC linker. Boc-NH-PEG4-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BocNH-PEG4-CH2CH2N3 |
| Purity | >97% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C15H30N4O6/c1-15(2,3)25-14(20)17-4-6-21-8-10-23-12-13-24-11-9-22-7-5-18-19-16/h4-13H2,1-3H3,(H,17,20) |
| InChIKey | IRLDTXAKTZWNJR-UHFFFAOYSA-N |
| Appearance | Viscous Liquid |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
t-Boc-N-amido-PEG4-azide is a PEG-based azide click chemistry reagent featuring a protected amide functionality (t-Boc) and an azide handle for bioorthogonal conjugation. As an azide component commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition workflows, it is valued for introducing flexible, water-compatible PEG spacing while retaining a protected amine for subsequent derivatization. This combination makes it particularly relevant for building conjugation-ready linkers in chemical biology, materials functionalization, and probe development where controlled hydrophilicity and orthogonal reactivity are beneficial.
1. PEG Linker Bioconjugation
t-Boc-N-amido-PEG4-azide is widely used as a conjugation linker to install PEG spacers between biomolecular scaffolds and downstream reactive motifs. Researchers in chemical biology and biomaterials laboratories often select PEG4-length azide reagents to improve solubility, reduce nonspecific interactions, and tune the effective distance between a targeting group and a functional payload. After click coupling to complementary alkyne partners, the resulting conjugates are commonly advanced into workflow stages such as probe assembly, surface functionalization, or multicomponent labeling strategies where the PEG segment helps maintain accessibility of the attached moieties.
2. Surface Functionalization Probes
t-Boc-N-amido-PEG4-azide supports the preparation of azide-functionalized materials and reagent intermediates used to generate clickable surfaces for imaging and analytical assays. In molecular imaging and diagnostic reagent development, PEG spacers are frequently incorporated to mitigate steric crowding at interfaces and to promote uniform presentation of reactive handles. Following click attachment to alkyne-bearing capture ligands, dyes, or reporter groups, the PEG4 architecture helps maintain colloidal stability and improves the practical handling of conjugated reagents during labeling, washing, and signal readout steps.
3. Polymer and Hydrogel Labeling
t-Boc-N-amido-PEG4-azide is used to introduce azide functionality into polymer backbones and crosslinked networks for subsequent click-based incorporation of fluorescent or affinity tags. Materials scientists and biomaterials engineers rely on PEG-containing linkers to tune swelling behavior and water compatibility in hydrogels and polymer composites, which can be critical for reproducible labeling density and uniform distribution of incorporated reporters. The protected amide (t-Boc) also provides a convenient handle for controlled post-functionalization strategies, enabling sequential construction of multifunctional materials where click chemistry is used as the modular assembly step.
4. Multistep Click Assembly
t-Boc-N-amido-PEG4-azide is commonly employed as a modular intermediate in multistep labeling and reagent build pipelines where an azide handle must be introduced early and coupled later under orthogonal conditions. Chemical biology groups often use PEG4 azide reagents to create standardized linker units that can be reused across different probe families, including alkyne-functional reporters, affinity tags, or imaging moieties. The presence of the t-Boc-protected amide supports downstream derivatization after conjugation, enabling flexible design of complex constructs such as dual-labeled reagents, library-style probe panels, or materials bearing multiple functional domains assembled through click chemistry.
Computed Properties
| XLogP3 | 1.2 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 17 |
| Exact Mass | 362.21653469 g/mol |
| Monoisotopic Mass | 362.21653469 g/mol |
| Topological Polar Surface Area | 89.6Ų |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Complexity | 383 |
| 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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