
t-Boc-N-amido-PEG9-azide | CAS 2112731-50-5
| Catalog Number | R14-0157 |
| Category | Azides |
| Molecular Formula | C₂₅H₅₀N₄O₁₁ |
| Molecular Weight | 582.68 |
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Product Introduction
Boc-NH-PEG9-azide is a polyethylene glycol (PEG)-based PROTAC linker. Boc-NH-PEG9-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BocNH-PEG9-CH2CH2N3 |
| Purity | >97% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C25H50N4O11/c1-25(2,3)40-24(30)27-4-6-31-8-10-33-12-14-35-16-18-37-20-22-39-23-21-38-19-17-36-15-13-34-11-9-32-7-5-28-29-26/h4-23H2,1-3H3,(H,27,30) |
| InChIKey | CKIKYHBSXHEGSA-UHFFFAOYSA-N |
| Solubility | Water, DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
t-Boc-N-amido-PEG9-azide is a PEG-based azide building block designed for copper-free and copper-mediated click chemistry workflows, offering a flexible hydrophilic linker that improves solubility and bioconjugation compatibility. The reagent combines an azide functional group for selective reaction with complementary click partners and a protected amide/tert-butoxycarbonyl (t-Boc) motif that supports downstream assembly of amide-containing conjugates. Its PEG9 spacer and amide handle make it well suited for preparing labeled biomolecules, functional materials, and imaging or diagnostic research reagents where controlled spacing and aqueous compatibility are important.
1. PEG Linker Bioconjugation
t-Boc-N-amido-PEG9-azide is widely used as a modular PEG spacer for attaching functional moieties to biomolecular scaffolds via azide click handles. Researchers incorporate it to improve conjugate solubility, reduce nonspecific interactions, and tune the effective distance between a biomolecule and a reporter or binding ligand. The presence of the azide enables straightforward coupling to cyclooctyne or strained-alkyne partners in labeling workflows, while the protected amide functionality supports subsequent derivatization steps that generate stable, amide-containing conjugates for assay development and molecular probe construction.
2. Surface Functionalization Probes
t-Boc-N-amido-PEG9-azide is commonly employed to introduce azide functionality onto polymeric and biomaterial surfaces for downstream click immobilization of probes. In materials and interface research, PEG spacers are used to create hydrated, antifouling-like environments that can improve probe accessibility and reduce surface crowding effects. The reagent’s azide group supports attachment to alkyne-bearing linkers, enabling fabrication of functional coatings, microarray reagents, and sensor surfaces where spatial control of immobilized ligands is critical for consistent binding and signal generation in laboratory assays.
3. Molecular Imaging Reagent Handles
t-Boc-N-amido-PEG9-azide serves as a practical azide intermediate for constructing imaging-oriented molecular probes that require hydrophilic linkers and controlled linker length. Probe developers use PEGylated azide building blocks to manage solubility and to position imaging reporters away from the core scaffold, which can be important for maintaining labeling uniformity and minimizing steric effects. By reacting the azide with appropriate click partners, teams can generate a variety of conjugate formats, including fluorescent and other label-bearing constructs used in imaging research workflows and target-binding studies.
4. Diagnostic Assay Labeling
t-Boc-N-amido-PEG9-azide is used in diagnostic reagent development and analytical assay labeling to create conjugates with azide-reactive handles that can be coupled to detection chemistries. The PEG9 spacer supports aqueous compatibility and helps maintain reagent performance in buffer-based workflows where aggregation and nonspecific adsorption can limit assay reproducibility. Teams often rely on this reagent to standardize linker length between capture/detection components and reporter groups, facilitating scalable preparation of assay reagents such as labeled binding partners, reagent conjugate libraries, and multiplexing-ready probe sets.
Computed Properties
| XLogP3 | 0.5 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 32 |
| Exact Mass | 582.34760842 g/mol |
| Monoisotopic Mass | 582.34760842 g/mol |
| Topological Polar Surface Area | 136Ų |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Complexity | 606 |
| 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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