
t-Boc-N-amido-PEG6-azide | CAS 1292268-15-5
| Catalog Number | R14-0159 |
| Category | Azides |
| Molecular Formula | C₁₉H₃₈N₄O₈ |
| Molecular Weight | 450.53 |
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Product Introduction
Boc-NH-PEG6-azide is a polyethylene glycol (PEG)-based PROTAC linker. Boc-NH-PEG6-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | BocNH-PEG6-CH2CH2N3 |
| Purity | >97% |
| IUPAC Name | tert-butyl N-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate |
| SMILES | CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C19H38N4O8/c1-19(2,3)31-18(24)21-4-6-25-8-10-27-12-14-29-16-17-30-15-13-28-11-9-26-7-5-22-23-20/h4-17H2,1-3H3,(H,21,24) |
| InChIKey | NICFUXNQYXFEQA-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
t-Boc-N-amido-PEG6-azide is a PEG-based azide click chemistry reagent designed for bioconjugation workflows where aqueous solubility and controlled spacer length are important. As an azide functional handle, it is commonly used in strain-promoted or copper-catalyzed azide–alkyne cycloaddition (CuAAC) strategies to install or exchange functional groups on biomolecules, surfaces, and polymeric scaffolds. The t-Boc-protected amide motif and the flexible PEG6 linker provide a chemically stable yet reactive platform for building well-defined conjugates for chemical biology and materials research.
1. Bioconjugation Linker Chemistry
t-Boc-N-amido-PEG6-azide is widely used as a modular PEG spacer for attaching azide-bearing groups to proteins, peptides, and other biomolecular constructs prior to downstream click coupling. In chemical biology and assay development, the PEG6 segment helps reduce steric congestion and improves handling in aqueous buffers, enabling consistent labeling densities when conjugation partners are introduced via azide–alkyne cycloaddition. Researchers often incorporate this reagent into workflows that require a protected amide functionality during intermediate steps, followed by deprotection or further functionalization to generate conjugates with improved solubility and defined linker architecture.
2. Surface Functionalization And Coatings
t-Boc-N-amido-PEG6-azide is applicable to the preparation of functional surfaces and polymer coatings where azide groups serve as stable attachment points for subsequent click reactions. Materials scientists and platform developers use azide–alkyne coupling to pattern or decorate substrates with biomolecule mimics, affinity ligands, or fluorescent tags while maintaining a hydrated PEG environment that can influence nonspecific adsorption. The PEG6 spacer is particularly valued when immobilized ligands must remain accessible to binding reagents in complex media, such as during surface-based screening, imaging sample preparation, or biosensor reagent assembly.
3. Molecular Imaging Probe Assembly
t-Boc-N-amido-PEG6-azide supports the construction of imaging and detection probes by providing a convenient azide handle for attaching imaging reporters or targeting motifs through click chemistry. Probe developers in molecular imaging and diagnostic reagent research frequently rely on PEG spacers to tune probe hydrophilicity and reduce aggregation, which can be critical for reproducible labeling and consistent signal generation in assay formats. The reagent’s protected amide functionality also makes it useful as an intermediate building block when probe synthesis requires sequential protection and coupling steps before final conjugation to an alkyne-bearing reporter.
4. Polymer And Hydrogel Crosslinking
t-Boc-N-amido-PEG6-azide is used in polymer chemistry and biomaterials R&D to introduce azide functionalities into PEG-containing networks and precursor polymers, enabling subsequent crosslinking or post-functionalization via click reactions. Biomaterials groups often incorporate azide-bearing PEG linkers to control network spacing, swelling behavior, and the presentation of functional groups within hydrogels and related soft materials. By using azide–alkyne coupling as a modular step, researchers can generate materials with tunable functional density and incorporate reactive handles for later attachment of ligands, dyes, or other macromolecular components without relying on harsh conditions that may compromise sensitive building blocks.
Computed Properties
| XLogP3 | 0.9 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 23 |
| Exact Mass | 450.26896418 g/mol |
| Monoisotopic Mass | 450.26896418 g/mol |
| Topological Polar Surface Area | 108Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 470 |
| 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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