
N-(Azido-PEG3)-N-Boc-PEG3-acid | CAS 2112731-52-7
| Catalog Number | R14-0090 |
| Category | Azides |
| Molecular Formula | C₂₂H₄₂N₄O₁₀ |
| Molecular Weight | 522.59 |
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Product Introduction
N-(Azido-PEG3)-N-Boc-PEG3-acid is a polyethylene glycol (PEG)-based PROTAC linker. N-(Azido-PEG3)-N-Boc-PEG3-acid can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | 3-(2-{2-[2-(16-azido-2,2-dimethyl-4-oxo-3,8,11,14-tetraoxa-5-azahexadecan-5-yl)ethoxy]ethoxy}ethoxy)propanoic acid; 3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid |
| Purity | 95% |
| IUPAC Name | 3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]propanoic acid |
| SMILES | CC(C)(C)OC(=O)N(CCOCCOCCOCCC(=O)O)CCOCCOCCOCCN=[N+]=[N-] |
| InChI | InChI=1S/C22H42N4O10/c1-22(2,3)36-21(29)26(6-10-32-14-18-34-16-12-30-8-4-20(27)28)7-11-33-15-19-35-17-13-31-9-5-24-25-23/h4-19H2,1-3H3,(H,27,28) |
| InChIKey | CTQHJMLHBMSXLL-UHFFFAOYSA-N |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
N-(Azido-PEG3)-N-Boc-PEG3-acid is a PEG-based azide-bearing linker reagent designed for click chemistry workflows, providing a flexible hydrophilic spacer that supports bioorthogonal conjugation. The molecule combines an azide functional handle with protected carboxylic acid functionality (Boc-protected) and additional PEG spacing, which is commonly leveraged to improve solubility and reduce steric effects in labeling and surface modification. As a research-grade azide building block, it is frequently incorporated into probe, material, and biomolecule conjugation pipelines where downstream coupling to alkyne partners enables modular assembly of complex constructs.
1. Biomolecule Labeling
N-(Azido-PEG3)-N-Boc-PEG3-acid is widely used as an azide functional component for preparing clickable biomolecule conjugates in chemical biology laboratories. Researchers typically install the PEG-azide handle onto proteins, peptides, or nucleic-acid-binding reagents so that subsequent reaction with complementary alkyne-bearing partners can be performed under mild, bioorthogonal conditions. The PEG spacing helps maintain accessibility of the azide for efficient conjugation while also improving aqueous compatibility of the labeled biomolecules, which is especially valuable for workflows that require repeated handling, buffer exchanges, or conjugation to multiple reporters.
2. Surface And Material Functionalization
N-(Azido-PEG3)-N-Boc-PEG3-acid supports the construction of clickable material surfaces and coatings where a stable PEG linker layer is advantageous for controlling interfacial chemistry. In biomaterials and materials science settings, the reagent is used to introduce azide groups onto polymeric scaffolds, nanoparticle surfaces, or functionalized substrates, enabling later attachment of alkyne-functional ligands, dyes, or capture moieties. The hydrophilic PEG segments can reduce nonspecific interactions and help preserve the reactivity of the azide handle after immobilization, which is important for reproducible surface labeling and for building multicomponent material systems.
3. Molecular Imaging Probe Assembly
N-(Azido-PEG3)-N-Boc-PEG3-acid is applied in the synthesis of modular imaging and detection probes where a PEG-azide motif provides a convenient conjugation handle for attaching fluorophores, affinity tags, or imaging reporters. Probe developers often incorporate this reagent into intermediate constructs to standardize the distance and solvation environment between the imaging payload and the targeting or recognition element introduced through alkyne click partners. The PEG-based architecture is particularly useful when probe performance depends on maintaining colloidal stability, minimizing aggregation, and ensuring that the conjugation site remains accessible for subsequent labeling steps.
4. Diagnostic And Assay Reagents
N-(Azido-PEG3)-N-Boc-PEG3-acid is used to generate azide-functional assay reagents and diagnostic research tools that rely on modular conjugation strategies. Assay manufacturers and academic groups commonly employ azide PEG linkers to connect detection components such as reporter dyes, enzyme labels, or affinity ligands to solid supports or to each other through complementary alkyne handles. The reagent’s PEG spacing supports robust reagent solubility and helps maintain consistent conjugation geometry, which is beneficial for building multiplexed panels, calibration standards, and workflow-compatible conjugates used in analytical assay development.
Computed Properties
| XLogP3 | 0.6 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 26 |
| Exact Mass | 522.29009355 g/mol |
| Monoisotopic Mass | 522.29009355 g/mol |
| Topological Polar Surface Area | 137Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 612 |
| 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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