
Azido-PEG5-triethoxysilane
| Catalog Number | R14-0126 |
| Category | Azides |
| Molecular Formula | C₂₂H₄₆N₄O₉Si |
| Molecular Weight | 538.71 |
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Product Introduction
Azido-PEG5-triethoxysilane is a polyethylene glycol (PEG)-based PROTAC linker. Azido-PEG5-triethoxysilane 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-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-N-(3-triethoxysilylpropyl)propanamide |
| Purity | 98% |
| IUPAC Name | 3-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]-N-(3-triethoxysilylpropyl)propanamide |
| SMILES | CCO[Si](CCCNC(=O)CCOCCOCCOCCOCCOCCN=[N+]=[N-])(OCC)OCC |
| InChI | InChI=1S/C22H46N4O9Si/c1-4-33-36(34-5-2,35-6-3)21-7-9-24-22(27)8-11-28-13-15-30-17-19-32-20-18-31-16-14-29-12-10-25-26-23/h4-21H2,1-3H3,(H,24,27) |
| InChIKey | YLKDLLDVUGVDPN-UHFFFAOYSA-N |
| Solubility | In DMSO: 250 mg/mL (464.07 mM; Need ultrasonic) |
Product Specification
| Storage | Pure form, -20°C, 3 years; In solvent, -80°C, 6 months; -20°C, 1 month |
Application
Azido-PEG5-triethoxysilane is a bifunctional click chemistry reagent that combines a terminal azide for Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) with a triethoxysilane group for surface and material anchoring. The PEG5 spacer provides aqueous compatibility and reduces steric constraints between the immobilized interface and the clickable handle. This structure is widely used to introduce bioorthogonal azide functionality onto glass, silica, and other siloxane-bearing substrates, enabling downstream conjugation of biomolecules, probes, and imaging reagents.
1. Surface Biofunctionalization
Azido-PEG5-triethoxysilane is commonly used to create azide-functional surfaces for research workflows in chemical biology and biomaterials. The triethoxysilane moiety enables robust anchoring to silica-rich materials such as glass slides, coverslips, and sensor chips, while the PEG5 chain helps present the azide group with improved accessibility for subsequent click conjugation. Researchers use the resulting azide layer as a stable platform to attach fluorescent labels, affinity ligands, or other molecular recognition elements via CuAAC, supporting reproducible surface chemistry for assay development, imaging experiments, and materials characterization.
2. Immobilized Probe Arrays
Azido-PEG5-triethoxysilane supports the fabrication of immobilized probe arrays where spatially defined functionalization is required. After silane deposition on appropriate substrates, the azide handle serves as a standardized coupling site for introducing alkyne-bearing reporters, enabling modular assembly of multiplexed chemical or biological tools. This approach is frequently adopted in platform development for biosensing and molecular imaging reagent preparation, because the PEG spacer can improve signal uniformity by mitigating steric effects at the interface. The reagent’s click-compatible azide also allows rapid exchange of probe components without redesigning the surface chemistry.
3. Biomolecule Conjugation Platforms
Azido-PEG5-triethoxysilane is used to generate clickable biomolecule conjugation platforms by first functionalizing a material or scaffold with azide groups and then coupling alkyne-functional biomolecules or biomolecule-derived reagents. The triethoxysilane chemistry allows incorporation of the azide functionality onto silica-like supports, while the PEG5 linker supports efficient presentation of the reactive group in aqueous or buffered environments typical of bioconjugation workflows. This enables construction of modular conjugates for mechanistic studies, biochemical labeling, and reagent assembly in chemical biology laboratories that rely on consistent click handles for controlled attachment chemistry.
4. Molecular Imaging Reagent Building
Azido-PEG5-triethoxysilane is applied in the preparation of molecular imaging and detection reagents that require stable immobilization or surface presentation of clickable moieties. By anchoring the azide-bearing PEG layer onto imaging-relevant substrates, researchers can subsequently attach alkyne-functional fluorophores, affinity tags, or other imaging components through CuAAC. The PEG5 spacer is particularly valuable when the imaging signal depends on accessibility of the conjugated reporter at the interface, such as in microscopy-based labeling workflows or in the construction of imaging-active material surfaces.
Computed Properties
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 28 |
| Exact Mass | 538.30340559 g/mol |
| Monoisotopic Mass | 538.30340559 g/mol |
| Topological Polar Surface Area | 117Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 541 |
| 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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