
Bromo-PEG3-azide | CAS 1446282-43-4
| Catalog Number | R14-0183 |
| Category | Azides |
| Molecular Formula | C8H16BrN3O3 |
| Molecular Weight | 282.13 |
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Product Introduction
Bromo-PEG3-azide is a polyethylene glycol (PEG)-based PROTAC linker. Bromo-PEG3-azide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Azido-PEG3-Br; Br-PEG3-N3; N3-PEG3-CH2CH2Br; Ethane, 1-(2-azidoethoxy)-2-[2-(2-bromoethoxy)ethoxy]- |
| Purity | ≥95% |
| IUPAC Name | 1-azido-2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethane |
| SMILES | C(COCCOCCOCCBr)N=[N+]=[N-] |
| InChI | InChI=1S/C8H16BrN3O3/c9-1-3-13-5-7-15-8-6-14-4-2-11-12-10/h1-8H2 |
| InChIKey | XSJKYJPWZDLXTI-UHFFFAOYSA-N |
| Solubility | Soluble in DCM, DMF, DMSO |
| Appearance | Colorless to Light Orange to Yellow Clear Liquid |
Product Specification
| Storage | Store at 2-8°C |
Application
Bromo-PEG3-azide is a PEG-based bifunctional linker that combines an azide handle for copper-free or copper-catalyzed azide–alkyne click chemistry with a bromomethyl electrophile for orthogonal functionalization. The short, flexible PEG spacer improves aqueous compatibility and reduces steric constraints during bioconjugation workflows, making this reagent valuable for building modular probes, surface coatings, and material-bound conjugates. Researchers commonly use it to install azide functionality onto biomolecule- or surface-derived scaffolds while retaining a second reactive site for downstream coupling strategies.
1. Bioconjugation Probe Building
Bromo-PEG3-azide is frequently used to generate azide-bearing probes from amine- or thiol-functionalized targets by first exploiting the bromomethyl group for selective attachment to nucleophilic sites on proteins, peptides, or other biomolecular scaffolds. The resulting PEG3-azide conjugates are then compatible with click-based labeling of biomolecular partners, such as alkyne-tagged affinity reagents, imaging reporters, or enrichment handles. This two-step orthogonal design supports streamlined workflows in chemical biology labs that need stable, water-soluble linkers for multicomponent probe assembly.
2. Surface And Material Functionalization
Bromo-PEG3-azide is well suited for introducing azide functionality onto polymer surfaces, nanoparticles, and biomaterial coatings where a PEG spacer helps maintain accessibility of the azide group after immobilization. The bromomethyl functionality enables attachment to reactive surfaces or pre-functionalized materials, allowing subsequent click coupling to alkyne-functional ligands, capture molecules, or fluorescent tags. This approach is commonly adopted in materials science and diagnostics reagent development to create modular, addressable interfaces for assay development and surface-based molecular organization.
3. Molecular Imaging Labeling Workflows
Bromo-PEG3-azide is used as an azide installation reagent for preparing imaging-compatible conjugates that can be clicked to alkyne-containing dyes, radiolabeling chelators, or other imaging moieties. The PEG3 spacer supports dispersion in aqueous labeling buffers and helps reduce nonspecific steric effects during conjugation, which is particularly useful when constructing multi-component imaging reagents for research instrumentation. By separating the azide introduction step from the final labeling step, teams can rapidly exchange reporter components while keeping the same targeting or scaffold chemistry.
4. Diagnostic Reagent And Assay Platforms
Bromo-PEG3-azide supports the construction of assay-ready labeling reagents and capture reagents by enabling installation of azide groups on components used in click-based assay assembly. The bifunctional nature allows researchers to first tether the linker to a reactive assay component or solid support, then perform standardized click coupling with alkyne-tagged detection elements such as fluorophores, enzyme substrates, or affinity ligands. This modularity is particularly valuable for developing multiplexable diagnostic research tools where consistent linker chemistry and aqueous compatibility improve reproducibility across reagent batches.
Computed Properties
| XLogP3 | 1.4 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 11 |
| Exact Mass | 281.03750 g/mol |
| Monoisotopic Mass | 281.03750 g/mol |
| Topological Polar Surface Area | 42Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 177 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2021116037-A1 | Dicationic fluorescent dyes | 2019-12-09 |
| KR-20200056403-A | Novel PSMA-targeted amanitin conjugate | 2017-09-22 |
| WO-2019057964-A1 | AMANITINE CONJUGATES TARGETING PSMA | 2017-09-22 |
| EP-3684416-A1 | Psma-targeting amanitin conjugates | 2017-09-22 |
| US-2020345807-A1 | Psma-targeting amanitin conjugates | 2017-09-22 |
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