
Propargyl-PEG3-bromide | CAS 203740-63-0
| Catalog Number | R01-0182 |
| Category | Alkynes |
| Molecular Formula | C₉H₁₅BrO₃ |
| Molecular Weight | 251.12 |
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Product Introduction
Propargyl-PEG3-bromide is a polyethylene glycol (PEG)-based PROTAC linker. Propargyl-PEG3-bromide can be used in the synthesis of a series of PROTACs.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | Propargyl-PEG3-Br; 3-(2-(2-(2-Bromoethoxy)ethoxy)ethoxy)prop-1-yne; Alkyne-PEG3-Br |
| Purity | 98% |
| IUPAC Name | 3-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]prop-1-yne |
| SMILES | C#CCOCCOCCOCCBr |
| InChI | InChI=1S/C9H15BrO3/c1-2-4-11-6-8-13-9-7-12-5-3-10/h1H,3-9H2 |
| InChIKey | UIGSOGCOFXYRNE-UHFFFAOYSA-N |
| Solubility | DMSO, DCM, DMF |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
Propargyl-PEG3-bromide is a PEG-based alkyl bromide bearing a terminal alkyne, designed as a versatile handle for copper-catalyzed azide–alkyne cycloaddition (CuAAC) click chemistry. Its short, flexible PEG spacer improves aqueous compatibility and helps reduce steric constraints during labeling workflows. This reagent is commonly used to introduce a clickable propargyl group onto biomolecules, polymers, and surfaces, enabling downstream attachment of azide-functional partners such as dyes, affinity tags, or imaging probes.
1. Surface And Material Functionalization
Propargyl-PEG3-bromide is widely used to functionalize polymeric and inorganic surfaces where a stable, PEG-mediated tether is beneficial for maintaining accessibility of the terminal alkyne. Researchers incorporate it into coating and material-modification protocols to create clickable interfaces for subsequent conjugation with azide-bearing ligands, fluorescent reporters, or capture reagents. The PEG3 spacer helps promote uniform labeling and reduces nonspecific interactions in aqueous environments, which is particularly useful for building reusable assay platforms, biofunctional coatings, and patterned materials for chemical biology studies.
2. Bioconjugation Linker For Probes
Propargyl-PEG3-bromide serves as a practical PEG linker for introducing an alkyne “click handle” into probe architectures used across chemical biology and molecular imaging research. In typical workflows, it is used to append propargyl functionality to amine- or thiol-reactive conjugation schemes that generate azide-free alkyne-bearing intermediates, which are then coupled to azide-functional dyes, affinity tags, or reporter constructs via CuAAC. The bromide leaving group supports straightforward incorporation into linker designs, while the PEG3 segment improves solubility and helps maintain probe performance during labeling and purification steps.
3. Polymer And Hydrogel Labeling
Propargyl-PEG3-bromide is an enabling reagent for installing clickable alkyne groups into synthetic polymers and hydrogel systems that require modular post-functionalization. Materials scientists use it to generate alkyne-functional polymer backbones or crosslinker components, allowing later coupling to azide-functional components such as fluorescent labels, cell-interaction motifs, or analytical tags. The PEG3 spacer provides a hydrophilic, flexible connection that can improve diffusion and accessibility of the alkyne during subsequent click conjugation, supporting robust material labeling for imaging, tracking, and structure–function studies.
4. Affinity Tag And Capture Reagent Building
Propargyl-PEG3-bromide is commonly employed to prepare clickable affinity reagents and capture tools used in research-grade assay development. By introducing terminal alkyne functionality into linker systems, it enables efficient coupling to azide-bearing recognition elements, such as affinity ligands or reporter moieties, through CuAAC. This approach is frequently adopted in workflows that require modular assembly of detection components, including immobilizable capture formats and multivalent reagent constructs where controlled spacing and aqueous compatibility are important for consistent binding behavior and downstream handling.
Computed Properties
| XLogP3 | 0.7 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 9 |
| Exact Mass | 250.02046 g/mol |
| Monoisotopic Mass | 250.02046 g/mol |
| Topological Polar Surface Area | 27.7Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 141 |
| 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-2022130046-A1 | N-1 branched imidazoquinolines, conjugates thereof, and methods | 2020-12-16 |
| WO-2021034729-A1 | N-aryl sulfonamide derivatives as vaccine adjuvant | 2019-08-16 |
| US-2022305121-A1 | N-aryl sulfonamide derivatives as vaccine adjuvant | 2019-08-16 |
| WO-2020010210-A1 | Mertk degraders and uses thereof | 2018-07-06 |
| US-2022356185-A1 | Mertk degraders and uses thereof | 2018-07-06 |
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