
Propargyl-PEG9-bromide | CAS 2055042-83-4
| Catalog Number | R01-0179 |
| Category | Alkynes |
| Molecular Formula | C21H39BrO9 |
| Molecular Weight | 515.43 |
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Product Introduction
Propargyl-PEG9-bromide is a bifunctional ADC linker with an alkyne group for click reactions and bromide for nucleophilic substitution. Suitable for antibody-drug conjugate construction requiring extended PEG spacers.
Chemical Information
Product Specification
Application
Computed Properties
Chemical Information
| Synonyms | Alkyne-PEG9-Br |
| Purity | >98.0% |
| Shelf Life | -20°C 3 years powder; -80°C 2 years in solvent |
| IUPAC Name | |
| SMILES | C#CCOCCOCCOCCOCCOCCOCCOCCOCCOCCBr |
| InChI | InChI=1S/C21H39BrO9/c1-2-4-23-6-8-25-10-12-27-14-16-29-18-20-31-21-19-30-17-15-28-13-11-26-9-7-24-5-3-22/h1H,3-21H2 |
| InChIKey | LYYKZUOYGAXPAG-UHFFFAOYSA-N |
| Solubility | 10 mm in DMSO |
| Appearance | Solid |
Product Specification
| Storage | Store at -20 °C, keep in dry and avoid sunlight. |
Application
Propargyl-PEG9-bromide is a PEG-based bromoalkyl reagent bearing a terminal alkyne, designed for click chemistry workflows where an alkyne handle is required for subsequent bioorthogonal conjugation. As a functionalized linker, it combines the spacing and solubility benefits of long PEG chains with the chemical reactivity of a propargyl group, making it useful for installing clickable moieties onto polymers, biomolecule scaffolds, and material surfaces. Its bromide leaving group enables attachment to nucleophilic targets, while the terminal alkyne supports downstream copper-catalyzed azide–alkyne cycloaddition (CuAAC) or related alkyne-based conjugation strategies used in chemical biology and molecular imaging reagent development.
1. PEGylated Probe Conjugation
Propargyl-PEG9-bromide is commonly used to introduce a PEG spacer and a terminal alkyne into probe platforms prior to azide–alkyne click coupling. Researchers apply it to functionalize small-molecule reporters, fluorescent tags, and affinity ligands so that subsequent CuAAC with azide-bearing partners yields stable conjugates with improved aqueous compatibility and reduced aggregation. The long PEG chain helps maintain accessibility of the clickable alkyne during labeling workflows, which is particularly valuable when constructing multicomponent imaging or assay reagents that require consistent conjugation density.
2. Surface Functionalization With Alkyne
Propargyl-PEG9-bromide is well suited for preparing clickable surfaces and coatings by installing alkyne-terminated PEG linkers onto substrates that can react with bromide-activated alkyl handles. Materials scientists use it to generate alkyne-functional interfaces for later attachment of azide-modified biomolecules, cell-adhesive peptides, or capture reagents through click chemistry. This approach supports modular assembly of biosensing and diagnostic-reagent surfaces where spatial control, antifouling behavior, and linker length are important for reproducible binding performance in complex buffers.
3. Bioconjugation Linker For Biomolecules
Propargyl-PEG9-bromide is frequently employed as a PEGylating alkyne linker in bioconjugation workflows that require controlled attachment of clickable handles to biomolecular scaffolds. Chemical biology groups use it to derivatize nucleophiles on proteins, peptides, or other macromolecular building blocks, enabling subsequent conjugation to azide-bearing imaging dyes, affinity tags, or reporter groups via CuAAC. The PEG9 spacer is especially useful when the goal is to minimize steric hindrance and preserve reactivity of the clickable group during downstream labeling, purification, and assay integration.
4. Polymer And Hydrogel Crosslinking
Propargyl-PEG9-bromide is used in polymer and hydrogel engineering to incorporate alkyne functionality into macromolecular networks that can be crosslinked or decorated through click chemistry. By introducing alkyne-bearing PEG linkers into polymer backbones or network components, researchers can later couple with azide-functional crosslinkers or functional payloads to tune material architecture and surface chemistry. This strategy is widely adopted in materials research for constructing modular, chemically defined biomaterials and for generating clickable handles that facilitate iterative functionalization with reagents such as fluorescent reporters or affinity capture moieties.
Computed Properties
| XLogP3 | -0.2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 27 |
| Exact Mass | 514.17775 g/mol |
| Monoisotopic Mass | 514.17775 g/mol |
| Topological Polar Surface Area | 83.1Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 379 |
| 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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